1-Substituted-1-oxo-prostane-derivatives of the E, A and F series

ABSTRACT

The invention disclosed herein relates to pharmacologically active prostaglandin derivatives of the E, F, or A series having on the terminal methylene carbon of the alpha chain, a substituent selected from the group consisting of:   &lt;IMAGE&gt;    &lt;IMAGE&gt;  wherein R is C1 to C6 alkyl, and phenyl or phenyl substituted with one or more substituents selected from the group consisting of C1-C4 alkyl, OR16, SR16, F, or Cl, and R16 is C1 to C6 alkyl.

CROSS REFERENCE TO RELATED APPLICATIONS

This application is a continuation-in-part of application Ser. No. 3953 filed Jan. 16, 1979, U.S. Pat. No. 4,254,285 which is in turn a continuation-in-part of application Ser. No. 961,032 filed Nov. 18, 1978 abandoned which is in turn a continuation-in-part of application Ser. Nos. 858,589, 858,588, 858,580, 858,487, 858,504 and 858,579 each of which was filed on Dec. 8, 1977 and now U.S. Pat. Nos. 4,202,822, 4,170,597, 4,197,245, abandoned, U.S. Pat. Nos. 4,172,839 and 4,212,969 respectively.

BRIEF DESCRIPTION OF THE INVENTION

This invention relates to the optically active compound of the formula: ##STR2## wherein Z is --(CH₂) _(g) -- or ##STR3## wherein g is an integer from 5 to 7 inclusive, and f is an integer from 2 to 4, inclusive; C₁₃ -C₁₄ is ethylene or trans-vinylene; W is selected from the group consisting of: ##STR4## wherein X is: ##STR5## and R₃ is hydrogen or hydroxyl; G is selected from the group consisting of: ##STR6## wherein R is C₁ -C₆ alkyl, and phenyl or phenyl substituted with one or more substituents selected from the group consisting of C₁ -C₄ alkyl, --OR₁₅ or SR₁₅, F or CL wherein in R₁₅ is C₁ to C₆ alkyl, preferably R is methyl; R₁₆ is C₁ to C₆ alkyl; and R₂ is selected from the group consisting of: ##STR7## wherein R₄ is hydrogen or methyl; R₅ is selected from the group consisting of C₄ -C₇ alkyl; R₆ is selected from the group consisting of C₃ -C₆ alkyl; R₇ is selected from the group consisting of C₂ -C₄ alkyl; R₈ is selected from the group consisting of C₁ -C₂ alkyl; R₉ is selected from the group consisting of C₃ -C₆ alkyl; R₁₀ is selected from the group consisting of C₁ -C₄ alkyl; R₁₁ is selected from the group consisting of C₃ -C₇ alkyl; R₁₂ is selected from the group consisting of C₁ -C₄ alkyl; p is an integer from 0 to 3; q is 1 or 2; X' is a divalent radical selected from the group consisting of: ##STR8## wherein R₁₃ is selected from the group consisting of C₁ -C₇ alkyl, hydrogen, and a phenoxy group optionally substituted with a substituent selected from the group consisting of halogen, trifluoromethyl and C₁ -C₄ alkyloxy; Y' is a divalent radical selected from the group consisting of: ##STR9## G' is a divalent radical selected from the group consisting of --O-- and --CH₂ --; m is zero or an integer from 1 to 4, inclusive; n is zero or an integer from 1 to 4, inclusive; with the proviso that the sum of m and n has the value of 1 to 4; s is zero or the integer 1; and t is selected from the group consisting of hydrogen, chloro, fluoro, dichloro, trifluoromethyl, methoxy; the racemic mixture thereof; and the mirror image thereof.

This invention also relates to the method of preparing the above-described compounds, as well as to the novel intermediates useful for the preparation of the prostaglandin compounds described herein. The present invention will be fully described with reference to the flowsheets and examples of this application.

DETAILED DESCRIPTION OF THE INVENTION

The compounds of this invention are administered in various ways for various purposes, e.g., intravenously, intramuscularly, subcutaneously, orally, intravaginally, rectally, bucally, sublingually, topically and in the form of sterile implants for prolonged action.

For intravenous injection or infusion, sterile aqueous isotonic suspensions are preferred. For subcutaneous or intramuscular injection, sterile suspensions of the compoundsin aqueous or non-aqueous media are used. Tablets, capules, and liquid preparations such as syrups, elixirs, and simple solutions, with the usual pharmaceutical carriers are used for oral or sublingual administration. For rectal or vaginal administration, suppositories prepared as known in the art are used. For tissue implants, a sterile tablet or silicone rubber capsule or other object containing or impregnated with the substance is used. On certain occasions it may be advantageous to administer the compounds of this invention as clathrate compounds with substances such as α-cyclodextrin.

The prostaglandins are a family of closely related compounds which have been obtained from various animal tissues and which stimulate smooth muscle, lower arterial blood pressure, antagonize epinephrine-induced mobilization of free fatty acids, and have other pharmacological and autopharmacological effects in mammals. See Bergstom, et al., J. Biol. Chem., 238, 3555 (1963) and Horton, Experientia, 21, 113 (1965) and references cited therein. All of the so-called natural prostaglandins are derivatives of prostanoic acid: ##STR10## The hydrogen atoms attached to C-8 and C-12 are in trans-configuration. The natural prostaglandins represent only one of the possible optical isomers. The compounds of this invention include all possible optical isomers and racemates.

The configuration of substituents on the prostaglandin molecule are designed to be in the α-configuration if they lie beneath the plane of the molecule as drawn above and are designated with a----bond. Those substituents which lie above the plane of the molecule as drawn above are designated β and are represented by a bond.

The compounds of this invention which have the structure as shown in formula (A) wherein R₁, Z, R₃, Y, m, n, s and X are as herein below defined are said to be in the same configuration as the natural prostaglandins with respect to the configurations at C₈, C₁₁ and C₁₂ and are designated by the prefix nat. The enantiomer, represented by formula (B) is said to be in the mirror image or ent configuration. A substituent at C₁₁ drawn with a dotted line (C₁₁ ---R₃) is said to have an α configuration; a solid line (C₁₁₋₋ R₃) indicates a β configuration. The configuration at Y and X will be expressed in terms of R and S as is understood in the art. For example, the compound represented by formula (C) is named nat-15S,16S-11α,15-dihydroxy-1-(methoxymethyl) -1,9-dioxo-15,16-trimethylene-13-trans-prostene; its enantiomer (formula D) is named ent-15R,16R- 11α,15-dihydroxy-1-(methoxymethyl) -1,9-dioxo-15,16-trimethylene-13-trans-prostene. The racemate (1:1 mixture of (C) and (D) is named nat-15S,16S-(and ent-15R,16R) 11α,15-dihydroxy-1-(methoxymethyl) -1,9-dioxo-15,16-trimethylene-13-trans-prostene. In a similar manner, the compounds represented by formulae (E) to (J) have the configurations shown below. ##STR11##

In each of the above formulae (C to J) the hydroxy group at C₁₁ is named "11α-hydroxy".

In structures C to J above, m is zero or the integer 1 to 4 inclusive; n is zero or the integer 1 to 4 inclusive; s is zero or one and X is: ##STR12## wherein R₁₃ is selected from the group consisting of C₁ to C₇ alkyl, hydrogen, and a phenoxy group optionally substituted with a substituent selected from the group consisting of halogen, trifluoromethyl and C₁ to C₄ alkoxy.

The novel compounds of this invention can be pre-prepared by a novel 1,4-conjugate-addition procedure involving treatment of the ether blocked cyclopentenone such as (129) or (111) with a lithio-cuprate reagent such as (117), (118), or (119) prepared as illustrated in Flowsheets A thru N.

The 1,4-conjugate-addition procedure is described hereinbelow in Flowsheet N. The preparation of the various requisite 1-iodo-trans-1-alkenyl or 1-tributylstannyl-trans-1-alkenyl derivative is illustrated in Flowsheets A-H and the novel and important methods of preparation of the 4-hydroxycyclopentenones embracing the 1-(alkoxymethyl and phenoxymethyl) -1-oxo α-chain is described in connection with Flowsheets I-M. ##STR13## wherein f' is one or two inclusive.

In accordance with the scheme as outlined herein above in Flowsheet A, carbethoxycyclobutane or carbethoxycyclopenane is converted to its enolate anion (2) by treatment with a strong base such as lithium cyclohexylisopropylamide, prepared from the corresponding amine and n-butyl lithium (hexane solution) in a solvent, such as anhydrous tetrahydrofuran, at very low temperatures, such as -78° C. The resulting enolate anion (2) is then alkylated with R₆ --X (3) to provide (4), the ester group of which is reduced to alcohol (5) by reaction with 2 equivalents of diisobutyl aluminum hydride, lithium aluminum hydride or the like. Oxidation of alcohol (5) with dipyridine chromium oxide complex ["Reagents for Organic Synthesis", L. F. Fieser and H. Fieser, John Wiley and Sons, Inc., New York, 4, 215 (1974) ], prepared in situ in methylene chloride solution, provides the corresponding aldehyde (6), which can also be obtained directly from ester (4) by partial reduction with one equivalent of diisobutyl aluminum hydride at -78° C., but the former two-step procedure is preferable. Reaction of aldehyde (6) with lithium acetylide ethylene diamine complex provides the 3-hydroxy-1-alkyne (7), which is converted to its trimethylsilyl ether in the usual manner. The silylated derivative is then treated with disiamylborane (prepared in situ in tetrahydrofuran solution at ice bath temperatures from 2-methyl-butene, sodium borohydride and boron trifluoride ethereate) and then anhydrous trimethylamine oxide. The resulting solution and an iodine solution in tetrahydrofuran are then added simultaneously to an aqueous solution of sodium hydroxide to give the 1-iodo-3-trimethylsilyloxy-4,4-methylene-1-alkene (8). Also, the above sequences of reactions can be accomplished, as shown in Flowsheet A, using R₉ CH₂ X where R₉ is a phenyl group. ##STR14##

In accordance with the scheme as outlined hereinabove in Flowsheet B, 1-trimethylsilyl-3-tetrahydropyranyloxy-1-propyne (9) is treated with n-butyllithium at -78° C. and then with a freshly prepared solution of zinc iodide in anhydrous tetrahydrofuran, also at -78° C. Reaction of aldehyde (10) with the resulting reagent then provides the 4-hydroxy-3-tetrahydropyranyloxy-1-alkyne (11). This reaction proceeds with great stereoselectivity and the product (11) is in the erythro configuration. [For additional information concerning this reaction see the examples which follow and F. Mercier, R. Epstein and S. Holland, Bull. Soc. Chim. France, 690 (1972). ]

The tetrahydropyranyl group in (11) is removed on weak acid treatment and the resulting erythro diol (12) can be reblocked by treating with an appropriate aldehyde or ketone ##STR15## in the presence of strong acid catalyst in the usual way to give the ketal or acetal (13). Acetone is a useful ketone for this purpose and the product (13) is then a 3,4-isopropylidenedioxy-1-alkyne. It is also possible to utilize silyl blocking groups (introduced after removal of the 1-trimethylsilyl group) to ultimately give the vinyl iodides (16) or (17). Weak base treatment of (13), for example heating for about one hour in refluxing methanol with potassium carbonate, results in desilylation to give (14). The 1-alkene (14) is converted to the corresponding 1-iodo-trans-1-alkene (15) by treatment with disiamylborane (prepared in situ in tetrahydrofuran solution at ice bath temperatures from 2-methyl-2-butene, sodium borohydride and boron trifluoride etherate) and then anhydrous trimethylamine oxide. The resulting solution and an iodine solution in tetrahydrofuran are then added simultaneously to an aqueous solution of sodium hydroxide to give (15).

For the preparation of the threo derivatives, the 4-hydroxy-3-tetrahydropyranyloxy-1-alkyne (11) is acetylated to provide the corresponding 4-acetoxy derivative (18). The tetrahydropyranyl group is preferentially hydrolized with weak acid to (19), which is then tosylated in the usual manner to afford the erythro-3-tosyloxy-4-acetoxy-1-alkyne (20). Solvolysis of (20) under essentially neutral conditions by heating in aqueous tetrahydrofuran in the presence of an insoluble acid-acceptor, such as calcium carbonate, results in inversion of C₃, furnishing the threo-3-hydroxy-4-acetoxy-1-alkyne (21), which is then deblocked with aqueous base to give the threo-3,4-diol (22). Diol (22) is converted to an acetal or ketal (23) [or silyl derivatives as in (16) or (17)] and thence to the 1-iodo-trans-1-alkene (16) as described hereinabove wherein Ra is lower alkyl (C₁ to C₃).

For the preparation of the 16-alkoxyprostanoic acids of this invention, the erythro-4-hydroxy-3-tetrahydropyranyloxy-1-alkyne (11) is desilylated by methanol-potassium carbonate treatment and the resulting (25) is alkylated to give the 4-alkoxy-3-tetrahydropyranyloxy-1-alkyne (26). A useful procedure for this last step involves treatment of (25) with a molar equivalent of sodium hydride to give the 4-alkoxide which is then alkylated with the appropriate alkylating agent for example methyl iodide. The 4-alkoxy-1-alkyne (26) is then converted to the corresponding 1-iodo-trans-1-alkene (27) as described hereinabove for the preparation of (15). If desired the tetrahydropyranyl blocking group in (27) can be hydrolyzed (weak acid) and the resulting free 3-ol corresponding to (27) converted to the 3-trimethylsilyloxy derivative (28), all in the usual manner wherein Ra is lower alkyl (C₁ to C₃).

For the threo series, the tetrahydropyranyl group in erythro-4-alkoxy-1-alkyne (26) is cleaved and the resulting 3-hydroxy-4-alkoxy-1-alkyne (29) is tosylated to give the erythro-3-tosyloxy-4-alkoxy-1-alkyne (30). Sn₂ displacement reaction with (30) with reagents such as tetrahydroammonium formate results in inversion to the threo derivative (31) saponification of which provides threo-3-hydroxy-4-alkoxy-1-alkyne (32). Trimethylsilylation followed by the vinyl iodide conversion procedure described hereinabove furnishes the threo-1-iodo-1-alkene (33) wherein Rd is hydrogen or lower alkyl (C₁ to C₃).

The 15-alkyl and/or 16-alkyl derivatives of this invention can be prepared by substituting ##STR16## for (9) and/or ##STR17## for (10) (R'₅ =lower alkyl of 1 to 3 carbons) in Flowsheet B.

In accordance with the procedure as outlined in Flowsheet C, an aldehyde (34) is treated with propargylic magnesium halide to form the homopropargylic alcohol (35), which is converted to its trimethylsilyl ether in the usual manner. The silylated derivative is then treated with disiamylborane (prepared in situ in tetrahydrofuran solution at ice bath temperature from 2-methyl-2-butene, sodium borohydride and boron trifluoride ethereate) and then anhydrous trimethylamine oxide. The resulting solution and an iodine solution in tetrahydrofuran are added simultaneously to a sodium hydroxide to give the 1-iodo-4-trimethylsilyloxy-trans-1-alkene (36), precursors for 16-hydroxy-prostaglandin.

The trimethylsilyl protecting group is removed with mild acid and the resulting vinyl iodide alcohol is oxidized with pyridinium chlorochromate to provide the 1-iodo-4-oxo-trans-1-alkene (37), which upon treatment with a Grignard reagent (R₁₃ MgX) provides the 1-iodo-4-hydroxy-trans-1-alkene, which is silylated in the usual manner to provide the silyl ether (38) wherein R'₁₁ is lower alkyl (C₃ to C₇) or lower alkenyl group (C₃ to C₅) and R'₁₃ is vinyl, cyclopropyl or ethyl; X is a chloro or bromo group. ##STR18##

A more preferred method for the preparation of vinyllithium precursor is also described in Flowsheet C. Treatment of the requisite carboxylic acid (39a or 39) with the appropriate organolithium reagent (R'₁₃ Li or R'₁₁ Li respectively), wherein R'₁₁ and R'₁₃ are hereinabove defined, give the corresponding ketone (40) which upon treatment with propargylic magnesium halide provides the homopropargylic alcohol (41) which is converted to the trans vinylstannyl derivative by sequential treatment with chlorotrimethylsilane and tri-n-butyltin hydride. Treatment of the vinylstannyl reagent (42) with n-butyllithium at a temperature of -10° C. to -78° C. generates the corresponding vinyllithium reagent. ##STR19##

In accordance with Flowsheet D hereinabove, the precursors for other 16-hydroxy prostaglandins are prepared by treating an appropriate aldehyde or ketone (43) with a propargylic magnesium halide to yield the requisite homopropargylic alcohol (44). The alcohol is protected as a tritylether (45) (for secondary alcohols) or as a trimethylsilyl ether (45) (for tertiary alcohols). These ethers are then converted to the appropriate trans-vinyliodide (46) by treatment with disiamylborane generated in situ from 2-methyl-2-butene, sodium borohydride, and boron trifluoride, followed by treatment with trimethylamine oxide and then iodine and sodium hydroxide, wherein R'₁₅ is hydrogen, methyl or ethyl; Z' is O--C(C₆ H₅) ₃ when R'₁₅ is hydrogen and Z' is O--Si(CH₃) ₃ when R'₁₅ is methyl or ethyl; R'₁₄ is selected from the group comprising lower alkyl (C₃ to C₅), lower 1-alkenyl (C₃ to C₅), ##STR20## wherein R₇ is as described above with the proviso that when R'₁₄ is ##STR21## then R'₁₅ must be hydrogen. ##STR22##

The preparation of the precursors for the synthesis of 16-aryloxy congeners is described in accordance with Flowsheet E hereinabove. The aryl esters (49) are prepared by esterifying the commercially available acids or by treatment of ethyl bromoacetate with the appropriate phenol. The ester (49) is carefully reduced to the aldehyde (50) which upon treatment with lithium acetylide provides the propargylic alcohol (51). Treatment of the alcohol (51) with chlorotrimethylsilane followed by tri-n-butyltin hydride furnishes the requisite vinylstannyl derivative (53). Similar treatment starting with substituted hydrocinnamaldehyde (50a) provides the respective vinylstannyl derivative (53a).

The preparation of the precursors for the synthesis of secondary 15-hydroxy congeners are described in the literature. The preparation of the precursor for 15-methyl-15-hydroxy is described in Flowsheet F hereinbelow. In accordance with Flowsheet F, an acid chloride, wherein R₅ is hereinabove defined, is treated with acetylene and aluminum trichloride to provide the vinylchloride (55) which upon treatment with sodium iodide furnishes the vinyliodide (56). Treatment of (56) with methylmagnesium halide followed by chlorotrimethylsilane gives the requisite protected vinyliodide (57). ##STR23##

The precursors for the novel compounds of this invention which have a β chain represented by Formula K: ##STR24## wherein s, y, m, n, and X are hereinabove defined as shown in Flowsheet G and Flowsheet H. ##STR25##

In accordance with the scheme as outlined hereinabove in Flowsheet G a ketone (58) is reacted with a Grignard reagent (59) such as acetylene magnesium chloride (59, s=0) or propargyl magnesium bromide (59, s=1) to give the acetylenic alcohols (60). In those cases where X is not --CH₂ --, two isomeric acetylenic alcohols are formed. These isomers can be separated by procedures well known to the art including fractional crystallization, fractional distillation and various chromatographic procedures. The individual isomers can then be carried through the remaining reactions outlined in Flowsheet G.

The acetylenic alcohol (60) is converted to its trimethylsilyl ether in the usual manner. The silylated derivative (61) is then treated with diisoamylborane (prepared in situ in tetrahydrofuran solution at ice bath temperatures from 2-methyl-2-butene, sodium borohydride and boron trifluoride ethereate) and then anhydrous trimethylamine oxide. The resulting solution and an iodine solution in tetrahydrofuran are then added simultaneously to an aqueous solution of sodium hydroxide to give the 1-iodo-3-trimethylsilyloxy-trans-1-alkene (62).

(63) in turn is readily prepared by the addition of tri-n-butyl tin hydride to the acetylene (61) in the presence of bisazoisobutyronitrile followed by vacuum distillation at a high enough temperature (about 170° C.) to isomerize any of the cis-vinyl tin compound to the trans-vinyl tin compound.

Certain of the ketones (67) of this invention are prepared as indicated in Flowsheet H below: ##STR26## wherein n and m are as hereinabove defined and the moiety ##STR27## represents a phenoxy group which is optionally substituted with one or more halogen, trifluoromethyl, and lower alkoxy (C₁ to C₄) groups.

As indicated in Flowsheet H the reaction of an epoxide (64) with a substituted or unsubstituted phenol (65) is the presence of a catalytic amount of aqueous sodium hydroxide and a phase transfer catalyst such as methyl tricapryly ammonium chloride and the like at 70°-80° C. gives the phenoxy substituted alcohol (66) which in turn is oxidized with an oxidizing reagent such as pyridinium chlorochromate in methylene chloride to give the phenoxy substituted ketone (67). This ketone (67) is then carried through the reactions shown in Flowsheet G above.

The 19-unsaturated beta chain precursors are prepared in accordance with the reaction scheme of Flowsheet I. Treatment of the ketone (68) with propargyl magnesium bromide (69) provides the hydroxyalkyne (70) which is silylated to give the ether (71). The TMS ether (71) is heated with tri-n-butylstannane in the presence of azobisisobutylronitrile to afford the trans-vinylstannane (72) which contains from about 10-20% of the corresponding cis-vinylstannane (73). Treatment of the vinylstannane reagents (72), (73) with n-butyllithium at temperatures of -78° C. to -10° C. generates the vinyl lithium reagents (74). ##STR28##

The 17-methylene precursors are prepared in accordance with the procedure outlined in Flowsheet J. Treatment of an aldehyde or ketone such as (75), wherein R₃ is hydrogen, methyl or ethyl and R₄ is hydrogen, or C₁ to C₃ alkyl with formalin and dimethylamine hydrochloride, provides the α-methylene aldehyde or ketone (76). Treatment of the carbonyl compound (76) with propargylmagnesium bromide (77) provides the hydroxy alkyne (79) which is silylated to give (78) wherein R₃ is as previously defined. The selection of the silylating reagent is determined by the nature of the group at R₃. When R₃ is hydrogen, then R₅ is ethyl; when R₃ is methyl or ethyl, then R₅ is methyl. ##STR29##

The precursors to the 16 allenyl analogs are prepared in accordance with the procedure outlined in Flowsheet K. Treatment of esters such as (83) with propargyl Grignard (84) (wherein R₄ is hydrogen, methyl, ethyl propyl or chloro) provides the dienylketone (85). Treatment of the ketone (85) with propargylmagnesium bromide provides the hydroxyalkyne (86) which is silylated to give the ether (87). The alkyne (87) is converted to the trans vinyliodide (88) by successive treatment with diisoamylborane, triethylamine oxide and I₂ /NaOH as described by Kluge et al. [J. Amer. Chem. Soc., 94, 7827 (1972)]. Treatment of the vinyliodide (88) with 1 eq. n-BuLi at -70° to -50° C. affords the vinyl lithium (89). ##STR30##

The 16-chloromethyl and 16-bromomethyl analogs are prepared from the precursors shown in Flowsheets L-1 and L-2.

In accordance with the procedure outlined in Flowsheet L-1, treatment of a carboxylic acid halide such as (90) wherein R₄ is hydrogen, methyl, ethyl or propyl, with 1,1,2-tris trimethylsilyloxyethylene (91) [Tet. Letters, 2749 (1978)] provides the α-hydroxyketone (92). Treatment of (92) with methansulfonylchloride in dimethylformamide (DMF) provides the α-chloroketone (93).

In accordance with Flowsheet L-2, treatment of the α-haloketones (94) with propargylmagnesium bromide in the presence of mercuric chloride provides the hydroxyalkyne (95) that is treated with a trialkylchlorosilane such as chlorotrimethylsilane to provide the ether (96). The alkyne (96) is treated with tri-n-butylstannane in the presence of azobisisobutryonitrile (AIBN) to provide the trans-vinylstannane (97) containing 10 to 20% of the corresponding cis isomer (98). Lithiation then provides the vinyllithium reagent (99). ##STR31##

The 19-chloro-20-nor analogs are prepared from the precursors shown in Flowsheet M-1.

In accordance with Flowsheet M-1, wherein R'₃ is hydrogen, methyl, vinyl and trimethylsilylethynyl, treatment of the carbonyl compound (100) with propargylmagnesium bromide (101) in the presence of mercuric chloride provides the hydroxyalkyne (102). The hydroxy portion of (102) is protected with a trialkylsilyl group; triethylsilyl when R'₃ is hydrogen, and trimethylsilyl when R'₃ is methyl, vinyl or trimethylsilylethynyl. The silyl ether (104) is heated with tri-n-butylstannane (105) in the presence of azobisisobutryonitrile (AIBN) to afford the trans-vinylstannane (106) which contains 10 to 20% of the corresponding cis-vinylstannane (107). Treatment of the vinylstannane (106) with n-butyl lithium at temperatures of -78° C. to -10° C. generates the vinyllithium reagents (108). ##STR32##

The preparation of the carbonyl compound (110) wherein R'₃ is vinyl (7-chloro-hept-1-en-2-one) is shown in Flowsheet M-2. In accordance with Flowsheet M-2, 4-chlorobutrylchloride (109) is treated with vinyltrimethylsilane in the presence of aluminum trichloride at -20° C. to provide, after quenching with NH₄ Cl the vinylketone (110). A similar sequence for the preparation of the trimethylsilylethynyl ketone (111) is also illustrated in Flowsheet M-2 by utilizing bis-trimethylsilylacetylene. ##STR33##

An alternate procedure to prepare precursors to the vinyllithium reagent (108) is shown in Flowsheet M-3. In accordance with Flowsheet M-3, the silylether alkyne (104) is treated with diisoamylborane followed by treatment with trimethylamine oxide and then with I₂ /NaOH, to provide to 1-iodo-trans-alkenes (113). Treatment of the vinyliodide (113) with two equivalents of t-BuLi according to Untch generates the vinyllithium reagent (108). ##STR34##

The preparation of 16-formyl and 16-dimethoxy methyl analog precursors is illustrated in Flowsheet N.

In accordance with the procedure outlined in Flowsheet N, treatment of alkyl ester (114) with the sodium salt of dimethylsulfoxide, wherein R₄ is hydrogen, methyl, ethyl or propyl, provides the keto sulfoxide (115). Treatment of the ketone with iodine in methanol provides the ketoacetal (116) which upon treatment with propargylmagnesium bromide provides the hydroxyalkyne (117) which is silylated to give the ether (118). The TMS ether (118) is heated with tri-n-butylstannane in the presence of azobisisobutyronitrile (AIBN) to afford the trans vinylstannane (119) which contains 10 to 20% of the corresponding cis vinylstannane (120).

Treatment of the vinylstannyl reagents (119 and 120) with n-butyl lithium at temperatures of -78° C. to -10° C. generates the vinyl lithium reagent (121). ##STR35##

The precursor for the 16-fluoromethyl analogs are prepared as illustrated in Flowsheets O-1 and O-2.

In accordance with the procedure outlined in Flowsheet O-1, treatment of ethyl fluoroacetate (122) with alkyl lithium (123) wherein R₄ is hydrogen, methyl, ethyl or propyl, provides the fluoromethyl ketone (124). Treatment of the ketone (124) with propargylmagnesium bromide (125) provides the hydroxyalkyne (126) which is sillyated to give the ether (127). The TMS ether (127) is heated with tri-n-butylstannane in the presence of azobisisobutryonitrile (AIBN) to afford the trans vinylstannane (128) which contains 10 to 20% of the corresponding cis vinylstannane (129).

Treatment of the vinylstannyl reagents (128, 129) with n-butyl lithium at temperatures of -78° C. to -10° C. generates the vinyl lithium reagent (130). ##STR36##

In accordance with Flowsheet O-2, the treatment of acid (131) (R₇ =CF₂ H, CF₃) with alkyl lithium (123) wherein R₄ is hydrogen, methyl, ethyl or propyl, provides the ketone (132) which upon addition of propargylmagnesium bromide provides the hydroxyalkyne (133). The alcohol (133) is treated with chlorotrimethylsilane to provide the TMS-ether (134) which is heated with tri-n-butylstannane to provide the trans-vinylstannane (135) that contains 10 to 20% of the corresponding cis-vinylstannane (136).

Treatment of the vinylstannane reagent (135, 136) with n-butyl lithium at temperatures of -78° C. to -10° C. generates the vinyl lithium reagents (137). ##STR37##

In accordance with the procedure outlined in Flowsheet P-1, wherein R₄ is as defined previously and T is divalent oxygen (--O--) is divalent sulfur (--S--) and R₁₇ is hydrogen or methyl, treatment of the unsaturated carbonyl (138) with an alcohol (139) (G=O) with acid (PTSA) catalysis or treatment of (148) with a mercaptan (139) (G=S) with a basic catalysis such as piperidine provides the ketone (140). Treatment of the ketone (140) with propargylmagnesium bromide (151) provides the hydroxyalkyne (152) which is silylated to give the ether (153). The TMS ether (153) is heated with tri-n-butylstannane in the presence of azobisisobutyronitrile (AIBN) to afford the trans vinylstannane (154) which contains 10 to 20% of the corresponding cis vinylstannane (155).

Treatment of the vinylstannyl reagent (154) with n-butyl lithium at temperatures of -78° C. to -10° C., generates the vinyl lithium reagent (156). ##STR38##

The preparation of the precursors for the 16-vinyl and ethynyl-19-oxa congeners is shown in Flowsheet P-2.

In accordance with Flowsheet P-2, wherein R₄ is as hereinabove defined, an aldehyde (157) is treated with propargylic magnesium bromide (158) to form the homopropargylic alcohol (159) which is converted to its trimethylsilyl ether in the usual manner. The silylated ether is then treated with diisoamylborane in tetrahydrofuran, and then with anhydrous trimethylamine oxide. The resulting solution and an iodine solution in tetrahydrofuran are then added simultaneously to an aqueous solution of sodium hydroxide to give the 1-iodo-4-trimethylsilyloxy-7-oxa-trans-1-alkene (160).

The trimethylsilyl protecting group on the alcohol function is removed with mild acid and the resulting vinyliodide alcohol is oxidized with pyridinium chlorochromate to provide the 1-iodo-4-oxo-7-oxa-trans-1-alkene (161), which upon treatment with the appropriate Grignard reagent (R₆ MgX), provides the 1-iodo-4-hydroxy-7-oxa-trans-1-alkene which is silylated in the usual manner to provide the silyl ether (162) wherein R₆ is as defined above, X is Cl or Br.

Lithiation of (162) (1 eq. n-butyl lithium or 2 eq. t-butyl lithium) at -70° C. provides the lithio alkene (163).

The preparation of the precursors for the 1G ethynyl congeners is also shown in Flowsheet P-2.

In accordance with Flowsheet P-2, wherein R₄ and T are as previously defined, treatment of the carboxylic acid chloride (164) with bis-trimethylsilylacetylene in the presence of aluminum trichloride provides the acylacetylene (165). Treatment of the acylacetylene (165) with propargyl magnesium bromide forms the diacetylenic alcohol (166) which is silylated to provide the ether. The ether is converted to the vinylstannane (167) by treatment with tri-n-butylstannane in the presence of azobisisobutryonitrile (AIBN).

The other ketones (58) used in this invention are known in the literature or can be made by procedures well known to the art [G. Lardelli, U. Lamberti, W. T. Walles and A. P. deJonge, Rec. Trav. Chem. Pays-Bas, 86, 481 (1967); Ng. Ph. Buu-Hoi, T. B. Loc and Ng. Dat Xuong, Bull. Soc. Chem. France, 174 (1958); and G. H. Posner, Organic Reactions, 19, 1 (1972)]. ##STR39##

The precursor for the 16-fluoromethyl analogs are prepared as illustrated in Flowsheets P-3 and P-4.

In accordance with the procedure outlined in Flowsheet P-3, treatment of ethyl fluoroacetate with alkyl lithium 56' wherein R₄ is hydrogen, methyl, ethyl or propyl provides the fluoromethylketone 57'. Treatment of the ketone 57' with propargylmagnesium bromide 58' provides the hydroxyalkyne 59' which is silylated to give the ether 60'. The TMS ether 60' is heated with tri-n-butylstannane in the presence of azobisisobutyronitrile (AIBN) to afford the trans vinylstannane 61' which contains 10% to 20% of the corresponding cis vinylstannane 62'.

Treatment of the vinylstannyl reagents (61',62') with n-butyl lithium at temperatures of -78° C. to -10° C. generates the vinyl lithium reagent 63'.

In accordance with Flowsheet P-4 the treatment of acid 64' (R₇ =CF₂ H, CF3) with alkyl lithium 56' wherein R₄ is hydrogen, methyl, ethyl or propyl, provides the ketone 65' which upon addition of propargylmagnesium bromide provides the hydroxyalkyne 66'. The alcohol 66' is treated with chlorotrimethylsilane to provide the TMS-ether 67' which is heated with tri-n-butylstannane to provide the trans-vinylstannane 68' that contains 10% to 20% of the corresponding cis-vinylstannane 69'.

Treatment of the vinylstannane reagents 68', 69' with n-butyl lithium at temperatures of -78° C. to -10° C. generates the vinyl lithium reagents 70'. ##STR40##

In accordance with the reaction scheme of Flowsheet P-5, the precursors to the novel cuprate reagents and compounds of the present invention are prepared from ethyl 1,2-dibromoethyl ether (271) [Zhin. Obschei. Khim., 2, 1569 (1966)]. Treatment of (271) in ether solution with an alkylmagnesium halide provides a (1-alkyl-2-bromoethyl) ethyl ether (272). Treatment of (272) with strong base, for example, sodium hydride and a catalytic amount of isopropanol, in an inert solvent, for example, dimethylformamide, results in the formation of a (1-alkylvinyl) ethyl ether (273). Reaction of (273) with a source of chlorofluorocarbene, for example, with dichlorofluoromethane in the presence of concentrated aqueous potassium hydroxide [Helv. Chim. Acta., 60, 1739 (1977)] results in the formation of a 2-chloro-2-fluoro-1-ethoxy-1-alkylcyclopropane (274). Conversion of (274) to the desired 2-fluoro-1-alken-3-one (276) is preferably effected by solvolysis of (274) in boiling ethanol in the presence of anhydrous potassium carbonate to provide the intermediate (275); hydrolysis of (275) in dilute aqueous mineral acid in a solvent such as tetrahydrofuran provides the ketone (276). Treatment of (276) with propargylmagnesium halide provides (277), which is converted to its trimethylsilyl derivative (278) in the usual way.

Formation of the vinyllithium reagent (281) from (278) may be carried out by procedures known in the art. For example, reaction of (278) with tri-n-butylstannane in the presence of azobisisobutyronitrile provides the vinylstannane (280), which upon treatment with n-butyllithium at a temperature of -78° C. to -30° C. yields (281). Alternatively, (278) is treated with disiamylborane in tetrahydrofuran solution, followed by sequential treatment with trimethylamine oxide and a mixture of aqueous sodium hydroxide and iodine, to provide the vinyl iodide (279). Reaction of (279) with an alkyllithium, preferably 2 equivalents of t-butyllithium at a temperature of about -75°, provides the vinyllithium (281).

The preparation of the cyclopentenones of this invention containing the hydroxyketone feature (68) wherein Z is hereinabove defined and R₃ is hydrogen or a hydroxy group can be accomplished in several ways, one of which involves the conversion of the corresponding cyclopentenone containing a carboxylate function (168) to the respective alkoxymethyl ketone, phenoxymethyl ketone, alkylthiomethyl ketone, or (alkyl alkoxyacetate) β-ketone derivatives. ##STR41##

Most of the cyclopentenone carboxylic acids (168) required for the purposes of this invention have been described in the literature or can be prepared by procedures quite analogous to those already described. Appropriate references are provided in the examples which follow. The synthesis of certain non-reference requisite cyclopentenone carboxylic acids (168) is also described herein.

The preparation of the requisite 4-hydroxy-thiacyclopentenones (171) is described in Flowsheet Q. In accordance with Flowsheet Q which is hereinbelow described, treatment of 2-furyllithium (170) with a ω-chloroaldehyde (171) provides the chloroalcohol (172). Treatment of the chloroalcohol (172) with ethylmercaptoacetate furnishes the hydroxyester (173) which upon hydrolysis with sodium formate/formic acid provides the 3-hydroxy-cyclopentenone (174). Treatment of the cyclopentenone (174) with sulfuric acid provides the required 4-hydroxy-cyclopentenone (175). ##STR42##

The conversion of the cyclopentenone carboxylic acid (168) to the respective alkoxymethyl and phenoxymethyl analogs (169) and the protection of these compounds for a conjugate addition reaction is described hereinbelow in Flowsheets R-1, R-2, S-1 and S-2.

For the preparation of cyclopentenones of the type (180), wherein Z is hereinabove defined, the carboxylic acid (176) is converted to the acid chloride (177) by first forming the sodium salt with sodium hydride in tetrahydrofuran (THF) and then reacting the resulting suspension with oxalyl chloride in the presence of a catalytic amount of dimethylformamide (DMF) to form the acid chloride (177).

The acid chloride (177) can be heated with two equivalents of 1,1,2-tris-trimethylsilyloxyethylene at 90° to 100° for 2 to 4 hours to produce compound (179). Compound (179) can be readily hydrolyzed and decarboxylated to give the ketone (180) by treatment with dilute hydrochloric acid in tetrahydrofuran (THF).

Derivatization of the ketone function of (180) can be accomplished in two ways. Ketalization of (180) with ethylene glycol is accomplished by refluxing a benzene or toluene solution of (180) and ethylene glycol into a Dean-Stark trap to provide (181).

The preparation of the corresponding cyclopentenones (183) and (184) for preparing 11-deoxy-1-oxo-1-alkylmethylthio prostaglandins is illustrated in Flowsheet R-2 in a fashion similar to that of Flowsheet R-1. ##STR43##

The preparation of the 4-hydroxycyclopentenones of this invention (192-195), wherein Z is hereinabove defined is outlined in Flowsheet S-1 below. The reaction of the hydroxy acid (186) with at least two equivalents of dimethyl-t-butyl-silylchloride in the presence of imidazole in dimethylformamide at 30°-40° C. gives the bis-dimethyl-t-butylsilated compound (187). The carboxylate dimethyl-t-butylsilyl group can be selectively removed by treatment with acetic acid, tetrahydrofuran and water (4:2:1) to give the carboxylic acid (188). The acid chloride (189) is prepared by first treating the acid (188) with sodium hydride in tetrahydrofuran to give the sodium salt. The resulting suspension of the sodium salt is then treated wiht oxalyl chloride in the presence of a catalytic amount of dimethylformamide. Alternatively the acid chloride (189) can be prepared directly by the reaction of the acid (188) or the dimethyl-t-butylsilyl ester (187) with oxalyl chloride in tetrahydrofuran in the presence of a catalytic amount of dimethylformamide at 0° C.

The acid chloride (189) can be heated with at least two equivalents of 1,1-bis-trimethylsilyl-2-alkoxy (phenoxy) ethylene at 90°-120° C. in the absence of a solvent to give compound (190) which is readily hydrolyzed and decarboxylated to give the 4-hydroxycyclopentenone (191) containing the alkoxymethyl (phenoxymethyl) ketone feature.

The hydroxy ketone (191) is protected as are the silyl ether (192) or the ketals (194) and silyl ether ketal (195).

Alternatively, the hydroxyl moiety may be protected using 1 equivalent of 2-methoxypropene per equivalent of (191) in the presence of a catalyst such as chloroacetic acid to provide compounds such as (193). Other useful protecting groups are dihydro-2H-pyran, ethylvinylether and the like.

Other acid sensitive protecting groups for the hydroxyl group are the triloweralkylsilyls (from silylchlorides), triphenylmethane (from tritylchloride or bromide), mono-p-methoxytriphenylmethane (from mono-p-methoxytriphenylmethylchloride or bromide), methoxymethyl (from chloromethylmethylether) and the like.

The preparation of the alkylthiomethylketone containing cyclopentenones is likewise illustrated in Flowsheet S-2, wherein the reagent 1,1-bis-trimethylsilyloxy-2-alkylthioethylene is utilized. ##STR44##

Another preparation of the 4-hydroxycyclopentenones of this invention which contain a cis double bond in the potential α chain (211) is shown hereinbelow in Flowsheet T wherein g is as hereinabove defined. As illustrated in Flowsheet T, there are three methods available to prepare the important intermediate (205). The reaction of the ω-bromo carboxylic acid (202) with oxalyl chloride in an inert solvent such as benzene gives the acid chloride (203). The acid chloride (203) can be treated with an excess of 1,2-bis-trimethylsilyloxy-1-alkoxy (phenoxy)-ethylene in the presence of a catalytic amount of stannic chloride in the absence of solvent to give compound (204) which can readily be hydrolyzed and decarboxylated to the desired alkoxymethyl (phenoxymethyl) ketone (205) using dilute hydrochloric acid in tetrahydrofuran. Protection of the ketone function of (205) is accomplished using ethylene glycol in refluxing toluene using a catalytic amount of p-toluenesulfonic acid. Alternate procedures include the use of a solvent such as chlorobenzene (no catalysts) at reflux and heating with no solvent in the presence of no catalysts. The phosphonium salt (207) is obtained by refluxing a solution of (206) and triphenylphosphine in acetonitrile. Treatment of the phosphonium salt (207) with sodium methylsulfonylmethide in dimethylsulfoxide generates a phosphonium ylid which on reaction with aldehyde (208) gives (209). Refluxing a water-dioxane solution of (209) in the presence of a phosphate buffer (pH 5 to 6) gives the cyclopentenone (210).

Treatment of (210) with chloral and triethylamine in ether gives (211) which on hydrolysis in a mixture of tetrahydrofuran and dilute hydrochloric acid at 50°-70° C. then gives the desired 4-hydroxycyclopentenone (212) which can be protected as described hereinabove in Flowsheet S.

Treatment of (211) with trimethylsilylchloride and imidazole in DMF gives (213) which is also suitably protected for a cojugate addition reaction; similarly, use of (212) provides (214) which is also suitably protected for a conjugate addition. Other useful protecting groups such as 2-methoxypropene, tetrahydropyran, tetrahydrofuran, ethylamylether, triphenylchloromethane and the like may also be employed. ##STR45## The reagent 1,2-bis-trimethylsilyloxy-1-alkoxy (phenoxy)-ethylene (178) and its use for the conversion of acid chlorides to hydroxyketone (for example 203 to 205 and 189 to 191) are claimed in this invention. The reagent preparation is described hereinbelow in Flowsheet U.

For the preparation of reagents useful for the conversion of carboxylic acid chlorides to alkoxymethyl (phenyl) ketones, an alkoxyacetic acid or phenoxyacetic acid (215) is treated with 1,1,1,3,3,3-hexamethyldisilazane and chlorotrimethylsilane in pyridine to give the trimethylsilyl alkoxy-(phenoxy)-acetate (216). Addition of (216) to a tetrahydrofuran solution of one equivalent of lithium 1,1,1,3,3,3-hexamethyldisilazane amide at -78° C. generates a lithium enolate which is trapped with chlorotrimethylsilane to produce the desired reagent (178). ##STR46##

The preparation of reagents useful for the conversion of carboxylic acid chloride to alkylthiomethylketones is shown in Flowsheet U. Mercaptoacetic acid (217) is methylated with NaOH and an alkyl halide such As R₁₆ -I, wherein R₁₆ is as previously defined (preferably an alkyl iodide) to provide the alkylthioacetic acid (218). This acid (218) is trimethylsilylated using 1,1,1,3,3,3-hexamethyldisilazane and chlorotrimethylsilane to provide the TMS-ester (219) which upon lithiation with 1 eq. of 1,1,1,3,3,3-hexamethyldisilazane amide (-78° C.) followed by treatment with chlorotrimethylsilane provides the 1,1-bistrimethylsilyl-2-alkylthioethylene (182). ##STR47##

The trisubstituted ethylene is allowed to react with the cyclopentenone (189) to provide the alkylthiomethylketone cyclopentenone (197).

For the preparation of reagents useful for the conversion of carboxylic acid chlorides to α-alkoxy-β-ketoesters, an alkyl alkoxyacetate (220) in tetrahydrofuran is treated with one equivalent of lithium 1,1,1,3,3,3-hexamethyldisilazane amide at -78° C. to generate a lithium enolate which is trapped with chlorotrimethylsilane to produce (221).

The trisubstituted ethylene derivative (221) is allowed to react with the cyclopentenone (189) to provide the α-alkoxy-β-ketoester cyclopentenone (222) which is silylated to provide (223) which is suitably protected for a conjugate addition reaction. ##STR48##

Ketals of the cyclopentenones (191) and (199) may be prepared by exposure of the parent ketones to ethyleneglycol in the presence of amberlyst 15® resin, as shown in Flowsheet V.

In accordance with Flowsheet V, wherein G' is ##STR49## the cyclopentenones are converted to the corresponding ketals (224), wherein G" is ##STR50##

The preparation of the prostaglandin congeners of this invention are described hereinbelow in Flowsheet W wherein Z is as hereinabove defined; R"₃ is hydrogen, 2-methoxypropyl-2-oxy (--OC(CH₃)₂ OCH₃) or trimethylsilyloxy; R₃ is hydrogen or hydroxy; and G is the radical ##STR51## wherein R and R₁₆ are as hereinabove defined. R' is selected from the group consisting of: ##STR52## wherein R₅, R₆, R₇, R₈, R₉, R₁₀, R₁₁, R₁₃, G, p, q, t, s, m, n, y and X are as hereinabove defined.

In accordance with Flowsheet W, the vinyliodide (225) is treated with either one equivalent of n-butyllithium or 2 equivalents of t-butyllithium at low temperature, preferably -30° to -70° C. in an inert solvent, e.g. hexane, ether or toluene to provide the trans alkenyllithium reagent (227).

Alternatively, the vinyllithium reagent (227) can be prepared by treatment of a vinylstannyl derivative such as (226) with n-butyllithium at -10° to -78° C. in ether or THF.

For the preparation of the asymmetrical lithio cuprate (228) or the like, a solution of one molar equivalent of copper (I)-1-alkyne, preferably copper (I)-1-pentyne in anhydrous hexamethylphosphorous triamide preferably one to five molar equivalents, and anhydrous ether is added to one molar equivalent of the aforementioned vinyllithium solution cooled to about -78° C. After about one hour at this temperature, a molar equivalent of the requisite cyclopentenone (231) is added. After several hours at -78° C. to -20° C., the reaction mixture is quenched with aqueous ammonium chloride solution and the blocked product (232) is isolated in the usual manner.

It is also possible to effect conjugate 1,4-addition with the asymmetrical lithio cuprate (230) derived from vinyllithium (227) and cuprous thiophenoxide. A solution of vinyllithium (227) in ether at -78° C. is reacted with an equimolar amount of a reagent prepared by admixture, in ether at a temperature of 0° C. to -78° C., of equimolar amounts of cuprous thiophenoxide and copper (I) iodide tributylphosphonium complex. After about 30 minutes at this temperature, the lithio cuprate (230) is treated with the requisite cyclopentenone (231) as described hereinabove for the conjugate addition with 1-alkynyl lithio cuprate (228).

For the preparation of the symmetrical lithio cuprate (229) one molar equivalent of copper (I) iodide tributylphosphine complex, dissolved in anhydrous ether, is added at about -78° C. to two molar equivalents of the aforementioned vinyllithium (227) solution in hexanes, cooled to -78° C. After about one hour at this temperature, the lithio cuprate (229) is treated with the requisite cyclopentenone (231) as described hereinabove for the conjugate addition with the 1-alkynyl lithio cuprate (228).

The procedures for conjugate addition involving organocopper reagents are well known in the art; see for example, C. J. Sih, et al., J.A.C.S., 97, 865 (1975).

All available evidence leads us to believe that the --CH═CH--R'₂ function introduced by the cuprate process occupies a position trans to the 11-oxy function. Similarly, we are led to the conclusion that in the product (232), the two side-chains attached to C₈ and C₁₂ are trans to each other. However, we are not certain of this configurational relationship in the product as it is obtained directly from the cuprate process. These products may have the side-chains in a trans- and cis-relationship or they may be a mixture containing both the trans and cis-isomers. This is indicated in the nomenclature of the compounds involved by the designation ξ. In order to ensure a trans-relationship in (232), these products can be submitted to conditions known in the literature to equilibrate the cis-8-iso-PGE₁ to a mixture containing about 90% of the trans product. These conditions involve treatment with potassium acetate in aqueous methanol for 96 hours at room temperature.

When G is ##STR53## (232) can be partially deblocked to give (233) wherein V is --OR-- or --SR₁₆ --, by treatment of (232) with HOAC, tetrahydrofuran, water (4:2:1) (40° C., 3 to 6 hours).

Treatment of the protected prostaglandin (232) with mild acid (HOAC, THF, H₂ O, 4:2:1, 25° to 55° C.) provides (234). When G contains the ketal moieties, selective hydrolysis by the above conditions provide the ketal (233). Hydrolysis of the ketal function of (233) is accomplished using HOAC, THF, H₂ O (4:2:1, plus cat. HCl, 40° C.) to provide the derivative (235).

When the compounds of this invention are prepared from racemic starting compounds, two racemates are obtained. In appropriate instances, these racemates can be separated from each other by careful application of the usual chromatographic procedures. In the more difficult instances, it may be necessary to apply high pressure liquid chromatography including recycling techniques. [See G. Fallick, American Laboratory, 19-27 (August, 1973) as well as references cited therein. Additional information concerning high speed liquid chromatography and the instruments necessary for its application is available from Waters Associate, Inc., Maple Street, Milford, Mass.]

It is also possible to prepare the compounds of this invention in their optically active forms by the conversion of the optically active 4-hydroxycyclopent-2-en-1-one carboxylic acids (236) to the optically active protected hydroxy ketone analogs (273a, b and c) using the methods outlined hereinabove in Flowsheet X. ##STR54##

When one utilizes a racemic cyclopentenone (231) and a racemic vinyliodide (225) or racemic vinylstannane (226), the conjugate adducts isolated (233-235) consist of a mixture of 4-optical isomers. These four optical isomers are, in the case of the 15-deoxy-16-hydroxyprostaglandins, identified as nat. 16α, nat. 16β, ent. 16α and ent. 16β. Silica gel chromatography of the 4 isomers (233-235) will provide two fractions consisting of nat. 16α and ent. 16β and nat. 16β and ent. 16α.

If one utilizes a resolved cyclopentenone (231) that contains the 4(R) configuration, and a racemic vinyliodide (225) or racemic vinylstannane (226), the conjugate adducts isolated (233-235) consist of a mixture of two optical isomers. These two optical isomers are, in the case of the 15-deoxy-16-hydroxyprostaglandins, identified as nat. 16α and nat. 16β. Silica gel chromatography of the two isomers will provide separated nat. 16α and separated nat. 16β.

If one utilizes an optically active vinyliodide (225) or optically active vinylstannane (226) and a racemic cyclopentenone (231), then the conjugate adducts isolated (233-235) consist of two optical isomers. If the vinyliodide (225) or vinylstannane (226) would provide the nat. 16α as one of the products, the other product will be ent. 16α. Likewise, the products from a vinyliodide (225) or vinylstannane (226) of the opposite optical configuration will be nat. 16β and ent. 16β. Silica gel chromatography will separate nat. 16α from ent. 16β and likewise, nat. 16β is separable from ent. 16β.

If one utilizes a resolved cyclopentenone (231) that contains the 4(R) configuration and an optically active vinyliodide (225) or optically active vinylstannane (226), then the conjugate adducts (233-235) will consist of only one optical isomer, which will be either nat. 16α or nat. 16β, depending upon the configuration of the starting vinyliodide (225) or vinylstannane (226).

In accordance with the following reaction scheme, prostanoids are prepared as described by Stork in J.A.C.S., 97, 4745 (1975) and J.A.C.S. 97 6260 (1975) which are incorporated by reference. ##STR55##

Treatment of the protected 4-oxycyclopentenone (238) with a cuprate such as (228), (229), or (230) is hereinabove defined, followed by quenching with formaldehyde to provide the hydroxymethyl analog (239) which is dehydrated with reagents such as excess methansulfonyl chloride in pyridine followed by treatment of the crude mesylate with diisopropylethylamine in ether overnight. R₃ " and R' are as previously defined. Addition of the methylenecyclopentenone (240) to a solution of the Grignard MgBr(CH₂)_(f) G', wherein f is as previously defined and R₁ ' is a substituent selected from the group R₁ wherein the hydroxyl group of the substituent is protected by a suitable blocking group such as 2-methoxy-propyl-2-oxy, and a catalytic amount of Bu₃ P.CuI (Bu₃ is tertiary butyl) followed by mild hydrolysis of the adduct, provides the product prostanoid (241) wherein F, R₃ and R₂ are as previously defined and G' is: ##STR56## and G" is: ##STR57##

The bromide precursor to the Grignard described above is prepared in accordance with the procedure of Flowsheet T.

Conjugate addition of the vinyl cuprates to (237) followed by deblocking as described hereinabove in Flowsheet W then gives the compounds of this invention in their optically active forms. Although in some cases, two diastereoisomers will be formed, each optically active, they can be separated by chromatographic procedures as described hereinabove.

The preparation of optically active 4-hydroxycyclopent-2-en-1-ones such as (236) is described hereinbelow.

The 4-hydroxycyclopentenone racemates may be resolved into their component enantiomers (242) and (243) by derivatizing the ketone function with a reagent having an optically active center. The resulting diastereomeric mixture can then be separated by fractional crystallization, or by chromatography, or by high speed liquid chromatography involving, if necessary, recycling techniques. Among the useful optically active ketone derivatizing reagents are 1-α-aminoxy-γ-methylpentanoic acid hydrochloride (to give (244)), (R)-2-aminoxy-3,3-dimethylbutyric acid hydrochloride, and 4-α-methylbenzyl semicarbazide. After separation of the diastereomeric derivatives, reconstitution of the keto function provides the individual 4-hydroxycyclopentenone enantiomers (242) and (243). A useful procedure for the resolution of a 4-hydroxycyclopentenone racemate via an oxime such as (244) is described in the art [R. Pappo, P. Collins and C. Jung, Tetrahedron Letters, 943 (1973)] which is herein incorporated by reference. Additional resolutions are described by Bruhn, Tetrahedron Letters, 235 (1976) which is herein incorporated by reference. ##STR58##

An alternate procedure for the preparation of the 4(R)-hydroxycyclopentenone enantiomers such as (242) involves as a key step the selective microbiological or chemical reduction of trione (245) to the 4(R)-hydroxycyclpentanedione (246). A wide variety of microorganisms are capable of accomplishing this asymmetric reduction, one of the most useful being Dipodascus unincleatus. This step also can be achieved chemically by catalytic hydrogenation in the usual manner (for example, under about one atmosphere of hydrogen in methanol) using a soluble rhodium catalyst with chiral phosphine ligands, such as (1,5-cyclooctadiene)-bis-(o-anisylcyclohexylmethylphosphine) rhodium (I) tetrafluoroborate in the presence of one equivalent of organic base, such as triethylamine.

Conversion of hydroxycyclopentanedione (246) to an enol ether or enol ester (247), E=alkyl, preferably iso-propyl; aroyl such as benzoyl; or arylsulfonyl such as 2-mesitylenesulfonyl), is accomplished by treatment, for example, with isopropyl iodide and a base such as potassium carbonate in refluxing acetone for from 15 to 20 hours, or with a base such as triethylamine and 0.95 equivalents of benzoyl chloride or a slight excess of 2-mesitylenesulfonyl chloride, in a non-prototropic solvent at a temperature of about -10° to -15° C. Reduction of (247) with excess sodium bis(2-methoxyethoxy)aluminum hydride in a solvent such as tetrahydrofuran or toluene at low temperatures, such as -60° to -78° C., followed by mild acid hydrolysis (representative conditions: aqueous dilute hydrochloric acid, pH 2.5; or oxalic acid, sodium oxalate in chloroform) at ambient temperatures from 1 to 3 hours provides the 4(R)-hydroxycyclopentenone ester (248). The ester (248) can then be hydrolyzed to acid (242 ).

For a description of these procedures in the art see: C. J. Sih, et al., J.A.C.S., 95, 1676 (1973); J. B. Heather, et al., Tetrahedron Letters, 2213 (1973); R. Pappo and P. W. Collins, Tetrahedron Letters, 2627 (1972); and R. Pappo, P. Collins, and C. Jung, Ann. N.Y. Acad. Sci., 180, 64 (1971). The four above citations are incorporated by reference. ##STR59##

Procedures for the preparation of the requisite cyclopentanetriones (245) are well-established in the art and generally involve the treatment of an ω-1-oxo long chain ester (249) with methyl or ethyl oxalate and a base such as sodium methoxide in methanol, followed by treatment with dilute hydrochloric acid in aqueous methanol to effect the dealkoxalylation of the intermediate (250). See J. Kutsube and M. Matsui, Agr. Biol. Chem., 33, 1078 (1969); P. Collins, C. J. Jung and R. Pappo, Israel Journal of Chemistry, 6, 839 (1968); R. Pappo, P. Collins and C. Jung, Ann. N.Y. Acad. Sci., 180, 64 (1971); C. J. Sih, et al., J.A.C.S., 95, 1676 (1973) (see reference 7); and J. B. Heather, et al., Tetrahedron Letters, 2313 (1973) for pertinent background literature. The five above citations are incorporated by reference. ##STR60##

The intermediate keto esters (249) may be prepared by a variety of methods known to the art. One useful procedure is outlined below and involves alkylation of ethyl acetoacetate sodium salt (251) in the usual manner with the appropriate side-chain precursor (252), X=C, Br, I, preferably Br or I, followed by decarbethoxylation and reesterification, all in the usual manner. ##STR61##

The side-chain precursors (252) are commercially available where Z is --(CH₂)_(p) --, and can be prepared as described in Belgian Pat. No. 786,215 (granted and opened to inspection Jan. 15, 1973).

Those precursors wherein Z is --(CH₂)_(t) --O--CH₂ -- can be prepared by the transformation shown directly below starting with the mono-tetrahydropyranyl derivative (255). Thus, (255) is converted to the lithium alcoholate by treatment with butyl lithium, the alcoholate is then O-alkylated with ethyl bromoacetate to provide (256), which on de-O-tetrahydropyranylation, mesylation and reaction with lithium bromide gives the required (257). (These and all the above-described transformations can be effected in the usual manner well-established in the art; pertinent examples for most of the reactions can be formed in the above-cited Belgian Pat. No. 786,215, herein incorporated by reference.) ##STR62##

It is also possible to resolve the 4-hydroxycyclopentenone racemate (258) by microbiological means. Thus, treatment of the 4-O-alkanoyl or aroyl derivatives (259), R₁₈ aryl or alkyl, of racemate (258) (preferably the 4-O-acetyl and 4-O-propionyl derivatives) with an appropriate microorganism, preferably a Saccharomyces species, e.g., 375-143, affords preferential de-O-acylation of the 4(R)-enantiomer to give (260), which is then separated from the unreacted 4(S)-O-acyl enantiomer (261) by chromatographic procedures. After separation, mild hydrolysis of the 4(S) derivative (261) provides the 4(S)-hydroxycyclopentenone (262). [See N. J. Marsheck and M. Miyano, Biochima et Biphysica Acta, 316, 363 (1973) for related examples.] ##STR63##

It is also possible to prepare the individual 4-hydroxycyclopentenones (260) and (262) directly by selective microbial hydroxylations of the corresponding 4-unsubstituted cyclopentenone (263). For example, with Aspergillus niger ATCC 9142; a selective 4(R)-hydroxylation of (263), Z=(CH₂)₆, has been reported; see S. Kurozumi, T. Tora and S. Ishimoto, Tetrahedron Letters, 4959 (1973), herein incorporated by reference. Other microorganisms can also accomplish this hydroxylation. ##STR64##

The 9α-hydroxy (PGFα) compounds of the invention (265-266) are prepared by a conjugate addition reaction using the ketal cyclopentenones as described below in Flowsheet Y. With reference to the structures of Flowsheet Y, V is --CH₂ SR₁₆ or --CH₂ OR; R₃ is a hydrogen or hydroxyl group and R' and R₃ " are as previously defined. The initial conjugate addition product (232) is selectively deblocked to provide the ketal prostaglandin (264) which is dissolved in tetrahydrofuran and treated with an excess of lithium perhydro-9b-boraphenalylhydride or lithium selectride at -78° C. to provide the ketal PGFα analog (266). Hydrolysis of (266) (HOAC, THF, H₂ O, 4:2:1 (cat. HCl), 40° C.) provide (265). ##STR65##

The 9β-hydroxy (PGFβ) compounds of this invention (267, 268) are prepared by performing a conjugate addition as described hereinabove. The partial hydrolyzed conjugate addition product (264) wherein Z, R₂ and V are as previously defined is dissolved in ethanol and an excess of sodium borohydride is added. The mixture is stirred for 8 hours, poured into water and the reduced products (266) and (267) are obtained. These can be deblocked with acetic acid-tetrahydrofuran-water 4:2:1 containing catalytic HCl at 40° C. to give the 9α-hydroxy (265) and 9β-hydroxy (268) compounds of this inventions which can be separated by silica gel chromatography. See Flowsheet Y hereinabove, wherein Z, R', R₂, R₃ and V are as defined hereinabove. ##STR66##

The PGA compounds of this invention (270) are prepared from the corresponding 11α-hydroxy analogs (269) by treatment of (269) with dilute hydrochloric acid in tetrahydrofuran for 2 to 4 days at room temperature as shown hereinabove in Flowsheet AA, wherein C₁₄ C₁₄, R₂ and G are as hereinabove defined.

In accordance with the process of Bundy et al., J.A.C.S. 94, 2123 (1972) or E. J. Corey J.O.C. 38, 3187 (1973) which are incorporated by reference, the PGA₁, PGA_(o) or PGA₂ series compounds of this invention may be converted to the corresponding PGE_(o), PGE₁ or PGE₂ compound.

This conversion is accomplished by treating either the protected or unprotected PGA compounds (270) with alkaline hydrogen peroxide to provide a mixture of isomeric 10,11-epoxides which, without separation is reduced with chromous acetate in acidic acid or by aluminum amalgum to provide after hydrolysis (if necessary) and silica gel chromatography, the 11α-hydroxy-PGE compounds and a lesser amount of the corresponding 11β-epimer.

The novel compounds of the present invention have potential utility as hypotensive agents, anti-ulcer agents, agents for the treatment of gastric hypersecretion and gastric erosion, agents to provide protection against the ulcerogenic and other gastric difficulties associated with the use of various nonsteroidal anti-inflammatory agents (e.g., indomethacin, aspirin, and phenylbutazone), bronchodilators, anti-inflammatory agents, abortifacients, agents for the induction of labor, agents for the induction of menses, fertility-controlling agents, oestrus regulators for use in animal husbandry with cattle and other domestic animals and central nervous system regulatory agents. Certain of the novel compounds of this invention possess utility as intermediates for the preparation of the other novel compounds of this invention.

The novel compounds of this invention possess the pharmacological activity described below as associated with the appropriate above-described prostaglandin types.

The known PGE, PGF.sub.α, PGF.sub.β, PGA and PGD compounds are all potent in causing multiple biological responses even at low doses. For example, PGE₁ , PGE₂, PGA₁ and PGA₂ are extremely potent in causing vasodepression and smooth muscle stimulation, and also are potent as antilipolytic agents. For example, the 11-deoxy-PGE compounds of this invention are selective in that they are at most relatively weak stimulants of smooth muscle. A further advantage of these novel compounds should be in their increased stabilities and lengthened self-lives.

Therefore, each of these novel prostaglandin analogs of this invention should be more useful than one of the corresponding above-mentioned known prostaglandins for at least one of the pharmacological purposes indicated below for the latter, either because it has a different and narrower spectrum of biological activity than the known prostaglandins, and therefore is more specific in its activity and causes smaller and fewer undesired side effects than the known prostaglandins, or because of its prolonged activity, fewer and smaller doses of the novel prostaglandin analog can frequently be used to attain the desired result.

Another advantage of the novel compounds of this invention, compared with the known prostaglandins, is that these novel compounds are administered effectively orally, sublingually, intravaginally, buccally, or rectally, in addition to the usual intravenous, instramuscular, or subcutaneous injection or infusion methods indicated above for the uses of the known prostaglandins. These qualities are advantageous because they facilitate maintaining uniform levels of these compounds in the body with fewer, shorter, or smaller doses, and make possible self-administration by the patient.

PGE₁, PGE₂, PGE₃, dihydro-PGE₁, PGF.sub.α, PGF.sub.β and PGA compounds, their esters and pharmacologically acceptable salts, are extremely potent in causing various biological responses. For that reason, these compounds are useful for pharmacological purposes. See, for example, Bergstrome, et al., Pharmacol. Rev., 20, 1 (1968), and references cited herein. A few of those biological responses are systemic arterial blood pressure lowering in the case of the PGA and PGE compounds as measured, for example, in anesthetized (sodium phenobarbital) pentolinium-treated rats with indwelling aortic and right heart cannulas; pressor activity, similarly measured, for the PGF compounds; stimulation of smooth muscle as shown, for example, by tests on strips of guinea pig ileum, rabbit duodenum, or gerbil colon; potentiation of other smooth muscle stimulants; antilipoklytic activity as shown by antagonism of epinephrine-induced mobilization of free fatty acids or inhibition of the spontaneous release of glycerol from isolated rat fat pads; inhibition of gastric secretion in the case of PGE compounds, as shown in dogs with secretion stimulated by food or histamine infusion; activity on the central nervous system; decrease of blood platelet adhesiveness in the case of PGE, as shown by platelet-to-glass adhesiveness, and inhibition of blood platelet aggregation and thrombus formation induced by various physical stimuli, e.g., arterial injury, and various biochemical stimuli, e.g., ADP, ATP, serotonin, thrombin, and collagen, and in the case of the PGE and PGA compounds, stimulation of epidermal proliferation and keratinization, as shown when they are applied in culture to embryonic chick and rat skin segments.

Because of these biological responses, these known prostaglandins are useful to study, prevent, control, or alleviate a wide variety of disease and undesirable physiological conditions in birds and mammals including humans, useful domestic animals, pets, and zoological specimens, and in laboratory animals, e.g., mice, rats, rabbits, and monkeys.

For example, these compounds are useful in mammals, including man, as nasal decongestants. For this purpose, the compounds are used in a dose range of about 0.01 mg. to about 10 mg per ml of a pharmacologically suitable liquid vehicle or as an aerosol spray, both for topical application.

PGA, PGF.sub.β and PGE compounds are useful as hypotensive agents to reduce blood pressure in mammals including man. For this purpose, the PGF.sub.β compounds are administered by intravenous infusion at the rate of about 0.01 mg to about 40 mg per Kg of body weight per minute, or in a single dosage or multiple doses of about 25 mg to 2500 mg per Kg of body weight total per day. The PGE and PGA compounds are administered by intravenous infusion at the rate of about 0.01 to about 50 mg per Kg of body weight per minute, or in a single dose or multiple doses of about 25 to 2500 mg per Kg of body weight total per day.

The PGE, PGF.sub.α and PGF.sub.β compounds are useful in place of oxytocin to induce labor in pregnant female animals, including humans, cows, sheep and pigs, at or near term or in pregnant animals with intrauterine death of the fetus from about 20 weeks to term. For this purpose, the PGF compound is infused intravenously at a dose of 0.01 mg to 50 mg per Kg of body weight per minute until or near the termination of the second stage of labor, i.e., expulsion of the fetus. Similarly, the PGE compound is infused intravenously at a dose of 0.01 to 50 mg per Kg of body weight per minute until or near the expulsion of the fetus. These compounds are especially useful when the female is one or more weeks postmature and natural labor has not started, or 12 to 60 hours after the membranes have ruptured and natural labor has not yet started.

The PGE, PGF.sub.α and PGF.sub.β compounds are useful for controlling the reproductive cycle in ovulating female mammals, including humans and other animals. For that purpose, PGF₂α, for example, is administered systemically at a dose level in the range of 0.01 mg to about 20 mg per Kg of body weight, advantageously during a span of time starting approxiately at the time of ovulation and ending approximately at the time of menses or just prior to menses. Likewise, a PGE compound is administered in the same fashion at a dose level of 0.01 mg to about 50 mg per Kg of body weight. Additionally, expulsion of an embryo or fetus is accomplished by similar administration of the compound during the first third or the second third of the normal mammalian gestation period. Accordingly, such compounds are useful as abortifacients. They are also useful for induction of menses during approximately the first two weeks of a missed menstrual period and thus, are useful as contraceptive anti-fertility agents.

11α-hydroxy-PGE compounds are extremely potent in causing stimulation of smooth muscle, and are also highly active in potentiating other known smooth muscle stimulators, for example, oxytocic agents, e.g., oxytocin, and the various ergot alkaloids including derivatives and analogs thereof. Therefore PGE₂, for example, is useful in place of or in combination with less than usual amounts of these known smooth muscle stimulators for example, to relieve the symptoms of paralytic ileus, to control or prevent uterine bleeding after abortion or delivery, to aid in expulsion of the placenta, and during the puerperium. For the latter purpose, the PGE compound is administered by intravenous infusion immediately after abortion or delivery at a dose in the range about 0.01 to about 50 mg per Kg of body weight per minute until the desired effect is obtained. Subsequent doses are given by intravenous, subcutaneous, or intramuscular injection or infusion during puerperium in the range of 0.01 to 2 mg per Kg of body weight per day, the exact dose depending on the age, weight, and condition of the patient or animal.

The novel PGA, PGE and PGF.sub.β of this invention are also useful as bronchodilators for the treatment of asthma and chronic bronchitis. As such they may be conveniently administered by inhalation of aerosol sprays prepared in a dose range of about 10μ g to about 10 mg/ml of a pharmacologically suitable liquid vehicle. Relative to the natural prostaglandins, the PGA and PGE compounds in particular have the significant advantage of inducing prolonged effects.

The PGE and PGA compounds are also useful in mammals, including man and certain useful animals, e.g., dogs and pigs, to reduce and control excessive gastric secretion, thereby reducing or avoiding gastric erosion or gastrointestinal ulcer formation, and accelerating the healing of such ulcers already present in the gastrointestinal tract. For this purpose, the compounds are injected or infused intravenously, subcutaneously, or intramuscularly in an infusion dose range of about 0.1 mg to about 500 mg per Kg of body weight per minute, or in a total daily dose by injection or infusion in the range of about 0.1 to about 20 mg per Kg of body weight per day, the exact dose depending on the age, weight, and condition of the patient or animal, and on the frequency and route of administration. These compounds may also be useful in conjunction with various non-steroidal anti-inflammatory agents, such as aspirin, phenylbutazone, indomethacin and the like, to minimize the well-known ulcerogenic effects of the latter.

The PGE and PGA compounds also stimulate epidermal proliferation and keratinization, and in such a capacity are useful to promote and accelerate healing of skin which has been damaged, for example, by burns, wounds, abrasions or surgery. The Vassopressor action of the PGA compounds makes them particularly useful in speeding the adherence and growth of skin autografts, especially small, deep (Davies) grafts which are intended to cover skinless areas by subsequent outward growth rather than initially, and in retarding rejection of homografts.

For these purposes, these compounds are preferably administered topically at or near the site where cell growth and keratin formation is desired, advantageously as an aerosol liquid or micronized powder spray, as an isotonic aqueous solution in the case of wet dressings, or as a lotion cream, or ointment in combination with the usual pharamaceutically acceptable dilutents. In some instances, when there is substantial fluid loss as in the case of extensive burns or skin loss due to other causes, systemic administratin of PGE is advantageous, for example, by intravenous injection or infusion, separate or in combination with the usual infusions of blood, plasma, or substitutes thereof. Alternative routes of administration are subcutaneous or intramuscular near the site, oral, sublingual, buccal, rectal, or vaginal. The exact dose depends on such factors as the route of administration, and the age, weight, and condition of the subject. Illustrative of a wet dressing for topical application to second and/or third degree burns of skin area 5 to 25 square centimeters is the use of an isotonic aqueous solution containing one to 500 mg/ml of the PGA compound or several times that concentration of the PGE compound. Especially for topical use, these prostaglandins are useful in combination with antibiotics such as gentamycin, neomycin, polymyxin B, bacitracin, spectinomycin, and oxytetracycline; with other antibacterials such as mafenide hydrochloride, sulfadiazine, furazolium chloride, and nitrofurazone; and with corticoid steroids, such as hydrocortisone, prednisolone, methylprednisolone, and fluoroprednisolone; each of those being used in the combination at the usual concentration suitable for its use alone.

The PGA compounds and derivatives and salts thereof increase the flow of blood in the mammalian kidney, thereby increasing the volume and electrolyte content of the urine. For that reason, PGA compounds are useful in managing cases of renal disfunction, especially in cases of severely impaired renal blood flow, for example, the hepatorena syndrome and early kidney transplant rejection. In case of excessive or inappropriate antidiuretic hormone ADH vasopressin secretion, the diuretic effect of these compounds is even greater. In anephretic states, the vasopressin action of these compounds is especially useful.

The PGE compounds of this invention are also useful as topical vasodilators.

The PGE₁ compounds of this invention are useful whenever it is desired to inhibit platelet aggregation, to reduce the adhesive character of platelets, and to remove or prevent the formation of thrombi in mammals including man, rabbits, and rats. For example, these compounds are useful to treat and prevent myocardial infarcts and post-operative thrombosis. For these purposes, these compounds are administered systemically, e.g., intravenously, subcutaneously, intramuscularly, and in the form of sterile implants for prolonged action. For rapid response, especially in emergency situations, the intravenous route of administration is preferred. Doses in the range of about 0.005 to about 20 mg per Kg of body weight per day are used, the exact dose depending on the age, weight, and condition of the patient or animal, and on the frequency and route of administration.

It is well known that platelet aggregation inhibitors may be useful as anti-thrombotic drugs. Inhibition of platelet aggregation can be conveniently measured in vitro by monitoring changes in optical density and/or light transmission in platelet rich plasma upon addition of suitable aggregating agents such as adenosine diphosphate, epinephrine, thrombin or collagen. Alternatively, platelet aggregation can be measured in vitro using platelet rich plasma obtained at various time intervals from animals given inhibitors by an oral or parenteral route.

The PGE compounds of the present invention exhibit the ability to inhibit platelet aggregation in vitro when tested by the following procedure.

Human protein rich plasma is incubated with modified Tyrode's solution in a proportion of 40-50% human protein rich plasma. The test compounds are added at varying concentrations and after 5 minutes incubation, an aggregating agent such as adenosine diphosphate or collagen is added. The change in optical density (light transmission) is monitored by eye and inhibition is recorded as a (-) or lack of inhibition is recorded as a (+). Test compounds are considered active if they inhibit adenosine diphosphate or collagen induced aggregation at a concentration of 0.025 mg/ml or less within 5-10 minutes.

The PGE compounds of this invention also have bronchodilator activity as determined in a test using dogs anesthetized, artificially ventilated and submitted to a continuous respiratory spasm induced by pilocarpine.

Mongrel dogs of either sex weighing between 5 and 10 kg are used. They are premedicated with morphine HCl by subcutaneous injection at 1.5 mg/Kg. An intravenous perfusion of 5% (W/V) chloralose is started 1/2 hour after the morphine injection in such a way that 60 mg/Kg are administered within 15 minutes. After completion, a continuous perfusion of 10 mg/Kg/hour is maintained throughout the experiment. The dogs are artificially ventilated by means of a Starling pump at a rate of 20 breaths/minute. The volume is adjusted according to the weight of the animal. [Kleinman and Radford, J. Appl. Physiol., 19, 360 (1964)]. All the measurements are made with the dogs positioned supine in a heated, V-shaped table. Curarization is obtained by succinylcholine chloride using a starting injection of 3 mg/Kg lasting 3 minutes, followed by a continuous perfusion of 0.1 mg/Kg/minute.

The respiratory spasm is induced by a starting injection of 400 μg/Kg of pilocarpine HCl lasting 5 minutes. An increase or decrease in the dose of pilocarpine HCl may occur as a function of the observed effect on the airway's resistance. A 15 minute delay is observed before the start of a continuous perfusion of pilocarpine HCl at a dose of 4 μg/Kg/minute to maintain a constant spasm during the test.

A metallic cannula is inserted and fixed, after tracheotomy, into the upper part of the trachea. The two cephalic veins and the two femoral veins are catheterized to inject the various agents. The femoral artery is catheterized to measure the systemic blood pressure. An esophageal balloon (11 cm×2.5 cm) is inserted into the lower third of the oesophagus to measure the endothoracic pressure. The measurement of air flow is made with a Fleish pneumotachograph connected to the tracheal tube.

The transpulmonary pressure is measured as follows: The tracheal cannula is equipped with a stainless steel axial tube (1.5 mm) which is closed at its distal end and projected 2.5 cm beyond the end of the cannula. Three holes with a diameter of one mm are pierced on this latter segment. This tube, which is used to measure the tracheal pressure, is connected to one of the two chambers of a Sanborn 267 B/C differential transducer. The other chamber is connected to the esophageal balloon by means of a polyethylene catheter of the same length and characteristics as the balloon's.

The airflow is measured from the Fleish pneumotachograph by means of a Sanborn 270 differential transducer.

The tidal volume is obtained by electronic integration of the flow signal using an R.C. integrator.

The systemic and pulmonary blood pressures are gauged by means of a Sanborn 267 B/C or 1280B pressure transducer.

An electrocardiogram is taken in lead 2. Its use is to monitor a cardiac rate-meter.

All these parameters are recorded on a Sanborn polygraph. The transpulmonary pressure and the tidal volume are also displayed as rectangular coordinates on an oscilloscope.

The airway's resistance, expressed in cm of water/liter/second, is measured by subtracting from the electrical equivalent of the transpulmonary pressure, a voltage proportional to the flow so as to synchronize the pressure and volume signals on the oscilloscope (Mead and Whittenberger, J. Appl. Physiol., 5,779 (1953)].

The value of the pulmonary elastance, expressed in cm of water/liter, is obtained by means of the same principle, i.e., an electrical signal proportioned to the volume is subtracted from the transpulmonary pressure signal, in order to optimize the pressure-flow loop on the oscilloscope.

The details of this method are described by Lulling, et al. [Med. Pharmacol. Exp., 16, 481 (1967)].

The computing operations are carried out with an analogical computer which allows the direct reading, cycle to cycle, of the values of resistance and elastance.

The test compounds are administered by an Aerosol® route. The micronebulizer of a Bird Mark 7 respirator is fitted on the metallic cannula just after the pneumotachograph. The "puff" of the test compound, in Aerosol® is driven by a 2 Kg/cm₂ pressure, allowed into the micronebulizer just during one inspiration cycle. The micronebulizer is fitted on the respiratory tube only during the "puff." It is weighed just before and just after administration to determine the amount of test compound administered. Approximately 50 mg of the solution is administered to each dog. In accordance with the Pilocarpine Assay described herein, the compounds of this invention should exhibit bronchodilator activity.

The bronchodilator activity for representative compounds of this invention was determined in Guinea-Pigs against bronchospasms elicited by intravenous injections of serotonin, histamine, and acetylcholine, by the Konzett procedure the details of which are those discussed by J. Lulling, P. Lievens, F. El Sayed and J. Prignot, Arzeimittel-Forschung 18, 995 (1968).

In the table which follows, bronchodilator activity for representative compounds of the invention against spasmogenic agents serotonin, histamine, and acetylcholine is expressed as an ED₅₀ determined from the results obtained with three logarithmic cumulative intravenous doses.

    __________________________________________________________________________     KONZETT DATA                                                                                      ED.sub.50 Mg/kg                                                                .THorizBrace.                                               COMPOUND           POTENCY                                                                              SEROTONIN                                                                              HISTAMINE                                                                              ACETYLCHOLINE                         __________________________________________________________________________     dl -                                                                              1,9-dioxo-11α,16-dihydroxy-1-                                                            4     8 × 10.sup.-3                                                                    4.7 × 10.sup.-3                                                                  7.7 × 10.sup.-3                    methoxymethyl-16α/β-methyl-5-                                       cis,13-trans-prostadiene                                                    dl -                                                                              1,9-dioxo-11α,16-dihydroxy-1-                                                            4     3.1 × 10.sup.-3                                                                  1.2 × 10.sup.-3                                                                  4.1 × 10.sup.-3                    methoxymethyl-16α/β-methyl-                                         13-trans-prostene                                                           dl -                                                                              1,9-dioxo-11α,16-dihydroxy-1-                                                            5     1.5 × 10.sup.-3                                                                  299 × 10.sup.-6                                                                  384 × 10.sup.-6                    methoxymethyl-16α/β-vinyl-13-                                       trans-prostene                                                              dl -                                                                              1,9-dioxo-11α,16-dihydroxy-1-                                                            4     3.2 × 10.sup.-3                                                                  3.8 × 10.sup.-3                                                                  16 × 10.sup.-3                     methoxymethyl-16α/β-ethynyl-                                        13-trans-prostene                                                           dl -                                                                              1,9-dioxo-11α,15-dihydroxy-1-                                                            4     0.3 × 10.sup.-3                                                                  250 × 10.sup.-6                                                                  33 × 10.sup.-3                     methoxymethyl-15α/β-vinyl-13-                                       trans-prostene                                                              dl -                                                                              1,9-dioxo-11α,16-dihydroxy-1-                                                            2     838 × 10.sup.-3                                                                  683 × 10.sup.-3                                                                  629 × 10.sup.-3                    phenoxymethyl-16α /β-methyl-                                        13-trans-prostene                                                           dl -                                                                              1,9-dioxo-11α,15α-dihydroxy-1-                                                     3     6.7 × 10.sup.-3                                                                  18.7 × 10.sup.-3                                                                 12.9 × 10.sup.-3                   (methyl methoxyacetyl)-13-trans-                                               prostene                                                                    dl -                                                                              1,9-dioxo-11α,16-dihydroxy-1-                                                            3     44 × 10.sup.-3                                                                   35 × 10.sup.-3                                                                   51 × 10.sup.-3                     (methylthiomethyl)-16α/β                                            vinyl-13-trans-prostene                                                     dl -                                                                              1,9-dioxo-11α,16-dihydroxy-1-                                                            4     4.0 × 10.sup.-3                                                                  2.9 × 10.sup.-3                                                                  5.0 × 10.sup.-3                    (methyl methoxyacetyl)-16α/β                                        vinyl-13-trans-prostene                                                     __________________________________________________________________________

DETAILED DESCRIPTION OF THE INVENTION EXAMPLE 1 Preparation of ethyl 2,2-trimethylenehexanoate

To a stirred solution of 27.6 g of freshly distilled N-isopropylcyclohexylamine in 200 ml of dry tetrahydrofuran cooled to -78° C. is added at a fast rate 96 ml of 2.04 M n-butyllithium in hexane. To the resulting solution is added dropwise 25 g of ethyl cyclobutanecarboxylate. After 30 minutes the resulting solution is allowed to warm to ambient temperature, is transferred to a dropping funnel under nitrogen and is added dropwise over a period of 11/4 hours to a solution of 54 g of n-butyl iodide in 100 ml of dry dimethylsulfoxide maintaining the temperature at 16°-20° C. Stirring is continued for an additional 10 minutes. The separated salts are removed by filtration, the mother liquor is taken to a small volume and the resulting oil is diluted with hexanes. This solution is washed with 2% hydrochloric acid, saturated sodium chloride solution, and dried with anhydrous magnesium sulfate. The solvent is removed and the residual oil is distilled to give 14.6 g (41 %) of product, bp 84°-87° C. (10 mm).

EXAMPLE 2 Preparation of ethyl 2,2-tetramethylenehexanoate

In the manner described in Example 1, treatment of the lithium salt of ethyl cyclopentanecarboxylate with n-butyl iodide furnishes the subject product.

EXAMPLE 3 Preparation of 2,2-trimethylenehexan-1-ol

To a stirred solution of 20 g of ethyl 2,2-trimethylenehexaonate (Example 1) in 100 ml of dry toluene, in an argon atmosphere and cooled in an ice bath, is added dropwise 250 ml (2 molar equivalents) of 0.89 M diisobutlaluminum hydride in toluene. The resulting solution is stirred at ambient temperature for 2 hours and then poured into excess iced 5% hydrochloric acid. The organic phase is separated and washed with 5% hydrochloric acid, saturated sodium chloride solution, dried with anhydrous magnesium sulfate and taken to dryness to give 14.8 g (96%) of oil; bp 92°-93° C. (10 mm).

EXAMPLE 4 Preparation of 2,2-tetramethylenehexan-1-ol

In the manner described in Example 3, treatment of ethyl 2,2-tetramethylenehexanoate (Example 2) with 0.89 molar diisobutylaliminum hydride furnishes the subject product.

EXAMPLE 5 Preparation of 2,2-trimethylenehexaldehyde

Chromium trioxide (61.5 g), dried in a vacuum desiccator over phosphorous pentoxide, is added to an ice cold solution of 97 g of dry pyridine in one liter of dry methylene chloride. The deep red suspension is stirred for 15 minutes at 0° C. and then for 45 minutes at ambient temperature. A solution of 14.5 g of 2,2-trimethylenehexanol-1 (Example 3) in 55 ml of methylene chloride is added all at once to the suspension. A black tarry deposit is formed immediately. After stirring at ambient temperature for 15 minutes the solution is decanted from the tarry deposit which is then triturated four times with small portions of methylene chloride. The combined extracts are washed twice with ice cold 5% sodium hydroxide, ice cold 5% hydrochloric acid and finally with saturated sodium chloride solution, dried with magnesium sulfate and taken to dryness. Distillation gives 12.9 g of product; bp 69° C. (11 mm).

EXAMPLE 6 Preparation of 2,2-tetramethylenehexaldehyde

Oxidation of 2,2-tetramethylenehexan-1ol (Example 4) with chromium trioxide-pyridine complex in the manner described in Example 5 furnishes the subject product.

EXAMPLE 7 Preparation of 4,4-trimethylene-1-octyn-3-ol

To a solution of lithium acetylide-ethylenediamine complex (9.4 g) in 90 ml of dry dimethylsulfoxide, cooled in an ice bath, is added 12.94 g of 2,2-trimethylenehexaldehyde (Example 5) in 10 ml of dimethylsulfoxide dropwise, at such at rate that the temperature is maintained at 20°-25° C. The solution is stirred at ambient temperature for 12 hours and then poured into a mixture of ice cold 2% hydrochloric acid and ether. The ether layer is separated and the aqueous phase is extracted with ether. The combined ether extracts are washed with saturated sodium chloride solution, dried with anhydrous magnesium sulfate and taken to dryness. Distillation provides 13.53 g of product; bp 108°-109° C. (13 mm).

EXAMPLE 8 Preparation of 4,4-tetramethylene-1-octyn-3-ol

Treatment of 2,2-tetramethylenehexaldehyde (Example 6) with lithium acetylide-ethylenediamine complex in dimethylsulfoxide in the manner described in Example 4 is productive of the subject compound.

EXAMPLE 9 Preparation of 4,4-trimethylene-3-trimethylsilyloxy-1-octyne

To a stirred solution of 5.3 g of 4,4-trimethylene-1-octyn-3-ol (Example 7) and 5.42 g of imidazole in 32 ml of dry dimethylformamide, cooled in an ice bath under argon atmosphere is added 4.35 g of chlorotrimethylsilane. After stirring at 0° C. for 15 minutes, the solution is stirred at ambient temperature for 18 hours and then poured into 200 ml of hexanes. The solution is washed twice with ice cold water, saturated sodium chloride solution, dried with anhydrous magnesium sulfate and taken to dryness. Distillation furnishes 6.02 g (80%) of colorless oil; bp 110°-112 C. (14 mm).

EXAMPLE 10 Preparation of 4,4-tetramethylene-3-trimethylsilyloxy-1-octyne

Treatment of 4,4-tetramethylene-1-octyn-3-ol (Example 8) with chlorotrimethylsilane in dimethylformamide containing imidazole as described in Example 5 furnishes the subject product.

EXAMPLE 11 Preparation of 1-iodo-4,4-trimethylene-3-trimethylsilyloxy-1-octyne

To a solution of 25 g of 4,4-trimethylene-3-trimethylsilyloxy-1-octyne (Example 9), stirred under argon atmosphere at -78° C., is added dropwise 93 ml of 2.3 M n-butyllithium in hexane at a rate to maintain the temperature below -40° C. After stirring for 40 minutes, a solution of iodine is allowed to warm to ambient temperature and 10% aqueous sodium thiosulfate solution is added until the purple color is removed. The organic phase is washed with dilute aqueous sodium thiosulfate solution, saturated sodium chloride solution, dried with anhydrous sodium sulfate and taken to dryness to afford the subject product as an oil.

EXAMPLE 12 Preparation of 1-iodo-4,4-trimethylene-3-trimethylsilyloxy-1-cis-octene

To a solution of 30 g of 1-iodo-4,4-trimethylene-3-trimethylsilyloxy-1-octyne (Example 10) in 100 ml of methanol, under argon atmosphere is added 54 g of potassium azodicarboxylate [J. Thiele, Annalen der Chemie, 271, 127 (1892)] to this solution is added dropwise 45 ml of acetic acid over a period of about 2 hours. The solids are removed by filtration and the mother liquor is reduced to a small volume; diluted with water and extracted with ether. The ether is evaporated and the residual oil is stirred with 250 ml of 1 M sodium bicarbonate solution. The solution is extracted several times with ether and the combined extracts are washed with saturated sodium chloride solution, dried with anhydrous sodium sulfate and taken to dryness to furnish the subject product as an oil.

EXAMPLE 13 Preparation of 1-iodo-4,4-trimethylene-3-trimethylsilyloxy-1-trans-octene

To a mixture of 4.76 g of sodiumborohydride and 23.6 g of 2-methyl-2-butene in 220 ml of dry tetrahydrofuran at -5° C. is added dropwise 23.8 g of freshly distilled borontrifluoride etherate. The resulting mixture is stirred at -5° C. to -0° C. for 2 hours and to it is added dropwise a solution of 20 g of 4,4-trimethylene-3-trimethylsilyloxy-1-octyne (Example 12) in 20 ml of dry tetrahydrofuran. The resulting mixture is stirred at ambient temperature for 21/2 hours. The mixture is then cooled to -5° C. and there is added 44 g of trimethylene oxide portionwise over a period of 20 minutes, maintaining the temperature at 15°-20° C. The mixture is stirred at ambient temperature for 2 hours and then poured simultaneously, with a solution of 119 g of iodine in 290 ml of tetrahydrofuran, into 1490 ml of 15% aqueous sodium hydroxide solution. After stirring for 30 minutes the organic phase is separated and the aqueous phase is extracted with ether. The combined organic phase is washed with 5% aqueous sodium thiosulfate solution, saturated sodium chloride solution, dried with anhydrous magnesium sulfate and taken to dryness to give 27 g of oily material. Chromatography on 135 g of florisil and eluting with 500 ml of hexanes furnishes 24 g of oily product which is shown to be contaminated with starting material and iodoform by infrared and thin layer chromatography. The material is purified by removing the trimethylsilyl group in the following manner. The crude product is dissolved in 350 ml of acetic acid-tetrahydrofuran-water (4:2:1) by stirring at ambient temperature for 5 minutes. The solvent is removed under reduced pressure and the residual oil containing mainly 1-iodo-3-hydroxy-4,4-trimethylene-1-trans-octene is applied to a 2" (flat) dry column containing 1200 g of Woelm silica gel. The column is developed with benzene, cut into one-inch segments and each segment is eluted with chloroform. Combination of the appropriate fractions affords 300 mg of iodomethane, 2.8 g of 4,4-trimethylene-1-octyne-3-ol, and 11.6 g of 1-iodo-3-hydroxy-4,4-trimethylene-1-trans-octene.

Silylation of this material in the manner described above followed by distillation of the residual oil furnishes 13 g of pure product; bp 83°-84° C. (0.2 mm).

EXAMPLE 14 Preparation of 1-iodo-4,4-tetramethylene-3-trimethylsilyloxy-1-trans-octene

Treatment of 4,4-tetramethylene-3-trimethylsilyloxy-1-octene (Example 10) in the manner described in Example 13 furnishes the subject product.

EXAMPLES 15-20

Treatment of the lithium salt of ethyl cyclobutanecarboxylate with the alkyl halides listed in Table 1 below by the procedure described in Example 1 furnishes the 2,2-trimethylene esters of the table.

                  TABLE 1                                                          ______________________________________                                         Example                                                                               Alkyl Halides                                                                               Product 2,2-Trimethylene esters                            ______________________________________                                         15     propyl iodide                                                                               ethyl 2,2-trimethylenepentanoate                           16     amyl iodide  ethyl 2,2-trimethyleneheptanoate                           17     hexyl iodide ethyl 2,2-trimethyleneoctanoate                            18     benzyl iodide                                                                               ethyl 2,2-trimethylene-3-                                                      phenylpropionate                                           19     2-cyclopentyl-1-                                                                            ethyl 2,2-trimethylene-4-                                         ethyl bromide                                                                               cyclopentylbutyrate                                        20     1-chloro-2-butyne                                                                           ethyl 2,2-trimethylene-4-hexynoate                         ______________________________________                                    

EXAMPLES 21-27

Reduction of the various esters listed in Table 2 below with diisobutylaluminum hydride all in the manner described in Example 3 above is productive of the alcohols of the table.

                  TABLE 2                                                          ______________________________________                                         Ex-   Starting Esters                                                          ample of Example  Product Alcohols                                             ______________________________________                                         21    15          2,2-trimethylenepentan-1-ol                                  22    16          2,2-trimethyleneheptan-1-ol                                  23    17          2,2-trimethyleneoctan-1-ol                                   24    18          2,2-trimethylene-3-phenylpropan-1-ol                         25    19          2,2-trimethylene-4-cyclopentylbutan-1-ol                     26    20          2,2-trimethylene-4-hexyn-1-ol                                27    55          2,2-trimethylene-4-cis-hexan-1-ol                            ______________________________________                                    

EXAMPLES 28-34

Oxidation of the alcohols listed in Table 3 below with chromium trioxide-pyridine complex by the procedure described in Example 5 above furnishes the corresponding aldehydes of the table.

                  TABLE 3                                                          ______________________________________                                               Starting                                                                 Ex-   Alcohols                                                                 ample of Example                                                                               Product 2,2-Trimethylenealdehydes                              ______________________________________                                         28    21        2,2-trimethylenevaleraldehyde                                  29    22        2,2-trimethyleneheptaldehyde                                   30    23        2,2-trimethyleneoctaldehyde                                    31    24        2,2-trimethylene-3-phenylpropionylaldehyde                     32    25        2,2-trimethylene-4-cyclopentylbutyraldehyde                    33    26        2,2-trimethylenehex-4-yn-1-al                                  34    27        2,2-trimethylene-4-cis-hexane-1-al                             ______________________________________                                    

EXAMPLES 35-41

Treatment of the various aldehydes listed below in Table 4 with lithium acetylide-ethylenediamine complex in the manner described in Example 7 furnishes the hydroxyacetylenes of the table.

                  TABLE 4                                                          ______________________________________                                               Starting                                                                 Ex-   Aldehydes                                                                ample of Example                                                                               Product Hydroxyacetylenes                                      ______________________________________                                         35    28        4,4-trimethylene-1-heptyn-3-ol                                 36    29        4,4-trimethylene-1-nonyn-3-ol                                  37    30        4,4-trimethylene-1-decyn-3-ol                                  38    31        4,4-trimethylene-5-phenyl-1-pentyn-3-ol                        39    32        4,4-trimethylene-6-cyclopentyl-1-hexyn-3-ol                    40    33        4,4-trimethylene-1,6-octadiyn-3-ol                             41    34        4,4-trimethylene-4-cis-hexene-3-ol                             ______________________________________                                    

EXAMPLES 42-48

Treatment of the various alcohols listed below in Table 5 with chlorotrimethylsilane in the manner described in Example 9 furnishes the corresponding trimethylsilyloxy acetylenes of the table.

                  TABLE 5                                                          ______________________________________                                         Ex-  Starting                                                                  am-  Alcohols                                                                  ple  of Example                                                                               Product Trimethylsilyloxyacetylenes                             ______________________________________                                         42   35        4,4-trimethylene-3-trimethylsilyloxy-1-heptyne                  43   36        4,4-trimethylene-3-trimethylsilyloxy-1-nonyne                   44   37        4,4-trimethylene-3-trimethylsilyloxy-1-decyne                   45   38        4,4-trimethylene-3-trimethylsilyloxy-5-phenyl-                                 1-pentyne                                                       46   39        4,4-trimethylene-3-trimethylsilyloxy-6-cyclo-                                  pentyl-1-hexyne                                                 47   40        4,4-trimethylene-3-trimethylsilyloxy-1,6-                                      octadiyne                                                       48   41        4-4-trimethylene-3-trimethylsilyloxy-4-cis                                     octene-1-yne                                                    ______________________________________                                    

EXAMPLES 49-54

In the manner described in Example 13 treatment of the various acetylenes of Table 6 below with disiamylborane, made in situ from sodium borohydride and 2-methyl-2-butene, followed by oxidation of the so formed organoborane with trimethylamine oxide followed by treatment of this product with iodine and sodium hydroxide furnishes the trimethylsilyliodovinylcarbinols of the table.

                  TABLE 6                                                          ______________________________________                                         Ex-  Starting                                                                  am-  Acetylenes                                                                ple  of Example                                                                               Product Trimethylsilylvinylcarbinols                            ______________________________________                                         49   42        1-iodo-4,4-trimethylene-3-trimethylsilyloxy-1-                                 trans-heptene                                                   50   43        1-iodo-4,4-trimethylene-3-trimethylsilyloxy-1-                                 trans-nonene                                                    51   44        1-iodo-4,4-trimethylene-3-trimethylsilyloxy-1-                                 trans-decene                                                    52   45        1-iodo-4,4-trimethylene-3-trimethylsilyloxy-5-                                 phenyl-1-trans-pentene                                          53   46        1-iodo-4,4-trimethylene-3-trimethylsilyloxy-6-                                 cyclopentyl-1-trans-hexene                                      54   47        1-iodo-4,4-trimethylene-3-trimethylsilyloxy-1-                                 trans-octen-6-yne                                               ______________________________________                                    

EXAMPLE 55 Preparation of ethyl 2,2-trimethylene-4-cis-hexenoate

A solution of 5 g of ethyl 2,2-trimethylene-4-hexynoate (Example 20) in 40 ml of dry pyridine is hydrogenated in a Parr apparatus using 600 mg of 5% palladium or barium sulfate. After one hour when hydrogen uptake is complete, the solution is filtered through celite and the mother liquor is taken to dryness to furnish 4 g of product as an oil.

EXAMPLE 56 Preparation of 3-tetrahyropyranyloxy-1-propyne

To a stirred solution of 112 g (2.0 mol.) of 3-hydroxy-1-propyne and 260 g (3.0 mol.) of dihydropyran in 1.20 liters of methylene chloride cooled to 0° C. in an ice bath, is added a solution of 20 mg of para-toluenesulfonic acid in 100 ml of methylene chloride, dropwise. The reaction mixture is stirred at 0° C. for one-half hour, and at ambient temperature for one hour. It is then poured into 200 ml of a 5solution of sodium bicarbonate, the organic phase is separated, the aqueousphase extracted with 100 ml of methylene chloride, the combined organic phases washed with 100 ml of a solution of brine, dried over sodium sulfate, and evaporated under vacuum (12 mm) at 45° C. to give 300 g of crude product, which is purified by fractional distillation, bp 71°-73° C. (14 mm) to yield 250 g (89%) of a liquid.

EXAMPLE 57 Preparation of 3-tetrahydropyranyloxy-1-trimethylsilyl-1-propyne

To a stirred -20° C. solution of 125 g (0.89 mol.) of 3-tetrahydropyranyloxy-1-propyne (Example 56) in 450 ml of ether, under a nitrogen atmosphere, is added dropwise, over one hour, a solution of 45 ml (0.89 mol.) of 2.0 N n-butyllithium in hexane. After 150 ml of dry ether is added and the mixture stirred at -20° C. for 30 minutes, a solution of 98 g (0.98 mol.) of trimethylchlorosilane in 73 ml of ether is added dropwise. Stirring is continued for 30 minutes at -20° C. and at ambient temperature for 18 hours. The reaction mixture is again cooled to -20° C., and a solution of 90 ml of acetic acid in 300 ml of ether is added dropwise, followed by 90 ml of water. It is then diluted with 500 ml of water, and extracted 3 times with 300 ml of 5% sodium bicarbonate solution. The organic phase is separated, washed with 500 ml of a saturated brine solution, dried over sodium sulfate, and evaporated at 40° C. under vacuum (12 mm.). The crude product is fractionally distilled, bp 120°-125° C. (18 mm.), to yield 120 g of an oil.

EXAMPLE 58 Preparation of d,l-erythro-3-tetrahydropyranyloxy-4-hydroxy-1-trimethylsilyl-1-octyne

To a stirred -78° C. solution of 62 ml (124 mmol.) of a 2.0 M solution of n-butyllithium in hexane and 50 ml of dry tetrahydrofuran, under a nitrogen atmosphere is added dropwise, a solution of 24 g (113 mmol.) of 3-tetrahydropyranyloxy-1-trimethylsilyl-1-propyne (Example 57) in 35 ml of tetrahydrofuran. This red solution is stirred one hour at -78° C., then a freshly prepared solution of zinc iodide (135 mmol.) in 125 ml of tetrahydrofuran [F. Mercier, R. Epstein, and S. Holand, Bull. Soc. Chim. France, 2, 690 (1972)] is added dropwise at -78° C., until the mixture turns yellow. After stirring an additional hour at -78° C., a solution of 21 g (250 mmol.) of n-valeraldehyde in 35 ml of tetrahydrofuran is added dropwise and the reaction mixture stirred for one hour at -78° C. and 18 hours at ambient temperature. It is then cooled to 0° C. and a solution of 12 ml of acetic acid in 65 ml of ether is added dropwise, followed by 75 ml of ice-water. The phases are separated and the aqueous phase is extracted twice with ether. The combined organic phases are washed 3 times with saturated sodium bicarbonate solution, until the last wash is basic, then with a saturated brine solution, dried over sodium sulfate, and evaporated to give 40 g of yellow oil. The crude product may be purified on a 4"×40" dry column of alumina, and eluted with chloroform. I.R.: neat; 3550 (OH), 2200 (C.tbd.C), 840, 750 [(CH₃)₃ Si], cm⁻¹.

EXAMPLE 59 Preparation of d,l-erythro-3,4-dihydroxy-1-trimethylsilyl-1-octyne

A solution of 19.6 g (0.066 mol) ofd,l-erythro-3-tetrahydropyranyloxy-4-hydroxy-1-trimethylsilyl-1-octyne (Example 58) in 55.5 ml of ethanol, 22.2 ml of acetic acid, and 22.2 ml of water is heated at reflux for 3 hours. The cooled mixture is taken to dryness and evaporated twice with benzene. The residue is taken up in hexane, washed 3 times with saturated potassium bicarbonate solution, dried with magnesium sulfate, and evaporated to give 17.0 g of crude product IR: neat, 3500-3400, broad (two OH).

EXAMPLE 60 Preparation of d,l-erythro-3,4-isopropylidenedioxy-1-trimethylsilyl-1-octyne

To a stirred solution of 17.0 g (79.5 mmol.) of crude d,l-erythro-15,16-dihydroxy-1-trimethylsilyl-1-octyne (Example 59) is 33.6 ml of 2,2-dimethoxy propane at 0° C., is added 0.05 ml of 60% perchloric acid. After 30 minutes at ambient temperature, the mixture is shaken with 50 ml of hexane and 25 ml of saturated sodium bicarbonate solution. The hexane phase is separated, dried with magnesium sulfate, and evaporated to give 19.0 g of crude product.

EXAMPLE 61 Preparation of d,l-erythro-3,4-isopropylidenedioxy-1-octyne

A mixture of 19.0 g (75.0 mmol.) of crude d,l-erythro-3,4-isopropylidenedioxy-1-trimethylsilyl-1-octyne (Example 60) with 95 ml of methanol and 3.0 of potassium carbonate is refluxed for one hour. The mixture is cooled and evaporated at 50° C. (13 mm), taken up in 250 ml of benzene, and washed with 100 ml of water. The water is saturated with salt, the organic phase separated, dried with magnesium sulfate, and evaporated to give 12 g of crude product. Fractional distillation yields 7.0 g of the subject compound as a colorless oil, bp 103°-106° C. (13 mm).

IR: neat; 3300 sharp (H--C.tbd.C), 2100, (C.tbd.C), 780 (erythro configuration) cm⁻¹

nmr: δ_(TMS) ^(CDCl) ₃ is; 4.75 (dd., 1, C.tbd.C--CH--CH, J=2Hz, J=5Hz), 4.10 (m, 1, C.tbd.C--CH--CH--CH₂, 2.5 (d, 1, H--C C--CH), 1.9-1.2 (m, 14, alkyl), 0.90 (m, 3H, CH₂ CH₃).

EXAMPLE 62 Preparation of d,l-erythro-1-iodo-3,4-isopropylidenedioxy-trans-1-octene

To a stirred 0° C. slurry of 0.852 g (0.023 mol.) of sodium borohydride and 4.21 g (0.060 mol.) of 2-methyl-2-butene in 40 ml of dry tetrahydrofuran, under an argon atmosphere, is added dropwise 4.26 g (0.030 mol.) of boron trifluoride etherate complex. A solution of 2.73 g. (0.015 mol.) of d,l-erythro-3,4-isopropylidenedioxy-1-octyne (Example 61) in 5 ml of tetrahydrofuran is added dropwise, the ice bath removed, and the mixture allowed to stir at ambient temperature for two hours. It is then cooled again to 0° C., and 2.88 g (0.105 mol.) of dry trimethylamine oxide is added in portions over 30 minutes. After stirring 3 hours at room temperature, this mixture is poured simultaneously with a 0° C. solution of 2.13 g of iodine in 53 ml of tetrahydrofuran into 766 ml of a 0° C. 15% solution of sodium hydroxide in water and the whole stirred vigorously at 0° C. for 45 minutes. The organic phase is separated, the aqueous phase is extracted twice with ether, the combined organic phases are washed with a 5% solution of sodium thiosulfate, dried with magnesium sulfate, and evaporated. The crude product is chromatographed on a 2" by 40" dry column of silica gel, be eluting with chloroform, to yield 1.2 g (25%) of a yellow oil.

IR: neat; 1599 sharp, ##STR67## cm⁻¹.

EXAMPLE 63 Preparation of d,l-erythro-3-tetrahydropyranyloxy-4-acetyloxy-1-trimethylsilyl-1-octyne

A solution of 3.0 g (13.2 mmol.) of d,l-erythro-3-tetrahydropyranyloxy-4-hydroxy-1-trimethylsilyl-1-octyne is heated at 100° C. for 15 hours with 3 ml of acetic anhydride and 10 ml of pyridien. The mixture is evaporated to dryness, dissolved in ether, washed with sodium bicarbonate solution and water. The organic phase is dried over magnesium sulfate and evaporated to give 2.5 g of the subject compound as an oil

IR: neat; 2200 (C C), 1730 (C.tbd.O), 830, 760 [(CH₃)₃ Si], cm⁻¹.

EXAMPLE 64 Preparation of d,l-erythro-3-hydroxy-4-acetyloxy-1-trimethylsilyl-1-octyne

In the manner of Example 59, 2.5 g (7.4 mmol.) of d,l-erythro-3-tetrahydropyranyloxy-4-acetyloxy-1-trimethylsilyl-1-octyne (Example 63) in a solution of ethanol, acetic acid, and water is heated at 100° C. for 3 hours. After workup, the crude product is chromatographed on a 7/8"×22" dry column of silica gel, and eluted with chloroform to give 1.0 g of a yellow oil.

IR: neat; 3500 (OH), 1730 (C═O), cm⁻¹.

EXAMPLE 65 Preparation of d,l-erythro-3-paratoluenesulfonyloxy-4-acetyloxy-1-trimethylsilyl-1-octyne

To a solution of 7.5 g (41.0 mmol.) of d,l-erythro-3-hydroxy-4-acetyloxy-1-trimethylsilyl-1-octyne (Example 64) in 41 ml of dry pyridine is added 11.0 g (58 mmol.) of paratoluenesulfonyl chloride and the resulting solution is stirred at 25° C. for 15 hours. The mixture is then warmed at 40° C. for one hour, and after cooling, partitioned between 500 ml of diethyl ether and 100 ml of 1.0 N hydrochloric acid. The organic phase is washed three times with 100 ml of 1.0 N hydrochloric acid, once with dilute sodium bicarbonate solution, dried over magnesium sulfate, and evaporated under reduced pressure to give an oil. The crude product is purified on a 2"×24" dry column of silica gel, and eluted with chloroform to yield a yellow oil.

IR: neat; 1730 (C.tbd.O), 1595 (aromatic) cm⁻¹.

EXAMPLE 66 Preparation of d,l-threo-3-hydroxy-4-acetyloxy-1-trimethylsilyl-1-octyne

A mixture of 15.5 g (39.0 mmol.) of d,l-erythro-3-para-toluenesulfonyloxy-4-acetyloxy-1-trimethylsilyl-1-octyne (Example 65), 5.0 g of calcium carbonate, 25 ml of water and 250 ml of tetrahydrofuran is refluxed with stirring for 4 days. The mixture is cooled, 100 ml of water added and the organic phase separated. The aqueous phase is extracted with ether, the combined organic phases dried with magnesium sulfate, and evaporated. The crude product is chromatographed on a 3"×30" dry column of silica gel, and eluted with chloroform to give 7.0 g of an oil.

IR: neat; 3500, (OH), cm⁻¹.

EXAMPLE 67 Preparation of d,l-threo-3,4-dihydroxy-1-octyne

A solution of 7.0 g (28 mmol.) of d,l-threo-3-hydroxy-4-acetyloxy-1-trimethylsilyl-1-octyne (Example 66) in 50 ml of methanol is stirred at room temperature for 24 hours with a solution of 6.3 g (112 mmol.) of potassium hydroxide in 50 ml of water. The mixture is extracted twice with hexane, washed with 0.5 M hydrochloric acid, brine, and dried with magnesium sulfate. Afer evaporation, the subject compound is obtained as a yellow oil.

IR: neat, 2500 broad (2-OH), cm⁻¹.

EXAMPLE 68 Preparation of d,l-threo-3,4-isopropylidenedioxy-1-octyne

In the manner of Example 60, treatment of a solution of d,l-threo-3,4-dihydroxy-1-octyne (Example 67) in dimethoxypropane with 60% perchloric acid, and fractional distillation (12 mm) is productive of the subject compound as a colorless oil, containing 15% of d,l-erythro-3,4-isopropylidenedioxy-1-octyne (Example 60), as an impurity.

IR: neat; 810 (threo configuration).

nmr: δ_(TMS) ^(CDCl) ₃ is; 4.2 (dd, 1, --C.tbd.C--CH--, J's--2H_(z) 6H₂), 4.1-3.9 (m, 1, --C.tbd.C--CH--CH--CH₂ --), 2.5 (d, 1, H--C.tbd.C--, J=2H_(z)), 1.9-1.2 (m, 14, alkyl), 0.90 (m, 3H, CH₂ --CH₃).

EXAMPLE 69 Preparation of d,l-threo-1-iodo-3,4-isopropylidenedioxy-trans-1-octene

In the manner of Example 62, d,l-threo-3,4-isopropylidenedioxy-trans-1-octyne (Example 68) is treated successively with disiamylborane, trimethylamine oxide, iodine, and sodium hydroxide to give the subject compound.

EXAMPLE 70 Preparation of d,l-erythro-3-tetrahydropyranyloxy-4-hydroxy-1-octyne

Alakline hydrolysis of d,l-erythro-3-tetrahydropyranyloxy-4-hydroxy-1-trimethylsilyl-1-octyne (Example 58) by the procedure of Example 61 is productive of the subject compound.

EXAMPLE 71 Preparation of d,l-erythro-3-tetrahydropyranyloxy-4-methoxy-1-octyne

To a stirred slurry of 6.0 g (150 mmol.) of a 60% oil dispersion of sodium hydride and 96 g of iodomethane, under an argon atmosphere, is added 700 ml of dry tetrahydrofuran. The stirred mixture is cooled to -20° C. and a solution of 30 g (133 mmol.) of d,l-erythro-3-tetrahydropyranyloxy-4-hydroxy-1-octyne (Example 70), is added dropwise, followed by 0.1 ml of methanol. The mixture is stirred at ambient temperature for 24 hours, 10 ml of methanol is added, and evaporated. The residue is taken up in ether, washed 3 times with water, dried over magnesium sulfate, and evaporated. The crude product is purified by fractional distillation to yield 16.3 g of a colorless oil, bp 137°-140° C. (12 mm).

EXAMPLE 72 Preparation of d,l-erythro-3-tetrahydropyranyloxy-4-methoxy-1-iodo-trans-1-octen

In the manner of Example 62, 1.20 g (5.0 mmol.) of d,l-erythro-3-tetrahydropyranyloxy-4-methoxy-1-octyne (Example 71) is treated successively with disiamylborane, trimethylamine oxide, iodine, and sodium hydroxide. Chromatography on a 2"×36" dry column of silica gel and elution with chloroform is productive of 0.80 g (40%)of the subject compound as an oil

nmr: δ_(TMG) ^(CDCl) ₃ is; 7.9-6.1 (m, 2, HC═CH), 4.9-4.6 (2m, 2, c═C--CH, O--CH--O), 4.3-4.0 (m, 1, c═c--CH--CH--CH₂), 3.9-3.0 (m, 6, CH₂ --O--CH, OCH₃), 1.8-1.2 (m, 12H, alkyl), 0.9 (m, 3, --CH₃).

EXAMPLE 73 Preparation of d,l-erythro-3-hydroxy-4-methoxy-1-iodo-trans-1-octene

A solution of 3.10 g (8.24 mmol.) of d,l-erythro-3-tetrahydropyranyloxy-4-methoxy-1-iodo-trans-1-octene (Example 72) in 60 ml of acetic acid, 30 ml of tetrahydrofuran, and 15 ml of water is stirred at ambient temperature for 18 hours. It is then evaporated at 70° C. under high vacuum (1.0 mm), and three times with 40 ml of toluene to give the crude product as an oil.

EXAMPLE 74 Preparation of d,l-erythro-3-trimethylsilyloxy-4-methoxy-1-iodo-trans-1-octene

To a stirred solution of 3.0 g (10.2 mmol.) of d,l-erythro-3-hydroxy-4-methoxy-1-iodo-trans-1-octene (Example 73) in 11.0 ml of dry dimethylformamide and 1.90 g (28.0 mmol.) of imidazole cooled to 0° C. is added, dropwise, 1.35 g (12.5 mmol.) of trimethylsilyl chloride. The reaction mixture is stirred a further 4 hours at room temperature. It is then poured into a mixture of 100 ml of hexane and 25 ml of water, the organic phase is separated, washed twice with water once with a solution of saturated sodium chloride, dried over magnesium sulfate, and evaporated. The crude product is purified by fractional distillation to yield 2.0 g of a colorless oil, bp 82°-83° C. (0.3 mm).

IR: neat; ##STR68## 840, 750 broad [(CH₃)₃ Si--], cm⁻¹.

EXAMPLE 75 Preparation of d,l-erythro-1-iodo-3,4-dihydroxy-trans-1-octene

A solution of 1.40 g (4.50 mmol.) of d,l-erythro-1-iodo-3,4-isopropylidenedioxy-trans-1-octene (Example 62) in 30 ml of acetic acid, 10 ml of tetrahydrofuran and 10 ml of water is stirred and heated at 50° C. for five hours. It is then evaporated at 40° C. under high vacuum (1.0 mm), and twice more with 50 ml of benzene. Crystallization from 10 ml of chloroform at 0° C. is productive of 700 mg of the white crystalline subject product.

EXAMPLE 76 Preparation of d,l-erythro-1-iodo-3,4-bis-trimethylsilyloxy-trans-1-octene

To a stirred solution of 700 mg (2.40 mmol.) of d,l-erythro-1-iodo-3,4-dihydroxy-trans-1-octene (Example 75) and 800 mg (12.0 mmol.) of imidazole, in 10 ml of dry dimethylformamide at 0° C. is added dropwise 1.20 g (11.0 mmol.) of trimethylchlorosilane. The ice bath is removed, and the mixture is stirred and heated at 50° C. for five hours. It is then cooled, shaken with 50 ml of hexane and 50 ml of water, the organic layer separated and washed with 15 ml of 0.5 M hydrochloric acid, 15 ml of a saturated solution of sodium bicarbonate, dried with magnesium sulfate, and evaporated. This crude product is fractionally distilled, bp 90°-92° C. (0.40 mm) to yield 250 mg of a colorless oil.

EXAMPLE 77 Preparation of d,l-erythro-3-trimethylsilyloxy-4-ethoxy-1-iodo-trans-1-octene

Following the procedure of Example 71, ethylation using iodo ethane of d,l-erythro-3-tetrahydropyranyloxy-4-hydroxy-1-octyne for a period of 22 hours is productive of the corresponding d,l-erythro-3-tetrahydropyranyloxy-4-ethoxy-1-octyne. This intermediate is converted to d,l-erythro-3-tetrahydropyranyloxy-4-ethoxy-1-iodo-trans-1-octene when treated successively with disiamylborane, trimethylamine oxide iodine, and sodium hydroxide solution after the procedure of Example 72. Acid hydrolysis by the method of Example 18 to d,l-erythro-3-hydroxy-4-ethoxy-1-iodo-trans-1-octene, followed by treatment with chlorotrimethylsilane and imidazole in dimethylformamide using the procedure of Example 74, and subsequent distillation, is productive of the subject compound.

EXAMPLES 78-82

By the method of Example 58 reaction of 1-trimethylsilyl-3-tetrahydropyranyloxy-1-propyne with n-butyllithium and subsequent treatment with the aldehydes listed in Table 7, below, provides the d,l-erythro-1-trimethylsilyl-3-tetrahydropyranyloxy-4-hydroxy-1-alkynes of the table.

                  TABLE 7                                                          ______________________________________                                                              Product d,l-erythro-3-tetrahydro-                                              pyranyloxy-4-hydroxy-1-                                   Example                                                                               Starting Aldehyde                                                                            trimethylsilyl-1-alkyne                                   ______________________________________                                         78     n-butanal     d,l-erthro-1-trimethylsilyl-3-                                                 tetrahydropyranyloxy-4-                                                        hydroxy-1-heptyne                                         79     n-hexanal     d,l-erythro-1-trimethylsilyl-3-                                                tetrahydropyranyloxy-4-                                                        hydroxy-1-nonyne                                          80     n-heptanal    d,l-erythro-1-trimethylsilyl-3-                                                tetrahydroxypyranyloxy-4-                                                      hydroxy-1-decyne                                          81     4-methyl-n-pentanal                                                                          d,l-erythro-1-trimethylsilyl-3-                                                tetrahydropyranyloxy-4-                                                        hydroxy-7-methyl-1-octyne                                 82     2-trans-n-pentenal                                                                           d,l-erythro-1-trimethylsilyl-3-                                                tetrahydropyranyloxy-4-                                                        hydroxy-5-trans-en                                        ______________________________________                                    

EXAMPLES 83-87

Hydrolysis of the 3-tetrahydropyranyloxy group of the d,l-erythro-1-trimethylsilyl-3-tetrahydropyranyloxy-4-hydroxy-1-alkynes listed in Table 8 below by the method described in Example 59, followed by conversion of the resulting d,l-erythro-1-trimethylsilyl-3,4-dihydroxy-1-alkyne to the corresponding d,l-erythro-1-trimethylsilyl-3,4-isopropylidene-dioxy-1-alkyne by treatment with dimethoxypropane in the presence of perchloric acid by the method described in Example 60 followed by desilylation to the corresponding d,l-erythro-3,4-isopropylidenedioxy-1-alkyne by the procedure of Example 61 followed by treatment with disiamylborane, trimethylamine oxide, iodine, and sodium hydroxide solution by the method described in Example 62 provides the product d,l-erythro-1-iodo-3,4-isopropylidenedioxy-trans-1-alkenes of Table 8, below.

                  TABLE 8                                                          ______________________________________                                         Ex-  Starting d,l-erythro-1-trimethyl-                                                                  Product d,l-erythro-1-                                am-  silyl-3-tetranydropyranyloxy-4-                                                                    iodo-3,4-isopropyl-                                   ple  hydroxy-1-alkyne of Example                                                                        idenedioxy-trans-1-alkene                             ______________________________________                                         83   78                  d,l-erythro-1-iodo-3,4-                                                        isopropylidenedioxy-                                                           trans-1-heptene                                       84   79                  d,l-erythro-1-iodo-3,4-                                                        isopropylidenedioxy-                                                           trans-1-nonene                                        85   80                  d,l-erythro-1-iodo-3,4-                                                        isopropylidenedioxy-                                                           trans-1-decene                                        86   81                  d,l-eryhtro-1-iodo-3,4-                                                        isopropylidenedioxy-7-                                                         methyl-trans-1-octene                                 87   82                  d,l-erythro-1-iodo-3,4-                                                        isopropylidenedioxy-                                                           trans,trans-1,5-octadiene                             ______________________________________                                    

EXAMPLES 88-92

Acetylation of the 4-hydroxy group of the d,l-erythro-1-trimethylsilyl-3-tetrahydropyranyloxy-4-hydroxy-1-alkynes listed in Table 9 below by the method described in Example 63, followed by hydrolysis of the resulting d,l-erythro-1-trimethylsilyl-3-tetrahydropyranyloxy-4-acetyloxy-1-alkynes to the corresponding d,l-erythro-1-trimethylsilyl-3-hydroxy-4-acetyloxy-1-alkynes by the method of Example 65, followed by epimerization to d,l-threo-1-trimethylsilyl-3-hydroxy-4-acetyloxy-1-alkynes by the method of Example 66 followed by hydrolysis by the method of Example 67 to give d,l-threo-3,4-dihydroxy-1-alkynes are converted to the corresponding d,l-threo-3,4-isopropylidenedioxy-1-alkynes by treatment with dimethoxypropane in the presence of perchloric acid by the method described in Example 68 followed by treatment with disiamylborane, trimethylamine oxide, iodine, and sodium hydroxide solution by the method described in Example 62 provides the product d,l-threo-3,4-isopropylidenedioxy-trans-1-alkenes of Table 9 below.

                  TABLE 9                                                          ______________________________________                                         Ex-  Starting d,l-erythro-1-trimethyl-                                                                  Product d,l-threo-1-iodo-                             am-  silyl-3-tetrahydropyranyloxy-4-                                                                    3,4-isopropylidenedioxy-                              ple  hydroxy-1-alkyne of Example                                                                        trans-1-alkene                                        ______________________________________                                         88   78                  d,l-threo-1-iodo-3,4-iso-                                                      propylidenedioxy-                                                              trans-1-heptene                                       89   79                  d,l-threo-1-iodo-3,4-iso-                                                      propylidenedioxy-                                                              trans-1-nonene                                        90   80                  d,l-threo-1-iodo-3,4-iso-                                                      propylidenedioxy-                                                              trans-1-decene                                        91   81                  d,l-threo-1-iodo-3,4-iso-                                                      propylidenedioxy-                                                              trans-1,7-methyl-1-octene                             92   82                  d,l-threo-1-iodo-3,4-iso-                                                      propylidenedioxy-trans-                                                        1,5-trans-1-octadiene                                 ______________________________________                                    

EXAMPLE 93 Preparation of 1-octyn-4-ol

A suspension of 24.3 g (1.0 mole) of magnesium in 90 ml of dry ether is stirred at room temperature under nitrogen with 100 mg of mercuric chloride. The reaction is initiated by the addition of 2 ml of propargyl bromide and maintained by the dropwise addition of a solution of 119.5 g (1.0 mole) propargyl bromide and 107.7 g (1.25 mole) of valenaldehyde in 300 ml of dry ether. While the initial reaction is quite vigorous and is maintained at 30° C. only by cooling in an ice bath it may become necessary to heat the mixture to reflux temperature after about a third of the ether solution is added in order to maintain the reaction. After the addition is complete the reaction mixture is refluxed until most of the magnesium is dissolved (several hours) and the reaction mixture is decanted from excess magnesium into 1500 ml of stirred ice-cold ammonium chloride solution. The ether layer is separated and the aqueous layer is extracted three times with 300 ml portions of ether. The combined ether extract is washed with saturated sodium chloride solution, dried over magnesium sulfate and filtered. Evaporation of the ether under vacuum leaves about 115 g of yellow oil, which is distilled through a 15 cm Vigreaux column at 18 mm. The fraction boiling at 81°-82° C. is collected (36 g) and the higher-boiling and lower-boiling distillates may be redistilled to yield additional product. The infrared absorption spectrum shows at most a trace of allene (5.1μ) and gas-liquid partition chromatography shows a purity of about 98% for the main fraction.

EXAMPLES 94-97

The product 1-alkyn-4-ols of Table 10 below are prepared by treatment of the aldehydes listed in Table 10 with propargyl magnesium bromide by the procedure described above in Example 93.

                  TABLE 10                                                         ______________________________________                                                                    Product                                             Example    Starting Aldehyde                                                                              1-alkyn-4-ol                                        ______________________________________                                         94         n-hexaldehyde   1-nonyn-4-ol                                        95         n-heptaldehyde  1-decyn-4-ol                                        96         n-butyraldehyde 1-heptyn-4-ol                                       97         3-cis-hexenaldehyde*                                                                           4-hydroxy-6-cis-                                                               ene-1-nonyne                                        ______________________________________                                          *M. Winter, Helv. Chim. Acta, 46, 1792 (1963).                           

EXAMPLE 98 Preparation of 4-triphenylmethoxy-1-octyne

A mixture of 10 g (0.08 moles) of 4-hydroxy-1-octyne [1. Crombie and A. G. Jacklin, J. Chem. Soc., 1632 (1957), also Example 93] and 30.75 g (0.09 moles) of triphenylmethyl bromide in 85 ml of dry pyridine is heated on the steam bath for 2 hours. The cooled mixture is treated with water and extracted with ether. The extract is washed successively with ice cold 2% hydrochloric acid, saturated sodium chloride solution, dried with magnesium sulfate, and taken to dryness. Column chromatography of the residue on Florisil affords an oil; λ max 3.01, 4.72 (acetylenic hydrogen), 6.28, 9.65 and 14.25μ (triphenylmethoxy group).

EXAMPLE 99 Preparation of 4-triphenylmethoxy-1-hexyne

A stirred solution of 9.81 g (0.10 moles) of 4-hydroxy-1-hexyne and 33.5 g (0.12 moles) of triphenylmethyl chloride in 100 ml of dry pyridine is heated at reflux for 2 hours. The cooled mixture is treated with water and extracted with a hexane-ether mixture. The extract is washed successively with water and saturated sodium chloride solution, dried over magnesium sulfate, and concentrated. Column chromatography of the residue on Florisil gives an oil, max. 3290 (acetylenic hydrogen), 1600, 1030 and 705 cm⁻¹ (triphenylmethoxy group).

EXAMPLES 100-106

The triphenylmethoxy substituted 1-alkynes listed in Table 11 below are prepared by the method of Example 98 from triphenylmethyl bromide and the corresponding hydroxy substituted 1-alkynes, appropriate literature references to which are provided in the table.

                  TABLE 11                                                         ______________________________________                                         Ex-                                                                            am-  Reference to Starting                                                                             Product Triphenylmethoxy                               ple  Hydroxy Substituted 1-Alkyne                                                                      Substituted 1-Alkyne                                   ______________________________________                                         100  Reference 1        4-triphenylmethoxy-                                                            1-pentyne                                              101  Reference 1        4-triphenylmethoxy-                                         (Example 96)       1-heptyne                                              102  Reference 1        4-triphenylmethoxy-                                                            5-methyl-1-hexyne                                      103  Reference 2        4-triphenylmethoxy-                                         (Example 94)       1-nonyne                                               104  Reference 3        4-triphenylmethoxy-                                         (Example 95)       1-decyne                                               105  Reference 4        4-triphenylmethoxy-                                                            5-ethyl-1-heptyne                                      106  Example 97         4-triphenylmethoxy-                                                            6-cis-ene-1-nonyne                                     ______________________________________                                          References:                                                                    1. G. Fontaine, et al., Bull. Soc. Chem. France, 1447 (1963).                  2. S. Abe and K. Sato, Bull. Soc. Chem. Japan, 29, 88 (1956); Chem.            Abstr., 50, 13737 (1956).                                                      3. L. Crombie and A. G. Jacklin, J. Chem. Soc., 1622 (1957);                   4. Nobuharra, Akio, Chem. Abstr., 70, 3219 (1969).                       

EXAMPLE 107 Preparation of 1-iodo-4-triphenylmethoxy-trans-1-octene

To a stirred suspension of 1.78 g (0.074 mole) of sodium borohydride in 200 ml of dry glyme at -5° C. under nitrogen is added 15.8 g (0.22 mole) of 2-methyl-2-butene and 16.2 g (0.11 mole) of boron trifluoride etherate, and the mixture is stirred for 2 hours at -5° C. to 0° C. A solution of 37.5 g (0.10 mole) of 4-trityloxy-1-octyne (Example 98) in 50 ml of glyme is added to the cold solution during 5-10 minutes, and the solution is allowed to warm to 20° C. during 1.5 hours. The reaction mixture is cooled to 0° C. and 30 g (0.4 mole) of dry trimethylamine-N-oxide is added during 5 minutes. On removing the cooling bath the temperature rises to 40° C. and the mixture is kept between 30°-40° C. for 1.5 hours. The suspension is poured rapidly into one liter of ice cold 15% sodium hydroxide solution during good stirring and a solution of 80 g of iodine in 200 ml of tetrahydrofuran is added immediately. Stirring is continued for 30 minutes without further cooling and the organic layer is separated. The aqueous layer is extracted with three 200 ml portions of ether and the combined organic layers are washed successively with water, 5% sodium thiosulfate solution and saturated sodium chloride, dried over magnesium sulfate, filtered and evaporated to yield 50 g of yellow oil. The bulk of the oil is dissolved in hexane and, after decantation from a gummy solid the hexane solution is percolated through a 5.1 cm diameter column of 1500 g of alumina with additional hexane. Fractions containing the desired product are concentrated to a pale yellow oil (33 g) which has n.m.r. and infrared spectra characteristics of the desired product.

EXAMPLES 108-114

Treatment of the triphenylmethoxy substituted 1-alkynes listed in Table 12 below with disiamylborane, prepared in situ from 2-methyl-2-butene, boron, trifluoride and sodium borohydride, followed by trimethylamine N-oxide, and then sodium hydroxide and iodine--all by the procedure described in Example 107 above furnishes the product triphenylmethoxy substituted 1-iodo-1-trans-alkenes of the table.

                  TABLE 12                                                         ______________________________________                                                   Starting Triphenyl-                                                                            Product 1-Iodo-tri-                                            methoxy Substituted                                                                            phenylmethoxysubsti-                                 Example   1-Alkyne of Example                                                                            tuted-1-trans-alkene                                 ______________________________________                                         108       99              1-iodo-4-triphenyl-                                                            methoxy-1-trans-                                                               hexene                                               109       100             1-iodo-4-triphenyl-                                                            methoxy-1-trans-                                                               pentene                                              110       101             1-iodo-4-triphenyl-                                                            methoxy-1-trans-                                                               heptene                                              111       102             1-iodo-4-triphenyl-                                                            methoxy-5-methyl-1-                                                            trans-hexene                                         112       103             1-iodo-4-triphenyl-                                                            methoxy-1-trans-                                                               nonene                                               113       104             1-iodo-4-triphenyl-                                                            methoxy-1-trans-                                                               decene                                               114       106             1-iodo-4-triphenyl-                                                            methoxy-1-trans-6-                                                             cis-nonadiene                                        ______________________________________                                    

EXAMPLES 115-124a

The starting aldehydes or ketones of Table 13 below are converted to the product1-alkyn-4-ols of the table by the procedure described in Example 93.

                  TABLE 13                                                         ______________________________________                                                Starting Aldehyde                                                       Example                                                                               or Ketone     Product 1-Alkyn-4-ol                                      ______________________________________                                         115    2-octanone    4-methyl-4-hydroxy-1-decyne                               116    trans-2-hexenal                                                                              4-hydroxy-5-trans-nonen-1-yne                             117    2,2-dimethylhexanal                                                                          5,5-dimethyl-4-hydroxy-1-nonyne                           118    z-heptanone   4-methyl-4-hydroxy-1-nonyne                               119    2,2-dimethylpentanal                                                                         5,5-dimethyl-4-hydroxy-1-octyne                           120    2-methylpentanal                                                                             5-methyl-4-hydroxy-1-octyne                               121    2-methylhexanal                                                                              5-methyl-4-hydroxy-1-nonyne                               122    2-hexanone    4-hydroxy-4-methyl-1-octyne                               123    trans-3-hexen-2-one.sup.a                                                                    4-hydroxy-4-methyl-5-trans-                                                    octen-1-yne                                               124    trans-2-pentenal.sup.b                                                                       4-hydroxy-5-trans-octen-1-yne                              124a  trans-2-heptenal.sup.b                                                                       4-hydroxy-5-trans-decen-1-yne                             ______________________________________                                          .sup.a G. Sturtz, Bull. Soc. Chim. Fr., 1967, 2477.                            .sup.b R. I. Hoaglin and D. M. Hirsh, U.S. 2,628,257; Chem. Abstr., 48,        1423e (1954).                                                            

EXAMPLE 125 Preparation of 4-methyl-4-trimethylsilyloxyl-1-octyne

To a stirred solution of 75.4 g (0.537 moles) of 4-hydroxy-4-methyl-1-octyne (Example 122), 104.9 g (1.54 moles) of imidazole, and 325 ml of dimethylformamide is added 65.2 g (0.60 moles) of chlorotrimethylsilane. After standing overnight the mixture is poured into 800 ml of hexane. The mixture is washed thoroughly with water followed by sodium bicarbonate solution and brine. The solution is dried over magnesium sulfate, filtered, and evaporated to give a liquid, p.m.r. specturm, δ 1.26 (singlet, 3, CH₃), 1.92 (triplet, 1, HC), 2.30 (doublet, 2, CH₂).

EXAMPLES 126-129a

The 1-alkyn-4-ols of Table 14 are converted to the product trimethylsilyl ethers of the table by treatment with chlorotrimethylsilane according to the procedure described in Example 125.

                  TABLE 14                                                         ______________________________________                                         Ex-                     Product Trimethylsilyl                                 ample Starting 1-Alkyn-4-ol                                                                            Ether                                                  ______________________________________                                         126   5,5-dimethyl-4-hydroxy-1-                                                                        5,5-dimethyl-4-trimethyl-                                    nonyne (Ex. 117) silyloxy-1-nonyne                                       127   4-methyl-4-hydroxy-1-nonyne                                                                      4-methyl-4-trimethylsily-                                    (Ex. 119)         loxy-1-nonyne                                          128   5,5-dimethyl-4-hydroxy-1-                                                                        5,5-dimethyl-4-trimethyl-                                    octyne (Ex. 119)  silyloxy-1-octyne                                      129   4-hydroxy-4-methyl-5-trans-                                                                      4-methyl-4-trimethylsily-                                    octen-1-yne (Ex. 123)                                                                            loxy-5-trans-octen-1-yne                                129a 4-hydroxy-4-methyl-1-decyne                                                                      4-methyl-4-trimethylsily-                                    (Ex. 124a)        loxy-1-decyne                                          ______________________________________                                    

EXAMPLE 130 Preparation of 1-iodo-4-hydroxy-4-methyl-trans-1octene

To a stirred solution of 400 ml of 0.5 M bis-(3-methyl-2-butyl)borane in glyme, prepared from sodium borohydride, 2-methyl-2-butene, and boronitrifluroide etherate as in Example 107, is added 63.7 g (0.30 moles) of 4-methyl-4-trimethylsilyloxy)-1-octyne (Example 125) at -10° C. The solution is stirred at ambient temperature for 2.5 hours, cooled to -10° C., and treated during 30 minutes with 158 g (2.1 moles) of solid trimethylamine oxide with cooling. The mixture is stirred at ambient temperature for 2 hours and then poured into a stirred, ice-cold solution of 15% aqueous sodium hydroxide; the stirred mixture is treated immediately with a solution of 426 g (1.68 moles) of iodine in 1100 ml of tetrahydrofuran. After 4 hours the mixture is extracted with ether. The extract is washed successively with water, aqueous sodium thiosulfate, and brine and dried over magnesium sulfate. The extract is concentrated, and the residue is subjected to chromatography on silica gel with hexane to provide an oil; p.m.r. (CDCl₃): δ1.18 (singlet, 4-CH₃ group).

EXAMPLES 131-134a

The 4-trimethylsilyloxy-1-alkynes of Table 15 are converted to the 4-hydroxy-1-iodo-trans-1-octenes of the table by the procedure described in Example 130.

                  TABLE 15                                                         ______________________________________                                                   Starting 4-Tri-                                                                methylsilyloxy-                                                                1-octyne of  Product 4-Hydroxy-1-iodo-                               Example   Example      trans-1-octene                                          ______________________________________                                         131       126          1-iodo-5,5-dimethyl-4-hy                                                       droxy-trans-1-nonene                                    132       127          1-iodo-4-methyl-4-hydroxy-                                                     trans-1-nonene                                          133       128          1-iodo-5,5-dimethyl-4-hy-                                                      droxy-trans-1-octene                                    134       129          1-iodo-4-methyl-4-hydroxy-                                                     trans,trans-1,5-octadiene                                134a      129a        1-iodo-4-methyl-4-hydroxy-                                                     trans-1-decene                                          ______________________________________                                    

EXAMPLE 135 Preparation of 1-iodo-4-methyl-4-trimethylsilyloxy-trans-1-octene

To a stirred mixture of 24.5 g (55.6 mmoles) of 1-iodo-4-hydroxy-4-methyl-trans-octene (Example 130), 13.6 g (200 mmoles) of imidazole, and 75 ml of dimethylformamide is added 10.9 g (100 mmoles) of chlorotrimethylsilane. After standing overnight the mixture is poured into 250 ml of hexane. The mixture is washed thoroughly with water followed by brine and dried over magnesium sulfate. After removal of the solvent, the product is distilled to give a colorless liquid, bp 67.5°-68° C. (0.07 mm).

EXAMPLES 136-139b

The 1-iodo-4-hydroxy-trans-1-alkenes of Table 16 are converted to the product trimethylsilyl ethers of the table according to the procedure described in Example 135.

                  TABLE 16                                                         ______________________________________                                                  Starting 1-Iodo-4-                                                             hydroxy-trans-1-                                                                              Product Trimethylsilyl                                 Example  alkene of Example                                                                             Ether                                                  ______________________________________                                         136      131            1-iodo-5,5-dimethyl-4-                                                         trimethylsilyloxy-                                                             trans-nonene                                           137      132            1-iodo-4-methyl-4-tri-                                                         methylsilyloxy-trans-1-                                                        nonene                                                 138      133            1-iodo-5,5-dimethyl-4-                                                         trimethylsilyloxy-                                                             trans-1-octene                                         139      134            1-iodo-4-methyl-4-tri-                                                         methylsilyloxy-trans,-                                                         trans-1,5-octadiene                                     139a     134a          1-iodo-4-methyl-4-tri-                                                         methylsilyloxy-trans-1-                                                        decene                                                  139b     134b          1-iodo-4-methyl-4-tri-                                                         methylsilyloxy-trans-1-                                                        decene                                                 ______________________________________                                    

EXAMPLE 140 Preparation of 4-benzoyloxy-1-octyne

To a stirred solution of 63. g (0.50 moles) of 1-octyn-4-ol (Example 93) in 500 ml of pyridine is added 77 g (0.55 moles) of benzoyl chloride. After stirring for 1.5 hours the mixture is treated with 10 ml of water, allowed to stand for 15 minutes, and concentrated. A solution of the residue in ether is washed successively with ice-cold hydrochloric acid, water, sodium bicarbonate solution, and brine. The solution is dried over magnesium sulfate, filtered through Celite, and concentrated to give an oil, λ max, 3240 (terminal acetylene) and 1730 cm⁻¹ (benzyloxy group).

EXAMPLE 141 Stereoselective Hydrolysis of Racemic 4-benzoyloxy-1-octyne by Rhizopus arrhizus

An agar slant of R. arrhizus (MUMF 1638) is used to inoculate 7 shake flasks (250 ml Erlenmeyer). Each flask contains 50 ml of a medium consisting of 2% Edamine, 2% glucose, and 0.72% corn steep liquor in water with pH adjusted to 7.0. A total of 14 such flasks are incubated on a rotary shaker at 28° C. After 72 hours incubation, 50 mg of racemic 4-benzoyl-oxy-1-octyne (Example 135) in 0.1 ml of acetone is added to each flask. After 28 hours the flasks are harvested and worked up by extraction of the whole mash with an equal volume of chloroform. The combined extracts are dried over magnesium sulfate and concentrated. The resulting oil is chromatographed on a column of silica gel with hexane progressively enriched in ethyl acetate.

From fractions 3-6 is obtained 150 mg of colorless oil, identical to 4-benzoyloxy-1-octyne, [α]_(D) ²⁵ =5±1.0° (C=0.91, ethyl acetate). This compound has the (S)-configuration.

From fractions 13-20 is obtained 75 mg of colorless oil, identical to 4-hydroxy-1-octyne, [α]_(D) ²⁵ =-17±1.0° (C=0.77, ethyl acetate). This compound has the (R)-configuration.

The strain of R. arrhizus utilized in this experiment is a higher fungus which grows steadily on a variety of artificial media at 20°-25° C. In this study of the taxonomic aspects of the culture, Petri dishes of potato-dextrose, malt extract, and cornmeal agars were inoculated and incubated at ambient room temperature for 10 days. Observation of cultural and morphological characterisitics are recorded in the description below:

Colonies on Petri dishes of potato-dextrose agar growing rapidly, covering the agar surface in 3-5 days and producing a thick, loose mat of grayish mycelium. Colony surface characterized by abundant black sporangia. Colony reverse grayish white. Colonies on malt extract agar growing rapidly, covering the agar surface in 3-5 days. Mycelial mat thick, grayish-yellow. Colony surface becoming brownish-black from masses of sporangia. Colony reverse yellowish. Colonies on cornmeal agar very thin, whitish; spreading across agar surface. Cultures transparent with relatively few sporangia produced. Visibility of micromorphology is good on this mediu. Rhizoids produced sparingly along stoloniferous hyphae. Generally two to three sporangiophores arose from rhizoids. Walls of sporangiophores olive brown, 14.0-20.0 μm in width at base, tapering slightly to apex; 0.5-1.5 mm in length Sporangiophores terminated by spherical sporangia, 130-225 μm in diameter. Columellae hemispherical, 3-50 μm high by 50-70 μm wide. Spores brownish when mature, 6.0-8.5 μm×4.5-6.0 μm. Spore walls conspicuously marked by longitudinal striations.

EXAMPLE 142 Preparation of (S)- 4-hydroxy-1-octyne

A solution of 1.15 g (5.0 mmoles) of (S)-4-benzoyloxy-1-octyne (Example 141) and 1.40 g (25 mmoles) of potassium hydroxide in 50 ml of 10:1 methanol-water is allowed to stand at room temperature for 24 hours. The bulk of the methanol is evaporated at room temperature, and the mixture is extracted with ether. The extract is washed with brine, dried over magnesium sulfate, and evaporated to give a colorless oil, identical to 4-hydroxy-1-octyne [α]_(D) ²⁵ =+17±1.0° (C=0.77, ethyl acetate). This compound has the (S)-configuration.

EXAMPLES 143-148a

The starting 1-alkyn-4-ols of Table 17 below are converted to the triphenylmethoxy substituted 1-alkynes by the method of Example 98.

                  TABLE 17                                                         ______________________________________                                                                 Product Triphenyl-                                              Starting 1-Alkyn-                                                                             methoxy Substituted                                    Example  4-ol of Example                                                                               1-Alkyne                                               ______________________________________                                         143      116            4-triphenylmethoxy-5-                                                          trans-nonen-1-yne                                      144      120            5-methyl-4-triphenyl-                                                          methoxy-1-octyne                                       145      121            5-methyl-4-triphenyl-                                                          methoxy-1-nonyne                                       146      124            4-triphenylmethoxy-5-                                                          trans-octen-1-yne                                      147      141            (R)-4-triphenylmeth-                                                           oxy-1-octyne                                           148      142            (S)-4-triphenylmeth-                                                           oxy-1-octyne                                            148a     124a          4-triphenylmethoxy-5-                                                          trans-decen-1-yne                                      ______________________________________                                    

EXAMPLES 149-154A

The product triphenylmethoxy substituted 1-iodo-1-trans-alkenes of Table 18 below are prepared from the starting triphenylmethoxy substituted 1-alkynes of the table by the procedure described in Example 107.

                  TABLE 18                                                         ______________________________________                                         Ex-  Starting Triphenyl-                                                       am-  methoxy Substituted                                                                          Product Triphenylmethoxy                                    ple  1-Alkyn of Example                                                                           Subsituted 1-Iodo-trans-1-alkene                            ______________________________________                                         149  143           1-iodo-4-triphenylmethoxy-trans,trans-                                         1,5-nonadiene                                               150  144           1-iodo-5-methyl-4-triphenylmethoxy-                                            trans-1-octene                                              151  145           1-iodo-5-methyl-4-triphenylmethoxy-                                            trans-1-nonene                                              152  146           1-iodo-4-triphenylmethoxy-trans,trans-                                         1,5-octadiene                                               153  147           (R)-1-iodo-4-triphenylmethoxy-1-                                               trans-octene                                                154  148           (S)-1-iodo-4-triphenylmethoxy-1-trans-                                         octene                                                       154A                                                                                148a         1-iodo-4-triphenylmethoxy-trans,trans-                                         1,5-decadiene                                               ______________________________________                                    

EXAMPLE 154B Preparation of 4-Trimethylsiloxy-1-octyne

To a cold solution of 166 g of 4-hydroxy-1-octyne [Prostaglandins, 10, 289 (1975)], and 240 g of imidazole in one liter of dimethylformamide is added dropwise 202 g of chlorotrimethylsilane. The mixture is allowed to stand at room temperature for 2 to 3 days. The mixture is partitioned with water and hexane. The hexane layer is washed with brine, dried over magnesium sulfate, and concentrated. Distillation of the residue gives a colorless liquid, b.p. 38° (0.2 mm).

EXAMPLE 154C Preparation of 1-Iodo-4-trimethylsiloxy-trans-1-octene

To a stirred solution of 0.20 moles of freshly prepared bis-(3-methyl-2-butyl) borane in 300 ml of tetrahydrofuran at 0°-5° C. is added dropwise a solution of 19.8 g of 4-trimethylsiloxy-1-octyne in 30 ml of tetrahydrofuran. The resulting mixture is stirred at ambient temperature for several hours, cooled in an ice bath, and treated with 53 g of trimethylamine oxide. The mixture is stirred several hours at 25°-40° C. and then poured into 2 liters of 15% sodium hydroxide. The resulting mixture is treated immediately with a solution of 140 g of iodine in 300 ml of tetrahydrofuran. After 0.5 hour the organic phase is separated and the aqueous gas is extracted with ether. The combined organic layers are washed with water, sodium thiosulfate solution, and brine; dried over magnesium sulfate; and concentrated to give an oil, pmr spectrum (CDCl₃): 6.2 (d, ICH═) and 6.7 (quintuplet, ═CH--).

EXAMPLE 154D-E Preparation of 4-Hydroxy-1-Iodo-trans-1-octene

A 23 g portion of 1-iodo-4-trimethylsiloxy-trans-1-octene is dissolved in a mixture of 200 ml of glacial acetic acid, 100 ml of tetrahydrofuran, and 50 ml of water. After solution occurs, toluene is added and the mixture is evaporated. The resulting oil is chromatographed on silica gel with hexane progressively enriched in benzene followed by acetone to give 16 g of an oil, pmr spectrum (CDCl): 3.69 (m. CHOH) and 2.3 (s, OH).

EXAMPLE 154F Preparation of 4-Oxo-1-iodo-trans-1-octene

To a stirred suspension of 6.15 g of pyridinium chlorochromate (Tetrahedron Letters, 1975, 2647) in 20 ml of methylene chloride is added 450 mg of sodium acetate. After 5 minutes, a solution of 3.64 g of 4-hydroxy-1-iodo trans-1-octene in 15 ml of methylene chloride is added in one portion. The dark mixture is stirred at room temperature for 75 minutes, diluted with 50 ml of ether, and decanted. The solid sludge is washed repeatedly with ether and decanted. The combined solutions are percolated through Florisil. The solution is concentrated to give an orange liquid, pmr spectrum (CDCl₃): 3.20 (d,j=7 cps,=CHCH₂ CO).

EXAMPLE 154G Preparation of 4-Hydroxy-4-(1-propynyl)-1-iodo-trans-1-octene

To a stirred solution of propynyllithium at -25° is added a solution of 4-oxo-1-iodo-trans-1-octene in tetrahydrofuran After the addition, the solution is stirred at -20° to -15° C. for 30 minutes. The reaction is quenched with a mixture of hexane and ice. The aqueous phase is separated and extracted with additional hexane. The combined hexane extracts are washed successively with water and brine. The solution is dried over magnesium sulfate and concentrated. The residue is subjected to column chromatography on silica gel with toluene to provide the product as an oil.

EXAMPLE 154H Preparation of 4-Hydroxy-4(1-propynyl)-1-iodo-trans-1-decene

Treatment of 4-hydroxy-1-decyne (U.S. Pat. No. 3,950,406) by the procedures of Examples 154B, 154C, 154D, 154F and 154G is productive of the iodo-decene compound.

EXAMPLE 154I-154J

Treatment of the iodoalkenes of Table 4 with chlorotrimethylsilane by the procedure of Example 210H Infra is productive of the trimethylsilylether of the Table.

                  TABLE 18A                                                        ______________________________________                                                   Starting                                                             Example   Iodo Alkene  Product Silylether                                      ______________________________________                                         154I      154G         4-trimethylsilyloxy-4-                                                         (1-propynyl)-1-iodo-                                                           trans-1-octene                                          154J      154H         4-trimethylsilyloxy-4-                                                         (1-propynyl)-1-iodo-                                                           trans-1-decene                                          ______________________________________                                    

EXAMPLE 155 Preparation of ethyl-p-fluorophenoxy-acetate

To a stirred solution of 50 g (0.29 moles) of p-fluorophenoxy acetic acid in one liter of absolute ethanol is added 10 ml of sulfuric acid. The mixture is heated to reflux for 18 hours, cooled to room temperature, and evaporated under vacuum. It is then poured onto 300 g of ice, extracted twice with 500 ml of ether, washed twice with 250 ml of a saturated solution of sodium bicarbonate, 100 ml of saturated sodium chloride solution, dried with magnesium sulfate, filtered and evaporated under vacuum giving 58 g of an oil. This is crystallized from 50 ml of hexane at -25° C. to give 55 g (90%) of the subject product as colorless crystals, mp 32°-33° C.

EXAMPLE 156 Preparation of p-fluorophenoxy acetaldehyde

To a stirred solution of 1.98 g (10 mmoles) of ethyl-p-fluorophenoxy acetate (Example 155) in 15 ml of dry toluene, cooled to -78° C., under argon, is added, dropwise over 30 minutes, 8 ml of a 1.4M solution of diisobutylaluminum hydride in toluene (11 mmoles). The mixture is stirred for 2 hours at -78° C., 1 ml of methanol is added, followed by 5 ml of water, dropwise. The gel formed is filtered through Celite and washed with 100 ml of ether, portionwise. The organic phase is separated, washed twice with 25 ml of a saturated brine solution, dried with magnesium sulfate, filtered, and evaporated. The oil obtained is distilled at 71°-73° C. (0.1 mm) to give 600 mg (45%) of the subject product as a colorless liquid.

EXAMPLE 157 Preparation of 3-hydroxy-4-p-fluorophenoxy-1-butyne

Acetylene gas, dried by passing through a trap containing sulfuric acid, is bubbled at a moderate rate, through 5 ml of vigorously stirred tetrahydrofuran, for 15 minutes. To this acetylenic solution, is then added dropwise, with continued passage of acetylene, 3.5 ml of a 2.4M solution of n-butylmagnesium chloride in tetrahydrofuran (8.4 mmoles) over 45 minutes. The mixture is stirred a further 15 minutes, and a solution of 580 mg (3.9 mmoles) of p-fluorophenoxy acetaldehyde (Example 156) in 3 ml of tetrahydrofuran is added dropwise over 15 minutes. This solution is stirred for 2 more hours, with passage of acetylene, poured into 50 ml of a saturated solution of ammonium chloride, extracted twice with 50 ml of ether, washed with 10 ml of ammonium chloride solution, dried with magnesium sulfate, filtered, and evaporated. The crude subject product is purified by sublimation at 75° C. (0.1 mm) for 5 hours to give 330 mg (48%) of white crystals, mp 46°-47° C.

EXAMPLE 158 Preparation of 4 -p-fluorophenoxy-3-trimethylsilyloxy-1-butyne

To a 0° C. solution of 10 g (55 mmoles) of 3-hydroxy-4-p-fluorophenoxy-1-butyne (Example 157) in 75 ml of dry dimethylformamide and 88 g (130 mmoles) of imidazole is added dropwise, with stirring, 7.5 g (68 mmoles) of chlorotrimethylsilane. The mixture, while under an argon atmosphere, is stirred at room temperature for 18 hours, and then poured into 150 ml of hexane and 100 ml of ice-water. The organic phase is separated, washed with 50 ml of a brine solution, dried with magnesium sulfate, and evaporated under vacuum. This crude product is distilled under vacuum at 0.1 mm (bp 73°-75° C.), to give 12.2 g (91%) of the subject compound as a colorless oily liquid.

EXAMPLE 159 Preparation of 1-tri-n-butylstannyl-4-p-fluorophenoxy-3-trimethylsilyloxy-trans-b 1-butene

A mixture of 2.52 g (10 mmoles) of 3-trimethylsilyloxy-4-p-fluorophenoxy-1-butyne (Example 158), 2.91 g (10 mmoles) of tri-n-butyl-tin hydride, and 10 mg of azobisisobutyronitrile is heated, under an argon atmosphere, with stirring, for 2 hours at 140° C. After cooling to room temperature, the crude reaction mixture is fractionally distilled at 180°-185° C. (0.05 mm), to give 4.6 g (85%) of the subject product as a colorless liquid.

EXAMPLES 160-162

The product esters of Table 19 below are obtained by the procedure described in Example 155.

                  TABLE 19                                                         ______________________________________                                                   Starting Aryloxy                                                                              Product Aryloxy                                       Example   Acid           Ethyl Ester                                           ______________________________________                                         160       m-chlorophenoxy-                                                                              ethyl-m-chlorophenoxy-                                          acetic acid    acetate                                               161       3,4-dichlorophe-                                                                              ethyl-3,4-dichlorophe-                                          noxyacetic acid                                                                               noxyacetate                                           162       phenoxyacetic acid                                                                            ethyl-phenoxyacetate                                  ______________________________________                                    

EXAMPLE 163 Preparation of ethyl-m-trifluoromethylphenoxy-acetate

A mixture of 100 g (0.618 mole) of α,α,α-trifluoro-m-cresol, 106 g (0.632 mole) of ethyl bromoacetate, 87.5 g (632 mole) of potassium carbonate, and 1500 ml of acetone is stirred at reflux for 4 hours, and at room temperature for 18 hours. The mixture is filtered, evaporated under vacuum on a rotorary evaporator at 45° C. and at 85° C. (0.1 mm) to remove excess ethyl bromoacetate. The reaction mixture is taken up in 500 ml of ether, washed three times with 100 ml each of 0.1M potassium carbonate, once with 100 ml of water, 100 ml of 0.01M hydrochloric acid, and 100 ml of water. It is then dried with magnesium sulfate, filtered and evaporated, giving 142 g of the crude product. This is fractionally distilled at 73°-75° C. (0.1 mm) to give 124 g of the purified subject product as a colorless liquid.

EXAMPLES 164-166

The product esters of Table 20 are obtained by treating the starting phenols with ethyl bromoacetate by the procedure of Example 162.

                  TABLE 20                                                         ______________________________________                                         Example   Starting Phenol                                                                             Product Ester                                           ______________________________________                                         164       p-bromophenol                                                                               ethyl p-bromophenoxy-                                                          acetate                                                 165       4-t-butylphenol                                                                             ethyl 4-t-butylphenoxy-                                                        acetate                                                 166       p-methoxyphenol                                                                             ethyl p-methoxyphenoxy-                                                        acetic acid                                             ______________________________________                                    

EXAMPLES 167-173

Following the procedure of Example 156, the starting esters of Table 21 are treated with diisobutylaluminum hydride to provide the product aldehydes of the table.

                  TABLE 21                                                         ______________________________________                                         Example  Starting Ester                                                                              Product Aldehyde                                         ______________________________________                                         167      163          m-trifluoromethylphenoxy                                                       acetaldehyde                                             168      164          p-bromophenoxy acetalde-                                                       hyde                                                     169      165          4-t-butylphenoxy acetal-                                                       dehyde                                                   170      166          p-methoxyphenoxy acetalde-                                                     hyde                                                     171      160          m-chlorophenoxy acetalde-                                                      hyde                                                     172      161          3,4-dichlorophenoxy acet-                                                      aldehyde                                                 173      162          phenoxyacetaldehyde                                      ______________________________________                                    

EXAMPLES 174-180d

Following the procedure of Example 156, treatment of the starting aldehyde of Table 22 with acetylene magnesium chloride provides the product alkynes of Table 22.

                  TABLE 22                                                         ______________________________________                                                  Starting                                                              Example  Aldehyde   Product Aryloxy Alkyne                                     ______________________________________                                         174      167        3-hydroxy-4-m-trifluoromethyl-                                                 phenoxy-1-butyne                                           175      168        3-hydroxy-4-p-bromophenoxy-1-                                                  butyne                                                     176      169        3-hydroxy-4-t-butylphenoxy-1-                                                  butyne                                                     177      170        3-hydroxy-4-p-methoxyphenoxy-                                                  1-butyne                                                   178      171        3-hydroxy-4-m-chlorophenoxy-                                                   1-butyne                                                   179      172        3-hydroxy-4-(3,4-dichlorophe-                                                  noxy)-1-butyne                                             180      173        3-hydroxy-4-phenoxy-1-butyne                                180a    a          3-hydroxy-5-phenyl-1-pentyne                                180b    b          3-hydroxy-5-(p-chlorophenyl)-                                                  1-pentyne                                                   180c    c          3-hydroxy-5-(p-methoxyphenyl)-                                                 1-pentyne                                                   180d    d          3-hydroxy-5-(m-trifluorometh-                                                  ylphenyl)-1-pentyne                                        ______________________________________                                          a hydrocinnamaldehyde.sup.1                                                    b pchlorohydrocinnamaldehyde.sup.1                                             c pmethoxyhydrocinnamaldehyde.sup.1                                            d mtrifluoromethylhydrocinnamaldehyde.sup.2                                    .sup.1 Billman, et al., Synthetic Communications, 1, 127-131 (1971).           .sup.2 Lednicer, Journ. Med. Chem., 11, 1258 (1968).                     

EXAMPLES 180e-186e

Treatment of the starting alkynes of Table 23 by the procedure of Example 158 followed by treatment of the procedure of Example 159 provides the product (E) 1-tri-n-butyltin-1-alkenes of the table.

                  TABLE 23                                                         ______________________________________                                               Starting                                                                 Example                                                                              Alkyne   Product (E)-1-tri-n-butyltin-1-alkene                           ______________________________________                                         180e  174      (E)-1-tri-n-butylstannyl-3-trimethylsilyloxy-4-                                m-trifluoromethylphenoxy-1-butene                               181   175      (E)-1-tri-n-butylstannyl-3-trimethylsilyloxy-4-                                p-bromophenoxy-1-butene                                         182   176      (E)-1-tri-n-butylstannyl-3-trimethylsilyloxy-4-                                t-butylphenoxy-1-butene                                         183   177      (E)-1-tri-n-butylstannyl-3-trimethylsilyloxy-4-                                p-methoxyphenoxy-1-butene                                       184   178      (E)-1-tri-n-butylstannyl-3-trimethylsilyloxy-4-                                m-chlorophenoxy-1-butene                                        185   179      (E)-1-tri-n-butylstannyl-3-trimethylsilyloxy-                                  3,4-dichlorophenoxy-1-butene                                    186   180      (E)-1-tri-n-butylstannyl-3-trimethylsilyloxy-4-                                phenoxy-1-butene                                                186a   48      (E)-1-tri-n-butylstannyl-4,4-trimethylene-3-                                   trimethylsilyloxy-(Z)-6-octadiene                               186b  180a     (E)-1-tri-n-butylstannyl-3-trimethylsilyloxy-5-                                phenyl-1-pentene                                                186c  180b     (E)-1-tri-n-butylstannyl-3-trimethylsilyloxy-5-                                (p-chlorophenyl)-1-pentene                                      186d  180c     (E)-1-tri-n-butylstannyl-3-trimethylsilyloxy-5-                                (p-methoxyphenyl)-1-pentene                                     186e  180d     (E)-1-tri-n-butylstannyl-3-trimethylsilyloxy-5-                                (m-trifluoromethylphenyl)-1-pentene                             ______________________________________                                    

EXAMPLE 187 Preparation of 1-chloro-1-octen-3-one

This compound is prepared according to the procedure of Price and Pappalardo [C. C. Price and J. A. Pappalardo, Org. Syn, 32, 27 (1952)] from hexanoyl chloride, acetylene, and aluminum chloride in 94% yield, bp 51°-52° C. (0.1 mm); λ max 1680, 1595, 941 cm⁻¹.

EXAMPLE 188 Preparation of 1-iodo-1-octen-3-one

A mixture of 25 g (0.16 moles) of 1-chloro-1-octen-3-one (Example 187) and 35 g (0.23 moles) of sodium iodide in 200 ml of reagent acetone is stirred at the reflux temprature for 18 hours. The cooled mixture is filtered and the mother liquor taken to dryness. The residual oil is dissolved in benzene and the solution is washed with 5% sodium thiosulfate solution, saturated sodium chloride solution, dried and taken to dryness. The residual oil is crystallized from hexane to give 26 g of a white solid, mp 35°-37° C.; λ max 1670, 950 cm⁻¹.

EXAMPLE 189 Preparation of 3-hydroxy-1-iodo-3-methyl-1-octene

To a Grignard solution prepared from 1.05 g (0.41 moles) of magnesium and 6.2 g (0.435 moles) of methyl iodide in 30 ml of dry ether under argon is added dropwise 10 g of 1-iodo-1-octen-3-one (Example 183) in 45 ml of ether. The resulting solution is stirred at ambient temperature for one hour. After the addition of 75 ml of saturated ammonium chloride the ether layer is separated and the aqueous layer is separated and the aqueous layer is extracted several times with ether. The combined ether extracts are washed successively with ammonium chloride and water, dried and taken to dryness to give 9.24 g of produce as an oil; λ max 2.89, 3.23, 6.24 and 10.5.

EXAMPLE 190 Preparation of 1-iodo-3-methyl-3-trimethylsilyloxy-1-octene

To a stirred solution of 11.7 g of 3-hydroxy-1-iodo-3-methyl-1-octene (Example 184) and 7.4 g of imidazole in 45 ml of dry dimethylformamide is added dropwise 5.98 g of trimethylsilylchloride at 0° C. under argon atmosphere. After stirring at 0° C. for an additional 15 minutes, the solution is stirred at ambient temperature for 18 hours. The reaction mixture is poured into 600 ml of hexane and the resulting solution washed with water, saturated sodium chloride solution, dried over anhydrous magnesium sulfate and taken to dryness to furnish 14.7 g of oil. Distillation affords 13.4 g of clear oil; bp 65° C. (0.05 mm); λ max 6.21, 8.00, 9.90, 10.51, 11.90, 13.2μ.

EXAMPLE 190a Preparation of 1-iodo-3-methyl-3-trimethylsilyloxy-1-decene

Treatment of octanoylchloride by the procedures of Example 187 followed by treatment of the resulting 1-chloro-1-decen-3-one by the procedure of Example 188 followed by treatment according to Examples 189 and 190 is productive of the named compound.

EXAMPLE 191 Preparation of 4-trimethylsiloxy-1-octyne

To a cold solution of 166 g of 4-hydroxy-1-octyne [Prostaglandins, 10, 289 (1975)], and 240 g of imidazole in one liter of dimethylformamide is added dropwise 202 g of chlorotrimethylsilane. The mixture is allowed to stand at room temperature for 2 to 3 days. The mixture is partitioned with water and hexane. The hexane layer is washed with brine dried over magnesium sulfate, and concentrated. Distillation of the residue gives a colorless liquid, bp 38° C. (0.2 mm).

EXAMPLE 192 Preparation of 1-iodo-4-trimethylsiloxy-trans-1-octene

To a stirred solution of 0.20 moles of freshly prepared bis-(3-methyl-2-butyl)borane in 300 ml of tetrahydrofuran at 0°-5° C. is added dropwise a solution of 19.8 g of 4-trimethylsiloxy-1-octyne in 30 ml of tetrahydrofuran. The resulting mixture is stirred at ambient temperature for several hours, cooled in an ice bath, and treated with 53 g of trimethylamine oxide. The mixture is stirred several hours at 25°-40° C. and then poured into 2 liters of 15% sodium hydroxide. The resulting mixture is treated immediately with a solution of 140 g of iodine in 300 ml of tetrahydrofuran. After 0.5 hour the organic phase is separated and the aqueous phase is extracted with ether. The combined organic layers are washed with water, sodium thiosulfate solution, and brine; dried over magnesium sulfate; and concentrated to give an oil pmr spectrum (CDCl₃): 6.2 (d, ICH═) and 6.7 (quintuplet, ═CH--).

EXAMPLE 193 Preparation of 4-hydroxy-1-iodo-trans-[-octene

A 23 g portion of 1-iodo-4-trimethylsilyloxy-1-octene is dissolved in a mixture of 200 ml of glacial acetic acid, 100 ml of tetrahydrofuran, and 50 ml of water. Concentration provides the named product.

EXAMPLE 194 Preparation of 4-trimethylsiloxy-4-vinyl-1-iodo-trans-1-octene

To a stirred solution of 456 mg of 4-hydroxy-4-vinyl-1-iodo-trans-1-octene and 320 mg of imidazole in 1.0 ml of dimethylformamide is added 0.23 ml of chlorotrimethylsilane during 3 minutes. The mixture is stirred at room temperature for 22 hours and partitioned with a mixture of cold hexane and water. The hexane layer is washed repeatedly with water and then brine, dried over magnesium sulfate, and concentrated to give an oil, pmr spectrum (CDCl₃): 0.13 (s, trimethylsiloxy group) and 2.32 (d, ═CHCH₂).

EXAMPLE 195 Preparation of n-butyl cyclopropyl ketone

To a vigorously-stirred solution of 31.0 g of cyclopropanecarboxylic acid in 330 ml of ether is added a solution of n-butyllithium (748 mmoles) in about 750 ml of 2:1 ether-hexane during one hour at 5°-10° C. The resulting suspension is diluted with 300 ml of ether and stirred at room temperature for 2 hours and at reflux for 2 hours. The mixture is cooled and poured into several portions of 1:1 ice:4 N hydrochloric acid. The ethereal phases are combined and washed with brine, sodium carbonate solution, and brine. The extract is dried over magnesium sulfate and concentrated. The residue is distilled to provide a liquid, bp-102°-104° C. (80 mm), pmr spectrum (CDCl₃): δ2.55 (triplet, --CH₂ CO--).

EXAMPLE 196 Preparation of 4-cyclopropyl-4-hydroxy-1-octyne

To a stirred, refluxing suspension of amalgum prepared from 6.2 g of magnesium and 50 mg of mercuric chloride suspended in 60 ml of ether is added a solution of a mixture of 30.4 g of n-butyl cyclopropyl ketone (Example 189) and 29.8 g of propargyl bromide in 65 ml of ether during 60 minutes. After reaction at reflux temperature for an additional 30 minutes, the mixture is cooled to 0° C. and treated with 35 ml of saturated ammonium chloride. The mixture is diluted with ether and filtered through Celite. The filtrate is washed with brine, dried over potassium carbonate, and concentrated. The residue is distilled to provide a liquid, δ0.43 (cyclopropyl hydrogens), 2.07 (triplet, HC.tbd.C), and 2.44 (doublet, C.tbd.CCH₂).

EXAMPLE 197 Preparation of 4-cyclopropyl-4-trimethylsiloxy-1-octyne

To a stirred solution of 27.8 g of 4-cyclopropyl-4-hydroxy-1-octyne (Example 190) and 33.3 g of imidazole in 130 ml of dimethylformamide at 5° C. is added 24 ml of chlorotrimethylsilane during 5 minutes. The solution is stirred at ambient temperature for 17 hours and then partitioned with 600 ml of hexane and 250 ml of ice water. The hexane phase is separated and washed successively with water and brine. The solution is dried over magnesium sulfate and evaporated to give a liquid, pmr spectrum (CDCl₃): δ0.12 (singlet, trimethylsiloxy group), 2.02 (triplet, HC.tbd.C), and 2.45 (doublet, C.tbd.CH₂).

EXAMPLE 198 Preparation of 4-cyclopropyl-4-trimethylsiloxy-1-(tri-n-butylstannyl)-trans-1-octene

A stirred mixture of 23.8 g of 4-cyclopropyl-4-trimethylsiloxy-1-octyne (Example 191), 28 ml of tri-n-butyltin hydride, and 50 mg of azobisisobutyronitrile under nitrogen is heated to 85° C. After the resulting exothermic reaction subsides the mixture is heated at 130° C. for one hour. The crude product is evaporatively distilled to give a liquid, pmr spectrum (CDCl₃): δ0.10 (trimethylsiloxy group), 2.33 (doublet, ═CHCH₂), and 6.02 (vinyl hydrogens).

EXAMPLES 199-204a

Treatment of the starting carboxylic acids of Table 24 with the appropriate alkyllithium by the method of Example 190 provides the product ketones of the table.

                                      TABLE 24                                     __________________________________________________________________________          Starting                                                                  Example                                                                             Carboxylic Acid                                                                         Alkyl Lithium                                                                          Product Ketone                                           __________________________________________________________________________     199  cyclopropane                                                                            n-hexyllithium                                                                         n-hexylcyclopropyl ketone                                     carboxylic acid                                                           200  cyclopropane                                                                            n-propyllithium                                                                        n-propylcyclopropyl ketone                                    carboxylic acid                                                           201  acrylic acid                                                                            n-hexyllithium                                                                         n-hexylvinyl ketone                                      202  acrylic acid                                                                            n-propyllithium                                                                        n-propylvinyl ketone                                     203  crotonic acid                                                                           n-butyllithium                                                                         n-butyl-1-propenyl ketone                                204  crotonic acid                                                                           n-hexyllithium                                                                         n-hexyl-1-propenyl-ketone                                204a acrylic acid                                                                            n-butyllithium                                                                         n-butylvinyl ketone                                      __________________________________________________________________________

EXAMPLES 205-210E

Treatment of the starting ketones of Table 25 with propargymagnesium bromide by the procedure of Example 190 followed by treatment with chlorotrimethylsilane by the procedure of Example 191 followed by treatment with tri-n-butyltin hydride by the method of Example 192 is productive of the vinylstannyl derivatives of the table.

                  TABLE 25                                                         ______________________________________                                         Ex-                                                                            ample Starting Ketone                                                                            Product Vinylstannyl Derivative                              ______________________________________                                         205   199         (E)4-trimethylsilyloxy-4-cyclopropyl-1-                                        tri-n-butylstannyldecene                                     206   200         (E)4-trimethylsilyloxy-4-cyclopropyl-1-                                        tri-n-butylstannylheptene                                    207   201         (E)4-trimethylsilyloxy-4-vinyl-1-tri-n-                                        butylstannyldecene                                           208   202         (E)4-trimethylsilyloxy-4-vinyl-1-tri-n-                                        butylstannylheptene                                          209   203         (E)4-trimethylsilyloxy-4-(1-propenyl)-1-                                       tri-n-butylstannyloctene                                     210   204         (E)4-trimethylsilyloxy-4-(1-propenyl)-1-                                       tri-n-butylstannyldecene                                     210A  204a        (E)4-trimethylsilyloxy-4-vinyl-1-tri-n-                                        butylstannyloctene                                           210B  2-hexanone  (E)-4-trimethylsilyloxy-4-methyl-1-tri-n-                                      butylstannyloctene                                           210C  3-heptanone (E)-4-trimethylsilyloxy-4-ethyl-1-tri-n-                                       butylstannyloctene                                           210D  3-octanone  (E)-4-trimethylsilyloxy-4-ethyl-1-tri-n-                                       butylstannylnonene                                           210E  3-hexanone  (E)-4-trimethylsilyloxy-4-ethyl-1-tri-n-                                       butylstannylheptene                                          ______________________________________                                    

EXAMPLE 210F n-Butyl trimethylsilylethynyl ketone

To a stirred solution of 14.4 g of valeryl chloride and 20.4 g of bis-trimethylsilylacetylene in 300 ml of dry methylene chloride, cooled in an ice bath, is added powdered anhydrous aluminum chloride, portionwise, over a period of 20 minutes. The mixture is stirred for 5 minutes, then the cooling bath is removed and the mixture is stirred at room temperature for 4 hours. The mixture is poured into 500 ml of ice-water. The organic layer is separated, washed with water and brine, dried over anhydrous sodium sulfate and filtered through diatomaceous earth. The mother liquor is evaporated to dryness giving a brownish residue. This residue is Kugelrohr-distilled to give 16.56 g of colorless liquid at 45° C./0.3 mm which is essentially identical with the authentic product.

EXAMPLE 210G 4-Trimethylsilylethynyl-1-octyn-4-ol

To a stirred suspension of 1.29 g of magnesium and 10 mg of mercuric chloride in 12 ml of ether is added 0.4 ml of propargyl bromide. The reaction is initiated after stirring at room temperature for a few minutes. The stirred mixture is cooled in an ice-water bath and a solution of 9.64 g of n-butyl trimethylsilylethynyl ketone and 3.51 ml of propargyl bromide in 13 ml of ether is added dropwise so that the mixture is very gently boiling during 40 minutes. After addition, the cooling bath is removed and the mixture is stirred at room temperature for 1.5 hours. The mixture is recooled in an ice bath and 10 ml of saturated ammonium chloride solution is added. The resulting white mixture is filtered through diatomaceous earth. The clear mother liquor is washed with saturated sodium chloride solution and dried over anhydrous magnesium sulfate. The solvent is evaporated to dryness giving 10.5 g of a red liquid. This liquid is Kugelrohr-distilled at 60° C./0.25-0.3 mm. The pale yellow liquid distillate which is the desired product weighs 8.5 g.

EXAMPLE 210H 4-Trimethylsilylethynyl-1-octyn-4-ol trimethylsilyl ether

To a stirred mixture of 8.5 g of 4-trimethylsilylethynyl-1-octyn-4-ol and 6.2 g of imidazole in 24 ml of dry dimethylformamide is added, under nitrogen, 5.7 ml of chlorotrimethylsilane, in a slow stream, via a syringe. The mixture is stirred in an ice bath for one hour and then at room temperature overnight. The mixture is poured into hexane, washed with saturated sodium bicarbonate solution, water and then brine and dried over sodium sulfate. The solvents are evaporated to dryness giving 11.1 g of the desired product.

EXAMPLE 210I 4-Trimethylsilylethynyl-4-trimethylsiloxy-1-octen-1-tri-n-butyl stannane

To a mixture of 10 mg of azobisisobutyronitrile and 2.94 g of 4-trimethylsilylethynyl-1-octyn-4-ol trimethylsilyl ether is added 2.65 ml of tri-n-butyl stannane via a syringe. The mixture is stirred and heated under nitrogen in an oil bath at 130° C. for 3 hours and then cooled to room temperature. This mixture is vacuum-distilled through a short-path distillation apparatus to remove a forerun at 40° C./0.4 mm. The yellow oil (pot residue) comprises the desired product.

EXAMPLES 210J-210M

Treatment of the acid chlorides of Table 1 by the procedure of Example 210F with bis-trimethylsilylacetylene is productive of the ketones of Table 25A.

                  TABLE 25A                                                        ______________________________________                                                  Starting Acid                                                                               Product Alkyl Trimethyl-                                 Example  Chloride     silylethynyl Ketone                                      ______________________________________                                         210L     butyryl      n-propyl trimethylsilyl-                                          chloride     ethynyl ketone                                           210M     heptanoyl    n-hexyl trimethylsilyl-                                           chloride     ethynyl ketone                                           ______________________________________                                    

EXAMPLES 210N-210O

Treatment of the ketones of Table 25B by the procedure of Example 210G is productive of the 4-trimethylsilylethynyl-1-alkyn-4-ol's of the Table.

                  TABLE 25B                                                        ______________________________________                                                   Starting    Product 4-Trimethylsilyl-                                Example   Ketone      ethynyl-1-alkyn-4-ol                                     ______________________________________                                         210N      210L        4-trimethylsilylethynyl-                                                       1-heptyn-4-ol                                            210O      210M        4-trimethylsilylethynyl-                                                       1-decyn-4-ol                                             ______________________________________                                    

EXAMPLES 210P-210O

Treatment of the alkyn-4-ol's of Table 25B with chlorotrimethylsilane by the procedure of Example 210H followed by treatment of the resulting trimethylsilylether with tri-n-butylstannane by the procedure of Example 210I is productive of alkenes of Table 25C.

                  TABLE 25C                                                        ______________________________________                                                  Starting                                                              Example  Alkyn-4-ol   Product Alkene                                           ______________________________________                                         210P     210N         (E)4-trimethylsilylethynyl-                                                    4-trimethylsiloxy-1-tri-n-                                                     butylstannane-1-heptene                                  210Q     210O         (E)4-trimethylethynyl-4-                                                       trimethylsilyloxy-1-tri-                                                       n-butylstannane-1-decene                                 ______________________________________                                    

EXAMPLE 211 Preparation of trans-1-Hydroxy-2-(3-trifluoromethyl)phenoxycyclopentane

A mixture of 88 g of cyclopentene oxide, 150.7 g of 3-trifluoromethylphenol, 5.0 g of sodium hydroxide in 30 ml of water and 4.0 g of methyltricaprylyl ammonium chloride is stirred at 70°-80° C. for 51 hours and at 25° C. for 96 hours. The mixture is then diluted with methylene chloride and poured into water. The organic layer is washed with dilute sodium hydroxide solution and water. The solution is dried over magnesium sulfate. The solvent is removed giving 221.5 g of a liquid which is distilled (bp 110°-113° C. 0.8 mm) giving trans-1-hydroxy-2-(3-trifluoromethyl)phenoxycyclopentane.

EXAMPLE 212

In the manner described above in Example 211 from 4-fluorophenol and cyclopentane epoxide is prepared trans-1-hydroxy-2-(4-fluoro)phenoxycyclopentane.

EXAMPLE 213

In the manner described above in Example 211 from 3-chlorophenol and cyclopentane epoxide is prepared trans-1-hydroxy-2-(3-chloro)phenoxycyclopentane.

EXAMPLE 214 Preparation of 2-(3-Trifluoromethylphenoxy)cyclopentanone

To a suspension of 327.43 g of pyridinium chlorochromate in one liter of methylene chloride is added 220 g of trans-1-hydroxy-2-(3-trifluoromethylphenoxy)cyclopentane in 500 ml of methylene chloride. The mixture is stirred for 2 hours 15 minutes. Another 50 g of the oxidizing agent is added and the mixture is stirred for 41/2 hours. The mixture is diluted with ether and decanted from a black residue which is washed with more ether. The combined solutions are filtered through silica gel. The solvent is removed. The residue is dissolved in ether and again filtered through silica-gel. The solvent is removed and the residue is distilled (bp 113°-116° C., 1.5 mm) to give 188 g of 2-(3-trifluoromethylphenoxy)cyclopentanone.

EXAMPLE 215

In the manner described above for Example 214 is prepared from the product of Example 212; 2-(4-fluorophenoxy)cyclopentanone.

EXAMPLE 216

In the manner described above for Example 214 is prepared from the product of Example 213; 2-(3-chlorophenoxy)cyclopentanone.

EXAMPLE 217 Preparation of 1R,2S(and 1S,2R)-1-Ethynyl-1-hydroxy-2-butylcyclopentane and 1R,2R(and 1S,2S)-1-ethynyl-1-hydroxy-2-butylcyclopentane

Into 150 ml of dry tetrahydrofuran is bubbled purified acetylene, as a solution of 2.4 M n-butyl magnesium chloride (92 ml) is added dropwise with stirring over a 2 hour period. To the resulting solution of acetylene magnesium chloride is added 21 g of 2-butylcyclopentanone in 50 ml of tetrahydrofuran dropwise over 15 minutes. The solution is stirred for 30 minutes and then is poured into an ice cold solution of saturated ammonium chloride. The mixture is acidified to pH 5 and extracted with ether. The ether solution is washed with brine and dried over magnesium chloride. The ether is removed and the residue is distilled giving 14.8 g of a colorless liquid. This is chromatographed on a dry column of silica-gel eluting with benzene-ethyl acetate (19:1) to separate isomers giving 1R,2S(and 1S,2R)-1-ethynyl-1-hydroxy-2-butylcyclopentane and 1R,2R(and 1S,2S)-1-ethynyl-1-hydroxy-2-butylcyclopentane.

EXAMPLE 218 Preparation of 1-propargyl-1-hydroxycyclohexane

A stirred suspension of 121.6 g (5.0 mol) of magnesium in 1-l of anhydrous ether is treated with 0.6 g of mercuric chloride and about 100 mg of iodine. After several minutes, 3 ml of propargyl bromide is added and if no exotherm is noted, a small amount of reacting propargyl bromide and magnesium in ether is added. When the reaction begins, a mixture of 5.0 mol of cyclohexanone and 595 g (5.0 mol) of propargyl bromide is added dropwise at a rate that produces vigorous refluxing of the solution. (The propargyl bromide must always be present in some excess otherwise the reaction will stop. If this happens, the addition of about 1 ml of propargyl bromide will restart the reaction.) After about half of the propargyl bromide-cyclohexanone mixture has been added, another 500-750 ml of ether is used to dilute the reaction mixture. At the end of the addition, the reaction mixture is refluxed for at least 0.5 hour, cooled and poured into 4 liters of saturated ammonium chloride during good stirring. The ethereal layer is separated and the aqueous layer is washed with ether several times and the combined extract is washed twice with saturated sodium chloride solution and dried over anhydrous magnesium sulfate. Evaporation of the ether yields 583 g (630 g theory) of a dark oil which is distilled giving purified 1-propargyl-1-hydroxycyclohexane.

EXAMPLES 219-238

In the manner of Examples 217 and 218 described above, the following acetylenic alcohols listed in Table 26 were prepared from the acetylenic Grignard reagent and ketone specified.

                                      TABLE 26                                     __________________________________________________________________________     Example                                                                             Grignard Reagent                                                                        Ketone      Acetylenic Alcohol                                   __________________________________________________________________________     219  acetylene magne-                                                                        cyclohexanone                                                                              1-ethynyl-1-hydroxycyclohexane                            sium chloride                                                             220  acetylene magne-                                                                        cyclopentanone                                                                             1-ethynyl-1-hydroxycyclopentane                           sium chloride                                                             221  acetylene magne-                                                                        cycloheptanone                                                                             1-ethynyl-1-hydroxycycloheptane                           sium chloride                                                             222  acetylene magne-                                                                        3-propylcyclopentanone                                                                     1R,3S-(and 1S,3R-) 1-ethynyl-1-hydroxy-                   sium chloride        3-propylcyclopentane                                 223  acetylene magne-                                                                        3-propylcyclopentanone                                                                     1R,3R-(and 1S,3S-) 1-ethynyl-1-hydroxy-                   sium chloride        3-propylcyclopentane                                 224  acetylene magne-                                                                        2-butylcyclohexanone                                                                       1R,2S-(and 1S, 2R-) 1-ethynyl-1-hydroxy-                  sium chloride        2-butylcyclohexane                                   225  acetylene magne-                                                                        2-butylcyclohexanone                                                                       1R,2R-(and 1S,2S-) 1-ethynyl-1-hydroxy-                   sium chloride        2-butylcyclohexane                                   226  acetylene magne-                                                                        2-(3-trifluoro-                                                                            1R,2S-(and 1S,2R-) 1-ethynyl-1-hydroxy-                   sium chloride                                                                           methylphenoxy)-                                                                            2-(3-trifluoromethylphenoxy)cyclopen-                              cyclopentanone                                                                             tane                                                 227  acetylene magne-                                                                        2-(3-trifluoro-                                                                            1R,2R-(and 1S,2S-) 1-ethynyl-1-hydroxy-                   sium chloride                                                                           methylphenoxy)-                                                                            2-(3-trifluoromethylphenoxy)cyclopentane                           cyclopentanone                                                   228  acetylene magne-                                                                        2-(4-fluorophen-                                                                           1R,2S-(and 1S,2R-) 1-ethynyl-1-hydroxy-                   sium chloride                                                                           oxy)cyclopentanone                                                                         2-(4-fluorophenoxy)cyclopentane                      229  acetylene magne-                                                                        2-(4-fluorophen-                                                                           1R,2R-(and 1S,2S-) 1-ethynyl-1-hydroxy-                   sium chloride                                                                           oxy)cyclopentanone                                                                         2-(4-fluorophenoxy)cyclopentane                      230  acetylene magne-                                                                        2-(3-chlorphenoxy)-                                                                        1R,2S-(and 1S,2R-) 1-ethynyl-1-hydroxy-                   sium chloride                                                                           cyclopentanone                                                                             2-(3-chlorophenoxy)cyclopentane                      231  acetylene magne-                                                                        2-(3-chlorophenoxy)-                                                                       1R,2R-(and 1S,2S-) 1-ethynyl-1-hydroxy-                   sium chloride                                                                           cyclopentanone                                                                             2-(3-chlorophenoxy)cyclopentane                      232  acetylene magne-                                                                        3-methylcyclohexa-                                                                         1R,3S-(and 1S,3R-) 1-ethynyl-1-hydroxy-                   sium chloride                                                                           none        3-methylcyclohexane                                  233,234                                                                             acetylene magne-                                                                        3-methylcyclohexa-                                                                         1R,3R(and 1S,3S-) 1-ethynyl-1-hydroxy-                    sium chloride                                                                           none        3-methylcyclohexane                                  235  propargyl magne-                                                                        2-butylcyclopenta-                                                                         1R,2S-(and 1S,2R-) 1-propargyl-1-hydroxy-                 sium bromide                                                                            none        2-butylcyclopentane                                  236  propargyl magne-                                                                        2-butylcyclopenta-                                                                         1R,2R-(and 1S,2S-) 1-propargyl-1-hydroxy-                 sium bromide                                                                            none        2-butylcyclopentane                                  237  propargyl magne-                                                                        2-(3-trifluoro-                                                                            1R,2S-(and 1S,2R-) 1-propargyl-1-hydroxy-                 sium bromide                                                                            methylphenoxy)-                                                                            2-(3-trifluoromethylphenoxy)cyclopentane                           cyclopentanone                                                   238  propargyl magne-                                                                        2-(3-trifluoro-                                                                            1R,2R-(and 1S,2S-) 1-propargyl-1-hydroxy-                 sium bromide                                                                            methylphenoxy)-                                                                            2-(3-trifluoromethylphenoxy)cyclopentane                           cyclopentanone                                                   __________________________________________________________________________

EXAMPLE 239 Preparation of 1R,2S(and 1S,2R)-1-Ethynyl-1-trimethylsilyloxy-2-butylcyclopentane

To a solution of 29.4 g of 1R,2S(and 1S,2R)-1-ethynyl-1-hydroxy-2-butylcyclopentane and 30.2 g of imidazole in 180 ml of dimethylformamide is added at 0° C. with stirring 24.1 g of trimethylsilylchloride. The mixture is stirred for 3 hours. The mixture is poured into 700 ml of hexane and washed twice with water and once with brine. The ether solution is dried over magnesium sulfate. The solvent is removed and the residue is distilled (bp 64°-72° C., 0.6 mm) to give 35.8 g of 1R,2S(and 1S,2R)-1-ethynyl-1-trimethylsilyloxy-2-butylcyclopentane.

EXAMPLE 240 Preparation of 1R,2R(and 1S,2S)-1-Ethynyl-1-trimethylsilyloxy-2-butylcyclopentane

To a mixture of 45.0 g of 1R,2R(and 1S,2S)-1-ethynyl-1-hydroxy-2-butylcyclopentane and 46.2 g of imidazole in 255 ml of dimethylformamide at 0° C. under nitrogen is added 36.9 g of trimethylsilylchloride. The mixture is stirred at room temperature for 3 hours and then poured into 700 ml of hexane. Water is added, the organic layer is separated and the water layer is extracted with hexane. The combined hexane solutions are washed twice with water and dried over magnesium sulfate. The solvent is removed and the residue is distilled giving the product as 53 g of a colorless oil.

EXAMPLE 241 Preparation of 1-Ethynyl-1-trimethylsilyloxycyclohexane

A 194 g portion of imidazole and 158.2 g of 1-ethynylcyclohexan-1-ol are mixed with 500 g of dimethylformamide with cooling in an ice bath. A 152 g portion of trimethylchlorosilane is added with cooling and stirring in about one minute. The mixture is stirred for one hour and allowed to stand overnight. One liter of hexane is added. The lower layer is separated, diluted with water and extracted with hexane. The hexane layers are washed several times with water and then combined and dried over magnesium sulfate. Filtration and then evaporation of the hexane-gives 198.5 g of product which is distilled giving 168 g of the desired product.

EXAMPLE 242 Preparation of 1-Propargyl-1-trimethylsilyloxycyclohexane

To a stirred solution of 55.4 g of 1-(2-propyn-1-yl)cyclohexanol [H. Gutmann, et al., Helv. Chim. Acta, 42, 179 (1959)] and 79 g of imidazole in 240 ml of DMF at 10° C. initially is added 56 ml of chlorodimethylsilane during 10 minutes. The cloudy yellow solution is stirred at room temperature for 26 hours. The resulting mixture is partitioned between 1000 ml of hexane and 400 ml of water at 0°-5° C. The hexane phase is washed successively with 6×200 ml of cold water and 200 ml of brine. The extract is dried over magnesium sulfate, filtered, and evaporated to give 85 g of colorless liquid, i.r. (film) :1240 and 830 cm⁻¹ (trimethylsilyloxy group).

EXAMPLE 243 Preparation of 1R,2S(and 1S,2R)-1-(trans-2-Iodovinyl)-1-trimethylsilyloxy-2-butylcyclopentane

To a mixture of 9.2 g of sodium borohydride and 45.8 g of 2-methyl-2-butene in 350 ml of dry tetrahydrofuran at 0° C. with stirring under nitrogen is added, over 20 minutes, 41.1 ml of boron trifluoride etherate. After 3 hours, to this resulting solution of diisomaylborane is added 38.8 g of 1R,2S(and 1S,2R)-1-ethynyl-1-trimethylsilyloxy-2-butycyclopentane in 40 ml of tetrahydrofuran in 20 minutes. The mixture is stirred 2 hours and then stored at -20° C. overnight. The mixture is allowed to warm to 0° C. and at 0° C. 85 g of dry trimethylamineoxide is added portionwise over 20 minutes. After stirring at 25° C. for one hour, the mixture is filtered through diatomaceous earth. The filtrate is poured simultaneously with a solution of 230 g of iodine in 250 ml of tetrahydrofuran into a stirred, cold solution of 430 g of sodium hydroxide in 1900 ml of water. After stirring for 30 minutes, the organic layer is separated. The aqueous layer is extracted with ether. The combined organic solutions are washed twice with a saturated solution of sodium thiosulfate and once withbrine. The solution is dried over magnesium sulfate, the solvent is removed and the residue is dissolved in hexane. The hexane solution is filtered through diatomaceous earth and silica gel. The hexane is removed and the residue is purified by dry column chromatography on silica gel eluting with hexane: 45.35 g of 1R,2S(and 1S,2R)-1-(trans-2-iodovinyl)-1-trimethylsilyloxy-2-butylcyclopentane is obtained.

EXAMPLE 244 Preparation of 1R,2R(and 1S,2S)-1-(trans-2-Iodovinyl)- 1-trimethylsilyloxy-2-butylcyclopentane

To a mixture of 12.22 g of sodium borohydride and 60.82 g of 2-methyl-2-butene in 450 ml of tetrahydrofuran under nitrogen at 0° C., is added 54.6 ml of boron trifluoride ehterate, dropwise over a 20 minute period. The solution is stirred at 0° C. for 2 hours and then at room temperature for 30 minutes. This solution is cooled to 0° C. and 55.5 g of 1R,2R(and 1S,2S)-1-ethynyl-1-trimethylsilyloxy-2-butylcyclopentane in 50 ml of tetrahydrofuran is added. The mixture is allowed to stand in a cold room overnight. To this mixture at 0° C. is added with stirring 112.8 g of trimethylamine oxide over a 20 minute period. The mixture is stirred at room temperature for 90 minutes and then filtered. To the filtrate is added simultaneously a solution of 565 g of sodium hydroxide in 2000 ml of water and a solution of 300 g of iodine in 300 ml of tetrahydrofuran. The mixture is stirred 30 minutes, the organic layer is separated and the aqueous layer is extracted with ether. The combined organic solutions are washed with saturated sodium thiosulfate solution and with saturated sodium chloride solution. The solution is dired with magnesium sulfate and filtered through a pad of silica gel. The solution is removed giving an orange liquid which is chromatographed on a dry column of silica gel giving 59.5 g of the product as a yellow liquid.

EXAMPLE 245 Preparation of 1-(3-Tri-n-butylstannyl-2-trans-propenyl)-1-trimethylsilyloxycyclohexane

To a stirred mixture of 31.5 g of 1-propargyl-1-trimethylsilyloxycyclohexane and 150 mg of azobisisobutyronitrile is added 41 ml of tri-n-butyltin hydride. The stirred mixture is heated to about 80° C. The initial exothermic reaction is moderated, and the temperature is subsequently maintained at 130°-135° C. for one hour.

The product is distilled to afford 56 g of colorless liquid, bp 150°-160° C.(0.15-0.3 mm), pmr (CDCl₃): 6.0 (multiplet, vinyl protons).

EXAMPLES 246-265

Using the procedure outlined above for Examples 239-242, the acetylenic alcohols listed in Table 27 are converted to their corresponding acetylenic trimethylsilyloxy derivative these in turn using the procedure outlined above for Examples 243 and 244, were converted to their corresponding trans-2-iodovinyl derivatives or using the procedure outlined above for Example 245, were converted to their corresponding trans-2-tri-n-butylstannyl derivatives (Table 27).

                                      TABLE 27                                     __________________________________________________________________________     Example                                                                             Acetylene of Example                                                                      Method of Example                                                                        Vinyl Iodide or Vinyl Tin Compound                   __________________________________________________________________________     246  219        244       1-(trans-2-iodovinyl)-1-trimethylsilyloxy-                                     cyclohexane                                          247  220        244       1-(trans-2-iodovinyl)-1-trimethylsilyloxy-                                     cyclopentane                                         248  221        245       1-(trans-2-tri-n-butylstannylvinyl)-1-tri-                                     methylsilyloxycycloheptane                           249  222        244       1R,3S-(and 1S,3R-) 1-(trans-2-iodovinyl)-1-                                    trimethylsilyloxy-3-propylcyclopentane               250  223        244       1R,3R-(and 1S,3S-) 1-(trans-2-iodovinyl)-1-                                    trimethylsilyloxy-3-propylcyclopentane               251  217        244       1R,2R-(and 1S,2S-) 1-(trans-2-iodovinyl)-1-                                    trimethylsilyloxy-2-butylcyclopentane                252  224        244       1R,2S-(and 1S,2R-) 1-(trans-2-iodovinyl)-1-                                    trimethylsilyloxy-2-butylcyclohexane                 253  225        244       1R,2R-(and 1S,2S-) 1-(trans-2-iodovinyl)-1-                                    trimethylsilyloxy-2-butylcyclohexane                 254  226        245       1R,2S-(and 1S,2R-) 1-(trans-2-tri-n-butyl-                                     stannylvinyl-1-trimethylsilyloxy-2-(3-                                         trifluoromethylphenoxy)cyclopentane                  255  227        245       1R,2R-(and 1S,2S-) 1-(trans-2-tri-n-butyl-                                     stannylvinyl)-1-trimethylsilyloxy-2-(3-tri-                                    fluoromethylphenoxy)cyclopentane                     256  228        244       1R,2S-(and 1S,2R-) 1-(trans-2-iodovinyl)-                                      1-trimethylsilyloxy-2-(4-fluorophenoxy)-                                       cyclopentane                                         257  229        244       1R,2R-(and 1S,2S-) 1-(trans-2-iodovinyl)-                                      1-trimethylsilyloxy-2-(4-fluorophenoxy)-                                       cyclopentane                                         258  230        245       1R,2S-(and 1S,2R-) 1-(trans-2-tri-n-butyl-                                     stannylvinyl)-1-trimethylsilyloxy-2-(3-                                        chlorophenoxy)cyclopentane                           259  231        245       1R,2R-(and 1S,2S-) 1(-trans-2-tri-n-butyl-                                     stannylvinyl-1-trimethylsilyloxy-2-(3-                                         chlorophenoxy)cyclopentane                           260  232        244       1R,3S-(and 1S,3R-) 1-(trans-2-iodovinyl)-1-                                    trimethylsilyloxy-2-methylcyclohexane                261  234        244       1R,3R-(and 1S,3S-) 1-(trans-2-iodovinyl)-1-                                    trimethylsilyloxy-3-methylcyclohexane                262  235        245       1R,2S-(and 1S,2R-) 1-(3-tri-n-butylstannyl-                                    2-trans-propenyl)-1-trimethylsilyloxy-2-                                       butylcyclopentane                                    263  236        245       1R,2R-(and 1S,2S-) 1-(3-tri-n-butylstannyl-                                    2-trans-propenyl)-1-trimethylsilyloxy-                                         butylcyclopentane                                    264  237        245       1R,2S-(and 1S,2R-) 1-(3-tri-n-butylstannyl-                                    2-trans-propenyl)-1-trimethylsilyloxy-2-                                       (3-trifluoromethylphenoxy)cyclopentane               265  238        245       1R,2R-(and 1S,2S-) 1-(3-tri-n-butylstannyl-                                    2-trans-propenyl)-1-trimethylsilyloxy-2-                                       (3-trifluoromethylphenoxy)cyclopentane               __________________________________________________________________________

REFERENCE EXAMPLE 266 2-Methylene Valaraldehyde

A mixture of 200 g. of valaraldehyde. 208.8 g. of 37% formalin and 226.7 g. of dimethylamine hydrochloride is heated with stirring at 90° C. for 24 hours and then steam distilled until no organic material distills over. The distillate is saturated with sodium chloride and the organic layer is separated and dried over magnesium sulfate then distilled, giving the desired product in the fraction boiling at 43°-45° C., 0.52 mm.

REFERENCE EXAMPLE 267 4-Hydroxy-5-methylene-1-octyne

To a stirred mixture of 12.16 g. of magnesium in 120 ml. of ether containing 200 mg. of mercuric chloride is added 2 ml. of propargyl bromide and 0.5 ml. of 1,2-dibromoethane. This mixture is stirred under argon until the reaction begins. To this is added with stirring a solution of 41.57 g. of 2-methylene valaraldehyde and 64.95 g. of propargyl bromide in 90 ml. of ether, dropwise, at a rate to maintain reflux. After addition is complete the mixture is refluxed 15 minutes, stirred at room temperature one hour, cooled to 0° C. and saturated ammonium chloride solution is added dropwise until reflux stops. The mixture is filtered through Celite, dried over magnesium sulfate and the ether is removed giving the product as a light orange oil.

REFERENCE EXAMPLE 268 5-Methylene-4-triethylsilyloxy-1-octyne

To a solution of 30.0 g. of 4-hydroxy-5-methylene-1-octyne and 31.02 g. of imidazole in 80 ml of dimethylformamide at 0° C., is added 40.9 g. of triehtychlorosilane. The mixture is stirred at room temperature for 30 minutes, poured into cold water and extracted with petroleum ether. The petroleum ether is removed and the residue is distilled. The product is recovered in the fraction boiling at 103°-106° C. (1.5 mm.).

REFERENCE EXAMPLE 269 5-Methylene-4-triethylsilyloxy-1-tri-n-butylstannyl-1-octene

A mixture of 20 g. of 5-methylene-4-triethylsilyloxy-1-octyne, 25.36 g. of tri-n-butylstannane and 0.1 g. of azobisisobutyrylnitrile is placed in an oil bath at 100° C. After 10 minutes an exotherm raises the temperature to 150° C. The mixture is then heated at 130°-140° C. for 1.5 hours. The excess tri-n-butylstannane is distilled off at 130° C. (1 mm.) and the residue is distilled in a Kugelrohr at 120°-140° C., 0.15-0.05 mm., giving the product as a colorless liquid.

REFERENCE EXAMPLE 270 3-Methylene-2-hexanone

A mixture of 100 g. of 2-hexanone, 90 g. of 30% formaline and 97.7 g. of dimethylamine hydrochloride is stirred at 85° C. for 24 hours. The mixture is then steam distilled. To the distillate is added 25 g. of potassium carbonate. The mixture is steam distilled. The organic layer is dried over magnesium sulfate and distilled in vacuo. The fraction boiling at 120°-126° C. is saved. To the residue is slowly added 46 g. of methyl iodide. The resulting paste is placed in an oil bath at 170° C. The distillate (120° C.) is collected, combined with the above distillate and redistilled in vacuo giving at 115°-119° C. the desired product.

REFERENCE EXAMPLE 271 4-Hydroxy-4-methyl-5-methylene-1-octyne

To a mixure of 5.0 g. of magnesium and 100 mg. of mercuric chloride in 10 ml. of ether is added with stirring, one ml. of dibromoethane. The mixture is stirred for 10 minutes and 0.5 ml. of propargyl bromide is added. An additional 50 ml. of ether is added, followed by a solution of 17.5 g. of 3-methylene-2-hexanone and 27.8 g. of propargyl bromide in 60 ml. of ether, dropwise at a rate to maintain vigorous reflux. The mixture is refluxed for 1/2 hour, cooled at 0° C. and saturated ammonium chloride solution is added dropwise. The mixture is filtered through Celite and the solids are washed with ether. The ether solution is dried over magnesium sulfate and the ether is removed giving the desired product.

REFERENCE EXAMPLE 272 4-Methyl-5-methylene-4-trimethylsilyloxy-1-octyne

To a solution of 25.77 g. of 4-hydroxy-4-methyl-5-methylene-1-octyne and 28.6 g. of imidazole in 50 ml. of dimethylformamide is added 22.9 g. of chlorotrimethylsilane. The mixture is stirred at room temperature for 40 minutes, poured into cold water and extracted with petroleum ether. The extract is washed with water and saturated sodium bicarbonate solution, dried over magnesium sulfate and the solvent is removed. The residue is distilled and the desired product recovered at 85°-87° C. (0.45 mm.) as a colorless liquid.

REFERENCE EXAMPLE 273 E-4-Methyl-5-methylene-4-trimethylsilyloxy-1-tri-n-butylstannyl-1-octyne

A mixture of 26 g. of 4-methyl-5-methylene-4-trimethylsilyloxy-1-octyne, 200 mg. of azoisobutyrylnitrile and 41.1 g. of tri-n-butylstannane is stirred under argon in an oil bath at 140° C. The mixture is stirred at 140°-150° C. for one hour under argon, then at 140°-150° C. for 1.5 hours under vacuum to remove excess tri-n-butylstannane. The residue is distilled via a Kugelrohr (150° C., 0.05 mm.) giving the desired product as a colorless liquid.

REFERENCE EXAMPLE 274

Treatment of the starting carbonyls of Table A with formalin by the procedure of Reference Examples 1 or 5 produces the α-methylenecarbonyl derivative which upon condensation with propargylic magnesium bromide by the procedure of Reference Examples 2 or 6 produces the hydroxy alkyne of Table A. Protection of the hydroxy alkynes of Table A with either chlorotriethylsilane according to the procedure of Reference Example 3 or chlorotrimethylsilane by the procedure of Example 6 produces the trialkylsilyloxy alkyne which upon treatment with tri-n-butylstannane by the procedure of Reference Examples 269 or 272 provides the trans-vinylstannanes of Table A.

                                      TABLE A                                      __________________________________________________________________________     STARTING                                                                               α-METHYLENE          TRIALKYLSILYL-                              CARBONYL                                                                               CARBONYL COMPOUND                                                                            HYDROXY-ALKANE                                                                              OXY ALKYNE  TRANS-VINYL                     __________________________________________________________________________                                                    STANNANE                        butryaldehyde                                                                          2-methylene butryladehyde                                                                    5-methylene-4-                                                                              5-methylene-tri-                                                                           1-trans-tri-n-butyl-                                  hydroxy-1-heptyne                                                                           ethylsiloxy-1                                                                              stannyl-5-methylene-4-                                             heptyne     triethylsiloxy-1-heptene        2-pentanone                                                                            3-methylene-2-pentanone                                                                      4-methyl-5-methy-                                                                           4-methyl-5- 1-trans-tri-n-butyl-                                  lene-4-hydroxy-1-                                                                           methylene-4-                                                                               stannyl-4-methyl-5-methylen                                                    e-                                                    heptyne      trimethylsiloxy-                                                                           siloxy-1-heptene                                                   1-heptyne                                   3-hexanone                                                                             2-methylene-3-hexanone                                                                       4-ethyl-5-methy-                                                                            4-ethyl-5-methy-                                                                           1-trans-tri-n-butyl-                                  lene-4-hydorxy-1-                                                                           lene-4-trimethyl                                                                           stannyl-4-ethyl-5-methy-                              heptyne      siloxy-1-heptyne                                                                           lene-4-trimethylsiloxy-                                                        1-heptene                       Hexaldehyde                                                                            2-methylene-hexaldehyde                                                                      5-methylene-4-                                                                              5-methylene-4-                                                                             1-trans-tri-n-butyl-                                  hydroxy-1-nonyne                                                                            triethylsiloxy-1-                                                                          stannyl-5-methylene-4-                                             nonyne      triethylsiloxy-1-                                                              nonene                          2-heptanone                                                                            3-methylene-2-heptanone                                                                      4-methyl-5-methy-                                                                           4-methyl-5- 1-trans-tri-n-butyl                                   lene-4-hydroxy-1-                                                                           methylene-4-                                                                               stannyl-4-methyl-5-methy-                             nonyne       trimethylsiloxy-                                                                           lene-4-trimethyl-                                                  1-nonyne    siloxy-1-nonene                 3-octanone                                                                             4-methylene-3-octanone                                                                       4-ethyl-5-methy-                                                                            4-ethyl-5-methy-                                                                           1-trans-tri-n-butyl-                                  lene-4-hydroxy-1-                                                                           lene-4-trimethyl-                                                                          stannyl-4-ethyl-5-methy-                              nonyne       siloxy-1-nonyne                                                                            lene-4-trimethylsiloxy-                                                        1-nonene                        heptaldehyde                                                                           3-methylene-heptaldehyde                                                                     5-methylene-4-                                                                              5-methylene-4-                                                                             1-trans-tri-n-butyl                                   hydroxy-1-decyne                                                                            triethylsiloxy-                                                                            stannyl-4-ethyl-5-methy-                                           1-decyne    lene-4-triethylsiloxy-                                                         1-decene                        2-octanone                                                                             3-methylene-1-octanone                                                                       4-methyl-5-methy-                                                                           4-methyl-5- 1-trans-tri-n-butyl                                   lene-4-hydroxy-1-                                                                           methylene-4-tri-                                                                           stannyl-4-methyl-5-methy-                             decyne       methylsiloxy-1-                                                                            lene-4-trimethylsiloxy-                                            decyne      1-decene                        3-nonanone                                                                             4-methylene-3-nonanone                                                                       4-methyl-5-methy-                                                                           4-ethyl-5-  1-trans-tri-n-butyl-                                  lene-4-hydroxy-1-                                                                           methylene-4-tri-                                                                           stannyl-4-ethyl-5-methy-                              decyne       methylsiloxy-1-                                                                            lene-4-trimethylsiloxy-                                            decyne      1-decene                        3-heptanone                                                                            4-methylene-3-heptanone                                                                      4-ethyl-5-methy-                                                                            4-ethyl-5-methy-                                                                           1-trans-tri-n-butyl                                   lene-4-hydroxy-                                                                             lene-4-trimethyl-                                                                          stannyl-4-ethyl-5-                                    1-nonyne     siloxy-1-nonyne                                                                            methylene-4-trimethyl-                                                         siloxy-1-octene                 __________________________________________________________________________

REFERENCE EXAMPLE 275 1,2-Octadien-4-one

To a stirred solution of 0.50 moles of propargylmagnesium bromide in 340 ml. of ether at -78° C. is added a solution of 65.2 g. (0.50 moles) of ethyl valerate in 100 ml. of ether during 60 minutes. The solution is stirred at -78° C. for 30 minutes and then hydrolyzed by pouring onto a mixture of ice and ether. The ether layer is washed with brine, treated with hydroquinone, dried over magnesium sulfate, and concentrated.

To a stirred, ice-cold solution of the liquid concentrate (94 g.) in 1200 ml. of tetrahydrofuran is added 60 ml. of 10% potassium carbonate solution. The resulting mixture is stirred at 0° C. for 2 hours, treated with 15 ml. of 4 N hydrochloric acid, and diluted with ether. The organic layer is washed with brine, dried over magnesium sulfate, treated with hydroquinone and concentrated. The product is distilled to provide the title compound as a colorless liquid, b.p. ca 80° C. (15 mm.).

REFERENCE EXAMPLE 276 4-Hydroxy-propadienyl-1-octyne

To a stirred solution of 125 mmol. of propargylmagnesium bromide in 85 ml. of ether at -20° C. is added a solution of 11.7 g. (95 mmol.) of 1,2-octadien-4-one in 30 ml. of ether during 30 minutes. After the addition, the solution is stirred at 25° C. overnight, cooled to 0° C., and treated dropwise with 18 ml. of saturated ammonium chloride solution. The mixture is filtered, and the filtrate is washed with brine, dried over magnesium sulfate, and concentrated. The product is distilled from anhydrous potassium carbonate to provide the title compound as a colorless liquid, b.p. 84°-87° C. (8 mm.).

REFERENCE EXAMPLE 276a 4-Propadienyl-4-trimethylsilyloxy-1-octyne

To a stirred, ice-cold solution of 10.85 g. (66.1 mmol.) of 4-hydroxy-4-propadienyl-1-octyne and 13.2 g. (194 mmol.) of imidazole in 50 ml. of dimethylformamide at 0° C. is added 9.5 ml. of chlorotrimethylsilane. The solution is kept at 0° C. for 70 hours and diluted with petroleum ether. The resulting mixture is shaken with water at 0° C. The organic layer is washed with water and brine, dried over magnesium sulfate and concentrated to give the title compound as a liquid.

REFERENCE EXAMPLE 277 1-Iodo-4-propadienyl-4-trimethylsilyloxy-trans-1-octene

To a stirred solution of 2.36 g. (10 mmol.) of 4-propadienyl-4-trimethylsilyloxy-1-octyne in 5 ml. of glyme is added a solution of 11 mmol. of bis-(3-methyl-2-butyl)borane in 15 ml. of glyme at 0° C. The mixture is stirred at 25° C. for 90 minutes, cooled to 0° C., and treated portionwise with 3.0 g. of triethylamine oxide. The stirred mixture is maintained at 25°-30° C. for 45 minutes, diluted with 20 ml. of tetrahydrofuran and poured into 100 ml. of ice-cold 15% sodium hydroxide solution, followed immediately with a solution of 8.0 g. of iodine in 20 ml. of tetrahydrofuran. The mixture is stirred at ambient temperature for 30 minutes and then extracted with ether. The extract is washed successively with water, sodium thiosulfate solution and brine; dried over magnesium sulfate; and filtered. The residue obtained after solvent evaporation is subjected to chromatography on silica gel with heptane solvent to afford the title compound as a liquid.

                                      TABLE B                                      __________________________________________________________________________     STARTING                                                                       ESTER    DIENONE   HYDROXY ALKYNE                                                                             SILOXY ALKYNE                                                                            IODOALKENE                            __________________________________________________________________________     ethyl hexanoate                                                                         1,2-nonadien-4-one                                                                       4-hydroxy-4-propadi-                                                                       4-propadienyl-4-                                                                         1-iodo-4-propadienyl-4-                                  enyl-1-nonyne                                                                              trimethylsilyoxy-                                                                        trimethylsiloxy-trans-                                               1-nonyne  1-nonyne                              ethyl heptanoate                                                                        1,2-decadien-                                                                            4-hydroxy-4-propadi-                                                                       4-propadienyl-4-                                                                         1-iodo-4-propadienyl-4-                        4-one     enyl-1-decyne                                                                              trimethylsilyloxy-                                                                       trimethylsilyloxy-trans-                                             1-decyne  1-decene                              ethyl butyrate                                                                          1,2-heptadien-                                                                           4-hydroxy-4-propadi-                                                                       4-propadienyl-4-                                                                         1-iodo-4-propadienyl-4-                        4-one     enyl-1-heptyne                                                                             trimethylsilyoxy-                                                                        trimethylsilyloxy-trans-                                             1-heptyne 1-heptene                             ethyl-4-chloro-                                                                         7-chloro-1,2-                                                                            7-chloro-4-hydroxy-                                                                        7-chloro-4-propa-                                                                        1-iodo-7-chloro-4-propa-              butyrate heptadiene-                                                                              4-propadienyl-1-                                                                           dienyl-4-trimethyl-                                                                      dienyl-4-trimethylsilyl-                       4-one     heptyne     silyoxy-1-heptyne                                                                        oxy-trans-1-heptyne                   __________________________________________________________________________

REFERENCE EXAMPLE 278

Treatment of the ethyl esters of Table A with propargyl magnesium bromide by the procedure of Example 275 followed by treatment with propargyl magnesium bromide by the procedure of Reference Example 276 followed by silyl ether formation by the procedure of Reference Example 277 followed by iodo vinylation by the procedure of Reference Example 269 is productive of the iodoalkenes and intermediates listed in Table B. The terms propadienyl and allenyl are used interchangeably in this application and refer to the --C═C═CH₂ group.

REFERENCE EXAMPLE 279 1-Hydroxy-2-hexanone

To a stirred mixture of 25 g. of valeryl chloride and 122.6 g. of tris(trimethylsilyloxy)ethylene is added 9 drops of anhydrous stannic chloride. After stirring at room temperature for 1.5 hours, the mixture is poured slowly into a stirring mixture of 60 ml. of 0.6 N. hydrochloric acid and 120 ml. of tetrahydrofuran and stirred for one hour. Work up is by diluting with ether, washing with brine, saturated sodium bicarbonate and brine again, and drying over anhydrous sodium sulfate. The ether solution is evaporated to dryness to give 21.5 g. of liquid which is vacuum distilled to give 15.5 g. of colorless liquid at b.p. 70°-77° C./9 mm.; PMRδ 4.28(s), 2.42 (t, J=6).

REFERENCE EXAMPLE 280 1-Chloro-2-hexanone

To a stirred solution of 11.5 g. of 1-hydroxy-2-hexanone in 110 ml. of dimethylformamide is added 35 ml. of methanesulfonyl chloride dropwise during 10 minutes. The mixture is heated and stirred at 85° C. for 3 hours, then cooled in a ice-water bath. To this is added 50 ml. of water dropwise and the mixture is extracted with ether. The ether solution is washed with water and brine, dried, and then distilled to give 10.8 g. of product as a colorless liquid at b.p. 30°-32° C./4 mm.; PMR δ 4.12 (s), 2.60 (t, J=7).

REFERENCE EXAMPLE 281 4-Chloromethyl-4-hydroxy-1-octyne

To a stirred suspension of 2.1 g. of magnesium and 20 mg. of mercuric chloride in 25 ml. of ether is added 0.8 ml. of propargyl bromide. After a few minutes of vigorous stirring, to this is added a mixture of 10.75 g. of 1-chloro-2-hexanone and 7.2 ml. of propargyl bromide in 25 ml. of ether, at such a rate that the reaction mixture is maintained at 25°-28° C. After addition, the mixture is stirred at room temperature one hour, cooled in an ice-water bath and 30 ml. of saturated ammonium chloride is added dropwise. The mixture is filtered through celite and washed with ether. The ether solution is concentrated to give 11.0 g. of a yellow liquid which is vacuum distilled to give 6.9 g. of product as a colorless liquid at b.p. 60°-61° C./-4 mm.; PMRδ 3.62 (ABq, CH₂ Cl), 2.53 (d, J=3,C.tbd.C--CH₂), 2.06 (t, j=3, HC.tbd.C).

REFERENCE EXAMPLE 282 4-Chloromethyl-4-trimethylsiloxy-1-octyne

To a stirred, ice-cold solution of 7.22 g. of 4-chloromethyl-4-hydroxy-1-octyne and 7.16 g. of imidazole in 28 ml. of dimethylformamide is added 6.5 ml. of trimethylchlorosilane via a syringe during 15 minutes. The resulting mixture is stirred at room temperature overnight, diluted with hexane and poured into a mixture of ice and saturated sodium bicarbonate solution. The hexane solution is separated, washed with saturated sodium bicarbonate, water and brine, dried over ahydrous sodium sulfate and concentrated in vacuo to give 11.8 g. of a colorless liquid which is vacuum distilled at b.p. 50°-57° C./3.5-4 mm. to give 9.7 g. of product as a colorless liquid; PMR δ 3.58 (s), 2.50 (d), 1.99 (t), 0.87 (s,OTMS).

REFERENCE EXAMPLE 283 1-Tri-n-butylstannyl-4-chloromethyl-4-trimethylsiloxy-trans-1-octene

A mixture of 9.27 g. of 4-chloromethyl-4-trimethyl-silyloxy-1-octyne, 40 mg. of azoisobutyronitrile, and 10.0 ml. of tri-n-butyltin hydride is heated and stirred at 125° C. for 1.5 hours, then vacuum distilled through a short path to give, after a forerun, 19.5 g. of product as a colorless liquid at b.p. 140°-160° C./0.1-0.2 mm.; PRMδ5.98 (m, olefin), 3.40 (s, CH₂ Cl), 2.40 (m, C═C--CH₂), 0.14 (s,OTMS).

REFERENCE EXAMPLES 284 and 285 7-Chloro-4-hydroxy-4-methyl-1-heptyne

To a mixture of 6.69 g. of magnesium in 20 ml. of ether under argon, is added 0.1 g. of mercuric chloride and 0.1 g. of dibromoethane. The mixture is stirred for 10 minutes and 0.5 ml. of propargyl bromide is added. A 50 ml. portion of ether is added, followed by a solution of 30 g. of 5-chloro-2-pentanone and 32.55 g. of propargyl bromide in 45 ml. of ether with stirring, at a rate to maintain vigorous reflux. The mixture is stirred an additional 15 minutes, cooled to -5° C. and an ice cold saturated solution of ammonium chloride is added dropwise. The ether layer is decanted and filtered. The solids are washed with ether which is also filtered. The combined ether filtrates are washed with water, dried over magnesium sulfate and the solvent removed giving the product as an orange oil.

REFERENCE EXAMPLE 286 7-Chloro-4-methyl-4-trimethylsilyloxy-1-heptyne

To a solution of 7-chloro-4-hydroxy-4-methyl-1-heptyne in 80 ml. of dimethylformamide at 0° C., is added 43.8 g. (0.644 moles) of imidazole and 35.02 g. (0.322 moles of) chlorotrimethylsilane. The mixture is stirred at room temperature for 45 minutes, poured into water and extracted with hexane. The hexane solution is washed with dilute sodium bicarbonate solution, dried over magnesium sulfate and the solvent removed leaving an orange liquid. This liquid is distilled giving the desired product in the fraction boiling at 83°-88° C., 1.5 mm. as a colorless liquid.

REFERENCE EXAMPLE 287 E/Z-1-tri-n-butylstannyl-7-chloro-4-methyl-4-trimethylsilyloxy-1-heptyne

A stirred mixture of 15 g. of 7-chloro-4-methyl-4-trimethylsilyloxy-1-heptyne, 18.92 g. of tri-n-butylstannane 80 mg. of azobisisobutyrylnitrile, under argon is placed in a bath at 100° C. The mixture is heated at 140° C. for one hour. Excess tri-n-butylstannane is distilled off under vacuum. The residue is distilled via a Kugelrohr (130°-135° C., 0.03 mm.) to give the desired product as a colorless liquid.

REFERENCE EXAMPLE 288 E-7-Chloro-1-iodo-4-methyl-4-trimethylsilyloxy-1-heptene

To a solution of 9.1 g. of sodium borohydride and 44 g. of 2-methyl-2-butene in 390 ml. of tetrahydrofuran, at 0° C. under argon, is added dropwise with stirring 44.56 g. of boron trifluoride etherate. The mixture is stirred 1.5 hours at 0° C., 0.5 hour at room temperature, recooled to 0° C. and a mixture of 43 g. of 7-chloro-4-methyl-4-trimethylsilyloxy-1-heptene in 60 ml. of tetrahydrofuran is added over 10 minutes. The mixture is stirred 2 hours at room temperature, then 81.8 g. of trimethylamine oxide is added portionwise over 15 minutes at 0° C. The mixture is stirred 1.5 hours at room temperature, then filtered through Celite. To the filtrate is added simultaneously, a solution of 413.7 g. of sodium hydroxide in 2 liters of water and a solution of 211 g. of iodine in 350 ml. of tetrahydrofuran. The solution is stirred vigorously for 0.5 hour, the organic layer is separated and the aqueous layer is extracted with hexane. Most of the tetrahydrofuran is removed from the initial organic layer and it is combined with the hexane extract. The combined solution is washed twice with saturated sodium thiosulfate solution, brine, dried over magnesium sulfate and filtered through a pad of silica gel. The residue is distilled via a Kugelrohr at 115°-120° C., 0.15 mm. giving the desired product as a yellow oil.

REFERENCE EXAMPLE 289 Preparation of 7-Chloro-hept-1-en-2-one

To a suspension of 28 g. (0.21 mol.) of aluminum trichloride in 75 ml. of CH₂ Cl₂ at -20° C. is added with stirring a mixture of 20 g. (0.2 mol.) of vinyltrimethylsilane and 28.2 g. (0.2 mol.) of 4-chlorobutrylchloride dropwise over 45 minutes. The mixture is stirred at -20° C. for 4 hours and kept at 0° for 18 hours. The mixture is poured into 300 g. of ice containing 50 g. NH₄ Cl and stirred until all solids are dissolved. The mixture is extracted with ether and the combined ether extracts are washed with saturated NaHCO₃ and dried (MgSO₄). The ether is removed in vacuo and the residue distilled (50°-60°, 0.125 mm.) to give a light yellow liquid (14.9 g.).

REFERENCE EXAMPLE 290 Preparation of 7-Chloro-4-hydroxy-4-vinyl-1-heptyne

To a suspension of 3.0 g. (0.12 mol.) of magnesium metal in 10 ml. ether containing 100 mg. HgCl₂ is added with stirring, under argon, 0.3 ml. of CH₂ CH₂ B₂. After 5 minutes a reaction is initiated and 0.5 g. of 80% propargylbromide in toluene is added. Upon evidence of a vigorous reaction, an additional 25 ml. of ether is introduced. A mixture of 13 g. (0.1 mol) of 7-chlorohept-1-en-2-one and 19.5 g. (0.12 mol.) of propargylbromide in 35 ml. ether is added at such a rate to maintain a vigorous reflux. After addition is complete, stirring is continued 10 minutes. The mixture is cooled to 0° C. and satd. NH₄ Cl is added slowly. The mixture is filtered through diatomaceous earth and the ether is removed in vacuo to provide the title product as an oil.

REFERENCE EXAMPLE 291 Preparation of 7-Chloro-4-trimethylsilyoxy-4-vinyl-1-heptyne

The alcohol from the previous example is dissolved in DMF (25 ml.) and 16.58 g. of imidazole and 13.3 g. of chlorotrimethylsilane is added. After stirring at ambient temperature for 1 hour, the reaction mixture is poured into ice water and extracted with petroleum ether. The organic extracts are washed with saturated NaHCO₃, and dried (MgSO₄), and concentrated in vacuo to provide an oil. This residue is distilled (76°-82°, 0.08 mm.) to afford 20.4 g. of the title product as a colorless oil.

REFERENCE EXAMPLE 292 Preparation of E-7-Chloro-4-trimethylsiloxy 4-vinyl-1-tri-n-butylstannyl-1-heptane

A mixture of 7-chloro-4-trimethylsilyloxy-4-vinyl-1-heptyne (17 g., 0.07 mol.) and 20.7 g. (0.071 mol.) of tri-n-butylstannane and 150 mg. of azobisisobutrylnitrile (AIBN) is stirred under argon in a 140° oil bath behind a safety shield. After three minutes an exotherm occurs and the mixture is maintained at 140° C. for 1.5 hours. After cooling, air is admitted and the unreacted tri-n-butylstannane is removed by distillation via Kugelrohr (140°, 0.5-0.3 mm.) to give a very light yellow oil (30 g.). This oil consists of a mixture of the E and Z isomers.

REFERENCE EXAMPLE 293 4-Chloropropyl trimethylsilylethynyl ketone

To a stirred solution of 16.8 grams of 4-chlorobutryl chloride and 20.4 grams of bis-trimethylsilylacetylene in 300 ml. of dry methylene chloride, cooled in an ice bath, is added powdered anhydrous aluminum chloride, portionwise over a period of 20 minutes. The mixture is stirred for 5 minutes, then the cooling bath is removed and the mixture stirred at room temperature for 4 hours. The mixture is poured into 500 ml. of ice water. The organic layer is separated, washed with water and brine, dried over anhydrous sodium sulfate and filtered through diatomaceous earth. The clear mother liquor is evaporated to dryness giving a brownish residue. The residue is Kugelrohr-distilled to give a colorless liquid.

REFERENCE EXAMPLE 294 7-Chloro-4-hydroxy-4-trimethylsilylethynyl-1-heptyne

To a stirred suspension of 1.29 grams of magnesium and 10 mg. of mercuric chloride in 12 ml. of ether is added 0.4 ml. of propargyl bromide. The reaction is initiated after stirring at room temperature for a few minutes. The solution of 11.2 grams of 3-chloropropyl trimethylsilylethynyl ketone and 3.51 ml. of propargyl bromide in 13 ml. of ether is added dropwise so that the mixture is very gently boiled during a period of about 40 minutes. After addition is complete, the cooling bath is removed and the mixture is stirred at room temperature for about 1.5 hours. The mixture is recooled in an ice bath and 10 ml. of saturated ammonium chloride solution is added. The resulting white mixture is filtered through diatomaceous earth. The clear mother liquor is washed with saturated sodium chloride solution and dried over anhydrous magnesium sulfate. The solvent is evaporated to dryness giving a red liquid. The liquid is Kugelrohr-distilled to afford the pale yellow liquid distillate which is the desired product.

REFERENCE EXAMPLE 295 7-Chloro-4-trimethylsilyloxy-4-trimethylsilylethynyl-1-heptyne

To a stirred mixture of 8.5 grams of 7-chloro-4-hydroxy-4-trimethylsilylethynyl-1-heptyne (Example 29) and 6.2 grams of imidazole in 24 ml. of dry dimethylformamide is added, under nitrogen, 5.7 ml. of chlorotrimethylsilane, in a slow stream, via a syringe. The mixture is stirred in an ice bath for one hour and then at room temperature overnight. The mixture is poured into hexane, washed with saturated sodium bicarbonate solution, water and then brine and dried over sodium sulfate. The solvents are evaporated to dryness yielding the desired product.

REFERENCE EXAMPLE 296 E-7-Chloro-4-trimethylsilylethynyl-4-trimethylsiloxy-4-trimethylsilylethynyl-1-tributyl stannyl-1-heptene

To a mixture of 10 mg. of azobisisobutyronitrile and 2.94 grams of 7-chloro-4-trimethylsilyloxy-4-trimethylsilylethynyl-1-heptene (Example 30) is added 2.65 ml. of tri-n-butyl stannane via a syringe. The mixture is stirred and heated under nitrogen in an oil bath at 130° C. for about 3 hours and then cooled to room temperature. The mixture is vacuum-distilled through a short-path distillation apparatus to remove a forerun of unreacted tri-n-butyl stannane. The yellow oil (pot residue) comprises the desired product as a mixture of E and Z isomers.

REFERENCE EXAMPLE 297 Preparation of E-7-Chloro-4-triethylsilyloxy-1-tri-n-butylstannyl-1-heptene

Treatment of 4-chlorobutyraldehyde by the procedures of Reference Examples 266 to 268 (utilizing chlorotriethylsilane) is productive of the title compound and the intermediates shown in Table D.

                                      TABLE D                                      __________________________________________________________________________     STARTING                                                                       CARBONYL                                                                               HYDROXYALKYNE                                                                              SILYLOXYALKYNE                                                                              VINYLSTANNANE                                 __________________________________________________________________________     4-chlorobutyr-                                                                         7-chloro-4-hydroxy-                                                                        7-chloro-4-triethylsilyloxy-                                                                E-7-chloro-4-triethylsilyloxy-                aldekyde                                                                               1-heptyne   1-heptyne    1-tri-n-butylstannyl-1-                                                        heptene and the corresponding                                                  Z isomer                                      __________________________________________________________________________

REFERENCE EXAMPLE 298 1,1-Dimethoxy-2-hexanone

A mixture of 36.9 g. of washed 50% sodium hydride dispersion (0.77 moles) and 600 ml. of dimethylsulfoxide is heated under argon at 65° C. for 2 hours. At 0° C. is added dropwise, 50 g. (0.38 moles) of ethyl valerate. The solution is stirred at room temperature for 2 hours, then diluted with 1400 ml. of water and 70 ml. of concentrated hydrochloric acid and 75 g. of sodium chloride is added. The mixture is extracted four times with chloroform and the solution is dried (magnesium sulfate charcoal). The solvent is removed. The residue is dissolved in 700 ml. of methanol. A 55.65 g. (0.22 moles) portion of iodine is added and the solution is refluxed 90 minutes. The solvent is removed, the residue is dissolved in chloroform and the solution is washed twice with water and once with saturated sodium thiosulfate. The solution is dried (magnesium sulfate charcoal). The solvent is removed and the residue is distilled twice. The fraction boiling at 64°-72° C., 5 mm. is collected to give 28.3 gm. of the title compound. [T. L. Moore J. Org. Chem., 32 786 (1967).]

REFERENCE EXAMPLE 299 4-Dimethoxymethyl-4-trimethylsiloxy-1-octyne p To a suspension of 5.31 g. (0.22 moles) of magnesium in 15 ml. of ether is added 100 mg. of mercuric chloride and 1.5 ml. of 1,2-dibromoethane. After the reaction begins, another 45 ml. of ether is added followed by the dropwise addition of a solution of 25 g. (0.16 moles of 1,1-dimethoxy-2-hexanone and 27.3 g. (0.2 moles) of 85% propargyl bromide in 45 ml. of ether at a rate which maintains reflux. Midway through the addition 15 ml. of tetrahydrofuran is added. After complete addition of the solution, the mixture is refluxed for 40 minutes. The mixture is cooled to 0° C. and saturated ammonium chloride solution is added followed by magnesium sulfate. The mixture is filtered through Celite and the solvent is removed. The residue is dissolved in 53 ml. of dimethylformamide and at 0° C. is added 24.4 g. (0.36 moles) of imidazole and 21.19 g. (0.20 moles) of trimethylchlorosilane. After stirring at 25° C. for 70 minutes, the solution is poured into water and extracted with hexanes. The organic layer is dried over magnesium sulfate and the solvent is removed. Distillation (75°-95° C., 0.3 mm.) gives 17.4 g. of the title compond. REFERENCE EXAMPLE 300 E-1-tri-Butylstannyl-4-dimethoxymethyl-4-trimethylsiloxy-1-octene

A mixture of 10.0 g. (36.7 moles) of 4-dimethoxymethyl-4-trimethylsiloxy-1-oxtyne, 12.82 g. (44 moles) of tri-n-butylstannyl hydride and 100 mg. of azobisisobutyronitrile is heated to 140° C. under argon for 2 hours. The excess hydride is distilled off and the residue is purified by molecular distillation (bath temperature=170°-175° C., 0.2 mm.) to give 20.5 g. of the title compound.

REFERENCE EXAMPLE 301

Treatment of the esters of Table E by the successive procedures of Examples 298-300 is productive of the dimethoxymethyl vinylstannanes of the Table.

                  TABLE E                                                          ______________________________________                                                      PRODUCT DIMETHOXYMETHYL                                           STARTING ESTER                                                                              VINYL STANNANE                                                    ______________________________________                                         Ethyl butyrate                                                                              E-1-tributylstannyl-4-dimethoxymethyl-                                         4 trimethylsilyloxy-1-heptene                                     Ethyl hexanoate                                                                             E-1-tributylstannyl-4-dimethoxymethyl-                                         4-trimethylsilyloxy-1-nonene                                      Ethyl heptanoate                                                                            E-1-tributylstannyl-4-dimethoxymethyl-                                         4-trimethylsilyloxy-1-decene                                      ______________________________________                                    

REFERENCE EXAMPLE 302 1-Fluoro-2-hexanone

A solution of 26.5 g. of ethyl fluoroacetate in 350 ml. of ether is cooled in a dry ice-ethanol bath under nitrogen. To this is added 250 ml. of a solution comprising 110 ml. of 2.67 M n-butylmagnesium chloride in tetrahydrofuran which has been diluted with 140 ml. of ether, dropwise through a dropping funnel over a period of one hour. During this addition, the temperature of the reaction mixture is maintained at -65° C. to -72° C. After complete addition, 100 ml. of 15% aqueous sulfuric acid is added and the mixture is stirred at room temperature for one hour. The ether portion of the mixture is separated, washed with water, then brine, dried and then concentrated on a rotary evaporator at about 15° C. The concentrated solution is distilled through a Vigorox column to remove a forerun (b.p. 40°-80° C./760 mm) and then the product is collected at 30°-35° C./14 mm.

REFERENCE EXAMPLE 303 4-Fluoromethyl-4-hydroxy-1-octyne

A 0.25 ml. of portion of propargyl bromide is added to a stirred suspension of 0.73 g. of magnesium and 6 mg. of mercuric chloride in 7.5 ml. of ether. The reaction is initiated after a few minutes of vigorous stirring at room temperature. A mixture of 3 g. of 80% 1-fluoro-2-hexanone and 3.63 g. of propargyl bromine in 7.5 ml. of ether is added dropwise through a dropping funnel so that the reaction remains gently refluxing (25° C. to 32° C.). Cooling in a water bath is required. The reaction mixture is cooled in an ice bath, quenched with 8 ml. of cold saturated aqueous ammonium chloride, filtered through Celite and washed with ether. The mother liquid is evaporated to dryness giving a reddish oily residue, which is Kugelrohr-distilled at 45° C./-4 mm giving the product as a colorless liquid.

REFERENCE EXAMPLE 304 4-Fluoromethyl-4-trimethylsilyloxy-1-octyne

To a solution of 4.38 g. of 4-fluoromethyl-4-hydroxy-1-octyne and 4.8 g. of imidazole in 19 ml. of dimethylformamide, cooled in an ice bath under nitrogen is added 4.5 ml. of trimethylchlorosilane via a syringe during a few minutes. The mixture is stirred in the ice bath for 30 minutes and then at room temperature under nitrogen overnight. The solution is poured into hexane, washed with saturated aqueous sodium bicarbonate, water, then brine and dried over anhydrous sodium sulfate. The solvents are removed in vacuo giving the product as a colorless liquid.

REFERENCE EXAMPLE 305 4-Fluoromethyl-4-trimethylsilyloxy-1-tri-n-butylstannyl-trans-1-octene

A solution of 6.36 g. of 4-fluoromethyl-4-trimethylsilyloxy-1-octyne, 11.64 g. (10.6 ml.) of tributylstannane and 40 mg. of azobisisobutyronitrile is heated and stirred at 120° C. under nitrogen for 3 hours. The mixture is cooled, filtered through Celite and washed with hexanes. The hexanes are removed in vacuo and the residual liquid in vacuum distilled through a short path. The product is obtained at b.p. 110°-135° C./0.2-0.25 mm. (The product contains a minor amount of cis isomer.)

REFERENCE EXAMPLE 306 1,1-Difluoro-2-hexanone

To a 3 liter, three-neck, round bottom flask, equipped with a magentic stirrer, a dropping funnel filled with 39.9 g. of difluoroacetic acid and 200 ml. of ether, and a rubber septum is added 1350 ml. of ether. After cooling in a dry ice-acetone bath under nitrogen, one mole of n-butyl lithium (2.2 M, hexane) is added via a double tip needle. The difluoroacetic acid solution is slowly added to the cooled n-butyl lithium solution via the dropping funnel over 3 hours. The thick mixture is stirred at -78° C. for one hour and then quenched by pouring into a mixture of one liter of 4 N hydrochloric acid and one liter of ice, divided into three flasks, with stirring. The organic layers are combined and washed with water and brine. The 1500 ml. of solution is distilled at atmospheric pressure in a water bath. After the forerun is collected, the residue is fractionally distilled giving 18.8 g. (b.p. 100°-110° C.) of product that is 75% real.

REFERENCE EXAMPLE 307 4-Difluoromethyl-4-hydroxy-1-octyne

To a stirred suspension of 3.6 g. of magnesium and 30 mg. of mercuric chloride in 0.33 ml. of ether is added 1.5 ml. of propargyl bromide. The mixture is stirred vigorously for several minutes to initiate reaction, then a solution of 15.5 g. of 1,1-difluoro-2-hexanone and 12.1 ml. of propargyl bromide in 33 ml. of ether is added slowly (dropwise) over a 1.5 hour period, so that the mixture remains gently refluxing (25°-30° C.). After addition, the mixture is stirred at room temperature for 30 minutes, then cooled in an ice bath to 0°-5° C. and quenched by adding 35 ml. of saturated ammonium chloride solution dropwise and then stirred for 30 minutes. The mixture is filtered through Celite and washed with ether. The filtrate is concentrated in vacuo giving a yellow oil. This oil is vacuum distilled at 71° C., 12 mm giving the product as 10.54 g. of colorless oil which becomes pale yellow on standing at room temperature.

REFERENCE EXAMPLE 308 4-Difluoromethyl-4-trimethylsiloxy-1-octyne

A solution of 11.5 g. of 4-difluoromethyl-4-hydroxy-1-octyne and 11.32 g. of imidazole in 45 ml. of dimethylformamide is cooled in an ice bath under nitrogen. A 10.3 ml. portion of trimethylchlorosilane is added using a syringe over a 15 minute period. The mixture is stirred in the ice bath for one hour and then overnight at room temperature. The solution is diluted with hexane and then poured into saturated aqueous sodium bicarbonate solution. The hexane solution is separated, washed with aqueous sodium bicarbonate solution and brine, dried over anhydrous sodium sulfate and the solvents are evaporated to dryness giving the desired product as a colorless liquid.

REFERENCE EXAMPLE 309 trans-4-Difluoromethyl-4-trimethylsiloxy-1-tri-n-butylstannyl-1-octene

a mixture of 13.0 g. of 4-difluoromethyl-4-trimethylsiloxy-1-octyne, 17.23 ml. of tri-n-butylstannane and 70 mg. of azobisisobutyronitrile is heated under nitrogen in an oil bath at 125°-135° C. for 2 hours. The reaction is cooled to room temperature and vacuum distilled through a short-path apparatus, giving, after a 5 ml. forerun, 35.6 g. of the product as on oil, containing a minor amount of the corresponding cis isomer.

REFERENCE EXAMPLE 310 1,1,1-Trifluoromethyl-2-hexanone

A mechanically stirred solution of 57 g. of trifluoroacetic acid in one liter of anhydrous ether, under argon,, is cooled to -78° C. and treated with one mole of n-butyl lithium (2.2 M in hexane) over a 21/4 hour period. After an additional 11/4 hours, the reaction mixture becomes gelatinous and stirring is discontinued. The reaction mixture, on standing overnight under an argon atmosphere, becomes fluid and stirring is continued for 2 hours. The solution is then syphoned into an agitated mixture of 200 ml. of concentrated hydrochloric acid and approximately one liter of cracked ice. The ether layer is separated, washed with saturated saline solution, then saturated sodium bicarbonate solution and dried over anhydrous magnesium sulfate. The ether is distilled at atmospheric pressure and the residue is fractionally distilled, giving 7.8 g. of the desired product, b.p. 75°-85° C.

REFERENCE EXAMPLE 311 4-Trifluoromethyl-4-hydroxy-1-octyne

To a stirred mixture of 1.78 g. of magnesium and approximately 25 mg. of mercuric chloride in 10 ml. of dry ether is added 0.6 ml. of propargyl bromide. The reaction is initiated by gentle warming. The refluxing solution is cooled in an ice bath and treated with a solution of 4.8 ml. of propargyl bromide and 10.85 g. of 1,1,1-trifluoromethyl-2-hexanone in 7 ml. of dry ether by dropwise addition over an 80 minute period maintaining the reaction temperature between 10° and 15° C. The mixture is stirred for 13/4 hours at room temperature, then recooled and terminated with 10 ml. of saturated ammonium chloride solution. The mixture is filtered through Celite and washed copiously with ether. The filtrate is washed with saturated saline solution, dried over anhydrous potassium carbonate-magnesium sulfate and evaporated to an oil. Fractional distillation of the oil at 12 mm pressure afforded 5.5 g. of the desired product, b.p. 65°-70° C.

REFERENCE EXAMPLE 312 4-Trifluoromethyl-4-trimethylsiloxy-1-octyne

A stirred solution of 4.99 g. of 4-trifluoromethyl-4-hydroxy-1-octyne and 5.65 g. of imidazole in 28 ml. of dry dimethylformamide, under argon, is cooled in an ice bath and then treated with 5.2 ml. of trimethylsilyl chloride by dropwise addition over a period of about 20 minutes. After an additional 15 minutes at ice bath temperature, the reaction mixture is stirred at room temperature overnight. The mixture is then poured into approximately 150 ml. of hexane and washed with small portions of ice cold water and saturated saline solution. The solution is dried over anhydrous magnesium sulfate and evaporated under reduced pressure to give the desired product.

REFERENCE EXAMPLE 313 trans-4-Trifluoromethyl-4-trimethylsiloxy-1-tri n-butylstannyl-1-octene

A stirred mixture of 6.66 g. of 4-trifluoromethyl-4-trimethylsiloxy-1-octyne and 26 mg. of azobisisobutyronitrile, under argon, is treated with 6.95 ml. of tri-n-butyl tin hydride, via a syringe. After treatment, a condenser is attached to the reaction vessel and the reaction mixture, under argon, is slowly heated to 130°-135° C. and maintained at this temperature for 1.5 hours. Subsequent fractional distillation of the reaction mixture at approximately 0.07 mm pressure gives the desired product, b.p. 125°-135° C. (containing a minor amount of the corresponding cis isomer).

REFERENCE EXAMPLE 314

Treatment of the starting carbonyl of Table F with the alkyl lithium reagent indicated provides the fluoroketones of the table, which upon subsequent treatment with propargyl magnesium bromide, provides the indicated hydroxy-alkynes, which are treated with trimethylchlorosilane by the procedure indicated to provide the alkyne-trimethylsiloxy ethers which upon treatment with tri-n-butylstannane provide the corresponding trans-vinylstannanes of the table. (Each trans-vinylstannane contains 10-20% of the corresponding cis-vinylstannane.)

                                      TABLE F                                      __________________________________________________________________________                                             ALKYNE-TRI-                            STARTING                                METHYLSIL-                             CARBONYL                                                                              ALKYL-LITHIUM                                                                            FLUOROKETONE                                                                             HYDROXY-ALKYNE                                                                              OXY-ETHER                                                                              TRANS-VINYL                    __________________________________________________________________________                                                     STANNAN                        trifluoro-                                                                            n-propyl  1,1,1-trifluoro-                                                                         4-trifluoromethyl-                                                                          4-trifluoro-                                                                           1-trans-tri-n-butyl            acetic acid      2-pentanone                                                                              4-hydroxy-1-hep-                                                                            methyl-4-                                                                              stannyl-4-trifluoro-                                      tyne         trimethyl-                                                                             methyl-4-trimethyl-                                                    siloxy-1-                                                                              siloxy-1-heptene                                                       heptyne                                difluoro-                                                                             n-propyl  1,1-difluoro-2-                                                                          4-difluoromethyl-                                                                           4-difluoro-                                                                            1-trans-tri-n-buty-            acetic acid      pentanone 4-hydroxy-1- methyl-4-                                                                              stannyl-4-difluoro-                                       heptyne      trimethyl-                                                                             methyl-4-trimethyl-                                                    siloxy-1-                                                                              siloxy-1-heptene                                                       heptyne                                ethyl fluo-                                                                           n-propyl  1-fluoro-2-pen-                                                                          4-fluoromethyl-4-                                                                           4-fluoro-                                                                              1-trans-tri-n-buty-            roacetate        tanone    hydroxy-1-hep-                                                                              methyl-4-                                                                              stannyl-4-fluoro-                                         tyne         trimethyl-                                                                             methyl-4-trimethyl-                                                    siloxy-1-                                                                              siloxy-1-heptene                                                       heptyne                                trifluoro-                                                                            n-pentyl  1,1,1-trifluoro-                                                                         4-trifluoromethyl-                                                                          4-trifluoro-                                                                           1-trans-tri-n-buty-            acetic acid      2-heptanone                                                                              4-hydroxy-1- methyl-4-                                                                              stannyl-4-trifluoro-                                      nonyne       trimethyl-                                                                             methyl-4-trimethyl-                                                    siloxy-1-                                                                              siloxy-1-nonene                                                        nonyne                                 difluoro-                                                                             n-pentyl  1,1-difluoro-2-                                                                          4-difluoromethyl-                                                                           4-difluoro-                                                                            1-trans-tri-n-butyl-           acetic acid      heptanone 4-hydroxy-1- methyl-4-                                                                              stannyl-4-difluoro-                                       nonyne       trimethyl-                                                                             methyl-4-trimethyl-                                                    siloxy-1-                                                                              siloxy-1-nonene                                                        nonyne                                 ethyl fluo-                                                                           n-pentyl  1-fluoro-2-                                                                              4-fluoromethyl-                                                                             4-fluoro-                                                                              1-trans-tri-n-butyl-           roacetate        heptanone 4-hydroxy-1- methyl-4-                                                                              stannyl-4-fluoro-                                         nonyne       trimethyl-                                                                             methyl-4-trimethyl-                                                    siloxy-1-                                                                              siloxy-1-nonene                                                        nonyne                                 trifluoro-                                                                            n-hexyl   1,1,1-trifluoro-                                                                         4-trifluoromethyl-                                                                          4-trifluoro-                                                                           1-trans-tri-n-butyl-           acetic acid      2-octanone                                                                               4-hydroxy-1- methyl-4-                                                                              stannyl-4-trifluoro-                                      decyne       trimethyl-                                                                             methyl-4-trimethyl-                                                    siloxy-1-                                                                              siloxy-1-decene                                                        decyne                                 difluoro-                                                                             n-hexyl   1,1-difluoro-2-                                                                          4-difluoromethyl-                                                                           4-difluoro-                                                                            1-trans-tri-n-butyl-           acetic acid      octanone  4-hydroxy-1- methyl-4-                                                                              stannyl-4-difluoro-                                       decyne       trimethyl-                                                                             methyl-4-trimethyl-                                                    siloxy-1-                                                                              siloxy-1-decene                                                        decyne                                 ethyl fluo-                                                                           n-hexyl   1-fluoro-2-                                                                              4-fluoromethyl-                                                                             4-fluoro-                                                                              1-trans-tri-n-butyl            roacetate        octanone  4-hydroxy-1- methyl-4-                                                                              stannyl-4-fluoro-                                         decyne       trimethyl-                                                                             methyl-4-trimethyl-                                                    siloxy-1-                                                                              siloxy-1-decene                                                        decyne                                 __________________________________________________________________________

REFERENCE EXAMPLE 315 4-hydroxy-4-methyl-7-oxa-1-octyne

To a stirred solution of propargylmagnesium bromide in 35 ml. of ether, prepared from 7.65 g. (0.3 moles) of magnesium, 170 mg. of mercuric chloride and 33.6 g. (0.28 moles) of propargyl bromide, is added dropwise under argon atmosphere a solution of 25 g. (0.245 moles) of 4-methoxy-2-butanone [L. R. Fedor, J. Am. Chem. Soc., 91:4, 908 (1969)] in 20 ml. of ether at a rate to maintain gentle refluxing. The resulting mixture is stirred at ambient temperature for an additional 30 minutes then quenched at 5° C. by the addition of 140 ml. of saturated ammonium chloride solution. After filtration the ether phase is separated; the aqueous phase is extracted twice with additional ether. The combined ether extracts are washed with saturated sodium chloride solution, dried with anhydrous magnesium sulfate and taken to dryness in vacuo. Distillation of the residual oil provided 13.7 g. (40%) of product; b.p. 84°-85° C. (13 mm.).

REFERENCE EXAMPLE 316 4-Methyl-4-trimethylsilyloxy-7-oxa-1-octyne

To a solution of 13 g. (0.091 moles) of 4-hydroxy-4-methyl-7-oxa-1-octyne and 16 g. (0.235 moles) of imidazole in 80 ml. of dry dimethylformamide is added dropwise, at 5° C. under nitrogen with stirring, 12.5 ml. (0.115 moles) of trimethylchlorosilane. After an additional 15 minutes at 5° C. the solution is stirred at ambient temperature for 18 hours then added to 450 ml. of hexane. The resulting solution is washed with ice-cold water, ice-cold saturated sodium chloride solution, dried with anhydrous magnesium sulfate and taken to dryness in vacuo. Distillation of the residual oil furnishes 16.8 g. (86%) of product; b.p. 87°-88° C. (7 mm.).

REFERENCE EXAMPLE 317 E-1-Tri-n-butylstannyl-4-methyl-4-trimethylsilyloxy-7-oxa-1-octene

To a stirred solution of 15 g. (0.069 moles) of 4-methyl-4-trimethylsilyloxy-7-oxa-1octyne and 75 mg. of azobisisobutyronitrile is added dropwise, under nitrogen atmosphere, 21.1 g. (0.073 moles) of tri-n-butyltin hydride. The solution is stirred at 130°-135° C. for 11/2 hours, then cooled to ambient temperature. Distillation provides 29 g. (86%) of product as a colorless oil; b.p. 165°-167° C. (0.25 mm.).

REFERENCE EXAMPLE 318 4-Hydroxy-4-methyl-7-thia-1-octyne

To a stirred mixture of 6.6 g. (0.275 moles) of magnesium and 116 mg. of mercuric chloride in 35 ml. of ether is added, dropwise under argon atmosphere, 35.2 g. of propargyl bromide (80% solution in toluene) and 25 g. (0.21 moles) of methylmercaptobutane-3-one [D. B. Reisner, J. Am. Chem. Soc., 78, 2132 (1956) in 100 ml. of ether at a rate to maintain gentle refluxing. After stirring at the reflux temperature for 35 minutes, the cooled mixture is quenched by dropwise addition of 140 ml. of saturated ammonium chloride solution. The ether phase is separated, washed with saturated sodium chloride solution, dried with anhydrous magnesium sulfate and taken to dryness. Distillation of the residual oil provides 27.4 g. (82%) of product as a colorless oil; b.p 114°-115° C. (7-8 mm.).

REFERENCE EXAMPLE 319 n-butyl trimethylsilylethynyl ketone

To a stirred solution of 14.4 g. of valeryl chloride and 20.4 g. of bis-trimethylsilylacetylene in 300 ml. of dry methylene chloride, cooled in an ice bath, is added powdered anhydrous aluminum chloride, portionwise, over a period of 20 minutes. The mixture is stirred for 5 minutes, then the cooling bath is removed and the mixture is stirred at room temperature for 4 hours. The mixture is poured into 500 ml. of ice-water. The organic layer is separated, washed with water and brine, dried over anhydrous sodium sulfate and filtered through diatomaceous earth. The mother liquor is evaporated to dryness giving a brownish residue. This residue is Kugelrohr-distilled to give 16.56 g. of colorless liquid at 45° C./0.3 mm which is essentially identical with the authentic product.

REFERENCE EXAMPLE 320 4-Trimethylsilylethynyl-1-octyn-4-ol

To a stirred suspension of 1.29 g. of magnesium and 10 mg. of mercuric chloride in 12 ml. of ether is added 0.4 ml. of propargyl bromide. The reaction is initiated after stirring at room temperature for a few minutes. The stirred mixture is cooled in an ice-water bath and a solution of 9.64 g. of n-butyl trimethylsilylethynyl ketone and 3.51 ml. of propargyl bromide in 13 ml. of ether is added, dropwise so that the mixture is very gently boiling during 40 minutes. After addition, the cooling bath is removed and the mixture is stirred at room temperature for 1.5 hours. The mixture is recooled in an ice-bath and 10 ml. of saturated ammonium chloride solution is added. The resulting white mixture is filtered through diatomaceous earth. The clear mother liquid is washed with saturated sodium chloride solution and dried over anhydrous magnesium suflate. The solvent is evaporated to dryness giving 10.5 g. of a red liquid. This liquid is Kugelrohr-distilled at 60° C./0.25-0.3 mm. The pale yellow liquid distillage which is the desired product weights 8.5 g.

REFERENCE EXAMPLE 321 4-Trimethylsilylethynyl-1-octyn-4-ol trimethylsilyl ether

To a stirred mixture of 8.5 g. of 4-trimethylsilylethynyl-1-octyn-4-ol and 6.2 g. of imidazole in 24 ml. of dry dimethylformamide is added,, under nitrogen, 5.7 ml. of chlorotrimethylsilane, in a slow stream, via a syringe. The mixture is stirred in an ice-bath for one hour and then at room temperature overnight. The mixture is poured into hexane, washed with saturated sodium bicarbonate solution, water and then brine and dried over sodium sulfate. The solvents are evaporated to dryness giving 11.1 g. of the desired product.

REFERENCE EXAMPLE 322 4-Trimethylsilylethynyl-4-trimethylsiloxy-1-octen-1-tri-n-butyl stannane

To a mixture of 10 mg. of azobisisobutyronitrile and 2.94 g. of 4-trimethylsilylethynyl-1-octyn-4-ol trimethylsilyl ether is added 2.65 ml. of tri-n-butyl stannane via a syringe. The mixture is stirred and heated under nitrogen in an oil bath at 130° C. for 3 hours and then cooled to room temperature. This mixture is vacuum-distilled through a short-path distillation apparatus to remove a forerun at 40° C./0.4 mm. The yellow oil (pot residue) comprises the desired product.

REFERENCE EXAMPLE 323

Treatment of the acid chlorides in Table G-1 with bistrimethylsilylacetylene, as described in Example 319, provides the trimethylsilylethynyl ketones of Table G, which upon treatment with propargylmagnesium bromide according to Example 320, provides the diacetyleneic ketones of Table G-1, which upon treatment with chlorotrimethylsilane by the procedure of Example 321 followed by treatment with tri-n-butylstannane according to Example 322, provide the vinylstannanes of Table G-1.

                                      TABLE G-1                                    __________________________________________________________________________     STARTING TRIMETHYLSILYL-                                                                            DIACETYLENIC                                              ACID KOLIDE                                                                             ETHYNYL KETONE                                                                             KETONE     VINYLSTANNANE                                  __________________________________________________________________________     4-oxapentanoyl                                                                          3-oxo-6-oxa-                                                                               4-hydroxy-4-                                                                              4-trimethyl-                                   chloride 1-trimethylsilyl-                                                                          trimethylsilylethynyl-                                                                    silyoxy-4-                                              1-heptyne   7-oxa-1-octyne                                                                            trimethylsilyl-                                                                ethynyl-7-oxa-                                                                 1-tri-n-butyl-                                                                 stannyl                                                                        trans-1-octene                                 4-oxakeptanoyl                                                                          3-oxo-6-oxa-                                                                               4-hydroxy-4-                                                                              4-trimethyl-                                   chloride 1-trimethylsilyl-                                                                          trimethylsilylethynyl-                                                                    silyloxy-4-                                             1-nonyne    7-oxa-1-decyne                                                                            trimethylsilyl-                                                                ethynyl-7-oxa-                                                                 1-tri-n-butyl-                                                                 stannyl                                                                        trans-1-decene                                 __________________________________________________________________________

REFERENCE EXAMPLE 324

Treatment of the aldehydes of Table G-2 with propargyl magnesium bromide by the proceedure described in U.S. Pat. No. 4,061,670, herein incorporated by reference, provides the propargyl alcohol of the Table. Further transformations as illustrated in U.S. Pat. No. 4,061, 670 provides the vinyliodides of Table G-2.

                  TABLE G-2                                                        ______________________________________                                         STARTING                                                                       ALDE-    PROPARGYL                                                             HYDE     ALCOHOL     VINYLIODIDE                                               ______________________________________                                         4-oxapentanol                                                                           4-hydroxy-  4-trimethylsilyloxy-7-oxa-4-vinyl-                                 7-oxa-      1-iodo-trans-1-octene                                              1-octyne                                                              4-oxaheptanal                                                                           4-hydroxy-  4-trimethylsilyloxy-7-oxa-4-vinyl-                                 7-oxa-      1-iodo-trans-1-decene                                              1-deceyne                                                             ______________________________________                                    

REFERENCE EXAMPLE 325 trans-1-Iodo-oct-1-en-4-one

To a solution of 6.4 g. of 4-hydroxy-1-iodo-trans-1-octene (U.S. Pat. No. 4,061,671, Ex. 4) in 25 ml. of ether, cooled in an ice-bath under argon, is added dropwise over 15 minutes, 25 ml. of a solution prepared by dissolving 100 g. of sodium dichromate dihydrate in 300 ml. of water, followed by 136 g. of sulfuric acid with ice-bath cooling and subsequent dilution to 500 ml. After addition, the mixture is stirred at room temperature for 2 hours and diluted with ether. The ether phase is separated and saved. The aqueous phase is extracted with ether. The ether solutions are combined, washed with saturated sodium chloride solution, 5% sodium thiosulfate solution, twice with saturated sodium chloride solution, dried over magnesium sulfate and taken to dryness, giving the product as an orange oil.

REFERENCE EXAMPLE 326 4-Deutero-4-hydroxy-1-iodo-trans-1-octene

To a solution of 5.93 g. of trans-1-iodo-oct-1-en-4-one in 100 ml. of deuterium ethoxide cooled in an ice-salt bath (0° C.)under argon, is added with stirring, 2.0 g. of sodium borodeuteride portionwise over 10 minutes. The mixture is stirred at 0° to 5° C. for 13/4 hours and then diluted with 300 ml. of ice and water. Then 5% hydrochloric acid is slowly added at 0° to 5° C. until the mixture is acidic. Ether is added, the mixture is stirred for 5 minutes and the ether layer is separated and saved. The aqueous layer is extracted with ether. The ether solutions are combined, washed three times with saturated sodium chloride solution, dried over sodium sulfate, refrigerated overnight, filtered and taken to dryness, giving the product as a pale yellow oil.

REFERENCE EXAMPLE 327 4-Deutero-4-triethylsilyloxy-1-iodo-trans-1-octene

To a solution of 5 g. of 4-deutero-4-hydroxy-1-iodo-trans-1-octene in 40 ml. of dry dimethylformamide is added 3.4 g. of imidazole. This solution is cooled in an ice-bath, under argon and to it is added, with stirring, 4 g. of chlorotriethylsilane in a steady stream. The mixture is stirred in the ice-bath for 30 minutes and then at room temperature overnight and poured into a mixture of 80 ml. of hexane and 80 ml. of ice water. The hexane layer is separated, washed with saturated sodium chloride solution, dried over sodium sulfate and taken to dryness giving the desired product.

REFERENCE EXAMPLE 328

Treatment of trans-1-iodo-dec-1-en-4-one (U.S. Pat. No. 4,061,471) by the procedures of Examples 326 and 327 is productive of 4-deutero-4-triethylsilyloxy-1-iodo-trans-1-decene.

REFERENCE EXAMPLE 329 4-Hydroxy-4-methyl-oct-1-yn-7-ene

A mixture of 19.45 g. of magnesium, 0.15 g. of mercuric chloride and 0.5 ml. of 1,2-dibromoethane in 40 ml. of ether, under argon, is stirred for 5 minutes. A 0.5 ml. portion of propargylbromide is added followed by 160 ml. of ether. To the stirred mixture is added dropwise a solution of 60.0 g. of 5-oxo-1-hexane and 87.3 g. of propargyl bromide in 100 ml. of ether, at such a rate as to maintain a vigorous reflux. After addition is complete, the mixture is stirred for 20 minutes, cooled in an ice-bath and a saturated solution of ammonium chloride is added dropwise. The solid is removed by filtration through Celite and washing with water. The solvent is removed from the filtrate giving the product as an orange liquid.

REFERENCE EXAMPLE 330 4-Methyl-4-trimethylsilyloxy-oct-1-yn-7-ene

To a mixture of 50 g. of 4-hydroxy-4-methyl-oct-1-yn-7-ene and 61.3 g. of imidazole in 100 ml. of dimethylformamide at 0° C., is added, with stirring, 49.1 g. of trimethylsilyloxy chloride. The mixture is stirred at room temperature overnight and poured into petroleum ether and water. The organic layer is washed with water and saturated sodium bicarbonate solution and dried over magnesium sulfate. The solvent is removed and the residue distilled (74°-78° C., 1.5 mm.) to give the product as a colorless liquid.

REFERENCE EXAMPLE 331 E-1-Tri-n-butylstannyl-4-methyl-4-trimethylsilyloxy-1,7-octadiene

A mixture of 30 g. of 4-methyl-4-trimethylsilyloxy-oct-1-yn-7-ene, 58.66 g. of tri-n-butylstannane and 200 mg. of azobisisobutyronitrile is placed in a bath at 95° C. and stirred under argon. The mixture is heated at 140° C. for one hour and then at 140° C. under vacuum for 1.5 hours. The mixture is distilled via a Kugelrohr at 140° C., 0.06 mm. to give the product as a colorless liquid.

REFERENCE EXAMPLE 332 1-Hydroxy-hexan-2-one

To a mixture of 25 g. of valeryl chloride and 97.06 g. of tris-trimethylsilyloxyethylene is added 9 drops of stannic chloride. The mixture is stirred until the exotherm reaches 55° C., then placed in an ice-bath. The exotherm continues to about 70° C. When the temperature begins to fall, the mixture is removed from the ice-bath and stirred for 3.5 hours, then slowly poured into a mixture of 50 ml. of 0.6 N hydrochloric acid and 100 ml. of tetrahydrofuran. This mixture is stirred for one hour, then saturated with sodium chloride and extracted with ether. The ether is washed with saturated sodium bicarbonate solution, dried over magnesium sulfate and evaporated, giving the desired product as a light yellow oil.

REFERENCE EXAMPLE 333 1-Triethylsilyloxy-hexan-2-one

To a solution of the crude 1-hydroxy-hexan-2-one (prepared in Example 1) in 80 ml. of dimethylformamide at 0° C. is added with stirring, 40.8 g. of imidazole and 45.21 g. of chlorotriethylsilane. The mixture is stirred at 0° C. for 5 minutes and then at room temperature overnight, then poured into cold water and extracted with petroleum ether. The petroleum ether solution is washed with water, then saturated sodium bicarbonate solution and then dried over magnesium sulfate. The solvent is removed and the residue is distilled. The fraction boiling at 95°-103° C. (0.7 mm.) is collected giving the desired product as a cloudy colorless liquid.

REFERENCE EXAMPLE 334 4-Hydroxy-4-triethylsilyloxymethyl-1-octyne

A mixture of 3.8 g. of magnesium and 50 mg. of mercuric chloride in 40 ml. of ether is stirred under argon. To this is added 10 drops of dibromoethane and 1 ml. of propargyl bromide. This mixture is stirred until the reaction is initiated (15 minutes), then a solution of 30.0 g. of 1-triethylsilyl-oxy-hexan-2-one and 18.55 g. of propargyl bromide in 30 ml. of ether is added dropwise, at a rate to maintain reflux. After addition is complete, the mixture is refluxed 1/2 hour, then cooled to -5° C. and a saturated solution of ammonium chloride is added. The mixture is filtered through Celite and the solids are washed with ether. The ether is filtered and then evaporated giving the desired product as a yellow oil.

REFERENCE EXAMPLE 335 4-Triethylsilyloxymethyl-4-trimethylsilyloxy-1-octyne

To a solution of the 4-hydroxy-4-triethylsilyloxymethyl-1-octyne (prepared in Example 3) and 23.9 g. of imidazole in 50 ml. of dimethylformamide at 0° C., is added with stirring, 21.2 g. of chlorotrimethylsilane. The mixture is stirred for 75 minutes, then poured into ice water and extracted with hexane. The hexane layer is washed with water, then saturated sodium bicarbonate solution, dried over magnesium sulfate and the hexane is removed. The residue is distilled. The fraction boiling at 133°-136° C. (1.2 mm.) is collected giving the desired product as a colorless liquid.

REFERENCE EXAMPLE 336 E-4-Triethylsilyloxymethyl-4-trimethylsilyloxy-1-tri-n-butylstannyl-1-octen

A mixture of 20.0 g. of 4-triethylsilyloxymethyl-4-trimethylsiloxy-1-octyne, 18.18 g. of tri-n-butylstannane and 70 mg. of azobisisobutyronitrile is stirred under argon and placed in a bath at 100° C. After 5 minutes an exotherm ensues. The mixture is heated at 130°-140° C. for one hour and then the excess tri-n-butylstannane is removed at 130° C. and reduced pressure. The residue is distilled at 130°-140° C., 0.03 mm. in a Kugelrohr apparatus, giving the desired product as a colorless liquid.

REFERENCE EXAMPLE 337

Treatment of the carboxylic acid chlorides of Table H by the procedures of Examples 332, 333, 334 and 335 is productive of the intermediates and vinylstannanes of Table H.

                                      TABLE H                                      __________________________________________________________________________     ACID   HYDROXYMETHYL                     SLYLOXY VINYL                         CHLORIDE                                                                              KETONE      SILYLOXY KETONE                                                                          HYDROXY ALKYNE                                                                             ALKYNE  STANNANE                      __________________________________________________________________________     butryl 1-hydroxy-  1-trilethylsilyl-                                                                        4-hydroxy-  4-triethyl-                           chloride                                                                              pentan-2-one                                                                               oxy-      4-triethylsilyl-                                                                           silyloxymethyl-                                                                        E-4-triethyl-                                    pentan-2-one                                                                             oxymethyl-  4-trimethyl-                                                                           silyloxymethyl-                                            1-hyptyne   silyloxy-                                                                              4-trimethyl-                                                           1-heptyne                                                                              silyloxy-1-                                                                    tributylstannyl-                                                               1-heptene                     hexanoyl                                                                              1-hydroxy-  1-triethylsilyloxy-                                                                      4-hydroxy-  4-triethyl-                           chloride                                                                              heptan-2-one                                                                               heptan-2-one                                                                             4-triethylsilyl-                                                                           silyloxymethyl-                                                                        E-4-triethyl-                                              oxymethyl-  4-trimethyl-                                                                           silyloxymethyl-                                            1-nonyne    silyloxy-                                                                              4-trimethyl-                                                           1-nonyne                                                                               silyloxy-1-                                                                    tributylstannyl-                                                               1-nonene                      heptanoyl                                                                             1-hydroxy-  1-triethylsilyloxy-                                                                      4-hydroxy-  4-triethyl-                           chloride                                                                              octan-2-one octan-2-one                                                                              4-triethylsilyl-                                                                           silyloxy-                                                                              E-4-triethyl-                                              oxymethyl-  methyl-4-                                                                              silyloxymethyl-                                            1-decyne    trimethyl-                                                                             4-trimethyl-                                                           silyloxy-                                                                              silyloxy-1-                                                            1-decyne                                                                               tributylstannyl-                                                               1-decene                      __________________________________________________________________________

REFERENCE EXAMPLE 338 Preparation of trimethylsilyl-2-trimethylsilyloxy acetate

To a solution of 15 g. (0.197 mol) of glycolic acid in 50 ml. of dry pyridine is poured 32.3 g. (0.2 mol) of 1,1,1,3,3,3-hexamethyldisilazine. After stirring 15 minutes, 10.86 g. (0.1 mol) of trimethylsilyl chloride is added dropwise. The mixture is stirred for one hour and then filtered from a white solid which is washed with petroleum ether. The filtrate and washings are concentrated at reduced pressure at 30° C. The residue is distilled (85°-86°, 15 minutes) to give 38 g. of the title compound.

REFERENCE EXAMPLE 339 Preparation of tris-trimethylsilyloxyethylene

To a solution of 50.98 g. (0.316 mol) of 1,1,1,3,3,3-hexamethyldisilazine in 250 ml. of tetrahydrofuran is added with stirring under argon at 0° C. dropwise 133.3 ml. (0.32 mol) of 2.4 M n-butyl lithium in hexane. After addition is complete the solution is maintained at 45° C. for 30 minutes. The solution is cooled to -78° and 58.7 g. of trimethylsilyl-2-trimethylsilyloxy acetate (Example 73) is added dropwise. After stirring 30 minutes, 43.2 g. (0.4 mol) of trimethylsilylchloride is added over 10 over. The solution is allowed to warm to room temperature over 30 minutes. The solvent is removed at reduced pressure. The residue is mixed with an equal volume of petroleum ether and filtered from the suspended lithium chloride. The solvent is removed and the residue is distilled (70°-75° C., 1.4 minutes) to give 64.65 g. of the title compound.

REFERENCE EXAMPLE 340 1,1-Dimethoxy-2-hexanone

A mixture of 36.9 g of washed 50% sodium hydride dispersion (0.77 moles) and 600 ml. of dimethylsulfoxide is heated under argon at 65° C. for 2 hours. At 0° C. is added dropwise, 50 g. (0.38 moles) of ethyl valerate. The solution is stirred at room temperature for 2 hours, then diluted with 1400 ml. of water and 70 ml. of concentrated hydrochloric acid and 75 g. of sodium chloride is added. The mixture is extracted four times with chloroform and the solution is dried (magnesium sulfate charcoal). The solvent is removed. The residue is dissolved in 700 ml. of methanol. A 55.65 g. (0.22 moles) portion of iodine is added and the solution is refluxed 90 minutes. The solvent is removed, the residue is dissolved in chloroform and the solution is washed twice with water and once with saturated sodium thiosulfate.

The solution is dried (magnesium sulfate charcoal). The solvent is removed and the residue is distilled twice. The fraction boiling at 64°-72° C., 5 mm. is collected to give 28.3 gm. of the title compound. [T. L. Moore, J. Org. Chem., 32 786 (1967)].

REFERENCE EXAMPLE 341 4-Dimethoxymethyl-4-trimethylsiloxy-1-octyne

To a suspension of 5.31 g. (0.22 moles) of magnesium in 15 ml. of ether is added 100 mg. of mercuric chloride and 1.5 ml. of 1,2-dibromoethane. After the reaction begins, another 45 ml. of ether is added followed by the dropwise addition of a solution of 25 g. (0.16 moles) of 1,1-dimethoxy-2-hexanone and 27.3 g. (0.2 moles) of 85% propargyl bromide in 45 ml. of ether at a rate which maintains reflux. Midway through the addition 15 ml. of tetrahydrofuran is added. After complete addition of the solution, the mixture is refluxed for 40 minutes. The mixture is cooled to 0° C. and saturated ammonium chloride solution is added followed by magnesium sulfate. The mixture is filtered through Celite and the solvent is removed. The residue is dissolved in 53 ml. of dimethylformamide and at 0° C. is added 24.4 g. (0.36 moles) of imidazole and 21.19 g. (0.20 moles) of trimethylchlorosilane. After stirring at 25° C. for 70 minutes, the solution is poured into water and extracted with hexanes. The organic layer is dried over magnesium sulfate and the solvent is removed. Distillation (75°-95° C., 0.3 mm.) gives 17.4 g. of the title compound.

REFERENCE EXAMPLE 342 E-1-tri-n-Butylstannyl-4-dimethoxymethyl-4-trimethylsiloxy-1-octene

A mixture of 10.0 g. (36.7 mmoles) of 4-dimethoxymethyl-4-trimethylsiloxy-1-octyne, 12.82 g. (44 mmoles) of tri-n-butylstannyl hydride 100 mg. of azobisisobutyronitrile is heated to 140° C. under argon for 2 hours. The excess hydride is distilled off and the residue is purified by molecular distillation (bath temperature=170°-175° C., 0.2 mm.) to give 20.5 g. of the title compound.

REFERENCE EXAMPLE 343

Treatment of the ethyl esters of Table N by the procedure of Reference Example 1 provides the β-ketosulfoxides of the table which are converted to the ketoacetals. Treatment of the ketoacetals of the table with propargyl magnesium bromide, provides the hydroxyalkyne that is protected as the TMS-alkyne of the table by the procedure of Reference 267. Hydrostannation by the procedure of Reference Example 268 provides the trans vinylstannanes of Table N.

                                      TABLE N                                      __________________________________________________________________________     Starting                  Trimethylsilyloxy                                    Ester    β-keto-sulfonide                                                                  ketoacetal                                                                              alkyne    trans vinyl stannane                       __________________________________________________________________________     ethyl butyrate                                                                          4-oxo-2-sulfinyl-                                                                      1,1-dimethoxy-2-                                                                        4-dimethoxymethyl-                                                                       1-trans-tri-n-butyl-                                neptane pentanone                                                                               4-trimethylsilyloxy-                                                                     stannyl-4-dimethoxy-                                                 1-heptyne methyl-4-trimethyl-                                                            siloxy-1-heptene                           ethyl hexanoate                                                                         4-oxo-2-sulfinyl-                                                                      1,1-dimethoxy-2-                                                                        4-dimethoxymethyl-                                                                       1-trans-tri-n-butyl-                                nonane  heptane  4-trimethylsilyloxy-                                                                     stannyl-4-dimethoxy-                                                 1-nonyne  methyl-4-trimethyl-                                                            siloxy-1-nonene                            ethyl heptanoate                                                                        4-oxo-2-sulfinyl-                                                                      1,1-dimethoxy-2-                                                                        4-dimethoxymethyl-                                                                       1-trans-tri-n-buty-                                 decene  octanone 4-trimethylsilyloxy-                                                                     stannyl-4-dimethoxy-                                                 1-decyne  methyl-4-trimethyl-                                                            siloxy-1-decene                            __________________________________________________________________________

REFERENCE EXAMPLE 344 1,2-Dibromo-2-ethoxyethane

To 143 ml. of ethylvinyl ether at -25° C. is added, dropwise with stirring, during 2 hours, 82 ml. of bromine, at such a rate as to maintain the temperature at -10° C. The excess bromine is titrated with a few ml. of ethylvinyl ether. The product is distilled directly from the reaction vessel. After a 30 g. forerun, the main fraction of 266 g. of colorless liquid is collected, b.p. 55°-57° C., 10 mm. Reference: Zhur. Org. Khim., 2, 1569 (1966).

REFERENCE EXAMPLE 345 1-Bromo-2-ethoxyhexane

To a stirred solution of 1.68 moles of n-butylmagnesium bromide, as a 1.7 M solution in ether, is added dropwise a solution of 300 g. of 1,2-dibromo-2-ethoxyethane in 750 ml. of ether during a period of 2 hours at -15° C. The resultingmixture is stirred for one hour while warming to 20° C., then cooled to 0° C., and treated while stirring with 500 ml. of water, followed by 100 ml. of 4 N hydrochloric acid. The organic layer is washed with brine, dried over magnesium sulfate and concentrated. The residue is distilled to provide a colorless liquid, b.p. 83°-84° C., 18 mm.

REFERENCE EXAMPLE 346 2-Ethoxy-1-hexene

A 17.3 g. portion of 50% sodium hydride in mineral oil is washed free of the mineral oil under a nitrogen atmosphere with three 150 ml. portions of petroleum ether. This sodium hydride is then suspended in 300 ml. of dry dimethylformamide. A solution of 62.7 g. of 1-bromo-2-ethoxyhexane in 150 ml. of dimethylformamide is added followed by one ml. of isopropanol. The mixture is stirred and heated cautiously using an oil bath, starting at 25° C. Upon reaching an internal temperature of 82° C., a vigorous exothermic reaction begins. This reaction is maintained by a water bath at 85° C. to 90° C. When the reaction slows, the mixture is heated externally at 85° C. to 90° C. for 45 minutes. The reaction mixture is cooled to 0° C., treated cautiously with a total of 1.5 liters of water and then extracted with three 400 ml. portions of ether. The organic extracts are combined, washed with three 250 ml. portions of water, then two 250 ml. portions of brine and dried over potassium carbonate. To the organic solution is added 6 drops of pyridine and 100 mg. of hydroquinone. This mixture is filtered and concentrated in vacuo, giving an orange liquid. Distillation of this crude product gives 21 g. of the desired product, b.p. 83°-85° C., 140 mm.

Reference: Chem. Abstr., 54, 8595f.

REFERENCE EXAMPLE 347 2-Butyl-1-chloro-2-ethoxy-1-fluoro cyclopropane

To a solution of 61.0 g. of 2-ethoxy-1-hexene, 135 ml. of 13.5 M potassium hydroxide and 217 g. of "18-crown -6" ether at -15° C. is added dropwise over 30 minutes at 0°, a 90 ml. portion of dichlorofluoromethane. After the addition, the mixture is placed in an ice bath. An exotherm raises the temperature to 20° C., whereupon the mixture is placed in a dry-ice/carbon tetrachloride bath to maintain the temperature at -5° C. to 0° C. After three hours at this temperature, the reaction mixture is diluted with water and extracted with ether. The ether extracts are combined, washed with water, then brine, dried over potassium carbonate and concentrated in vacuo to an oil. This oil is distilled through a 6 inch Vigreux column to provide 82 g. of the desired compound as a colorless liquid, b.p. 70°-71° C., 16 mm.

REFERENCE EXAMPLE 348 3,3-Diethoxy-2-fluoro-1-hexene

A stirred solution of 58.4 g. of 2-butyl-1-chloro-2-ethoxy-1-fluorocyclopropane and 166 g. of anhydrous potassium carbonate in 400 ml. of absolute ethanol is heated at reflux for 18 hours. The solution is cooled and the bulk of the ethanol is removed in vacuo. The residue is partitioned with 500 ml. of water and 750 ml. of ether. The ether phase is washed with three 100 ml. portions of brine, dried over potassium carbonate and concentrated in vacuo to provide 54 g. of a pale yellow oil. A 4.45 g. portion of this oil is distilled through a 6 inch Vigreux column giving 2.5 g. of the desired product as a colorless liquid, b.p. 80°-81° C., 24 mm.

REFERENCE EXAMPLE 349 2-Fluorohex-1-en-2-one

A solution comprising 49 g. of 3,3-diethoxy-2-fluoro-1-hexene, 60 ml. of 4 N hydrochloric acid, 720 ml. of tetrahydrofuran and 0.25 g. of hydroquinone is allowed to stand at room temperature for 17 hours. The solution is then concentrated in vacuo to 150 ml. and diluted with ether and brine. The ether layer is washed with brine, dried over magnesium sulfate and concentrated in vacuo giving 28 g. of a light yellow liquid. This liquid is distilled giving 19 g. of the desired compound. (This ketone should be used immediately in the procedure of Example 272 and hydroquinone should be added to the distillate to prevent polymerization.)

REFERENCE EXAMPLE 350 4-Hydroxy-4-(1'-fluorovinyl)-1-octyne

The grignard reaction is accomplished according to the procedure disclosed in U.S. Pat. No. 4,061,670 which is incorporated herein by reference.

To a stirred suspension of 62 mg. of mercuric chloride and 4.97 g. of magnesium metal shavings in 30 ml. of ether, at room temperature, is added a soluton of 29.1 g. of 80% propargyl bromide in tolune in 90 ml. of ether. After the grignard formation is complete, the grignard soluton is cooled to -20° C. and a solution of 18.9 g. of 2-fluorohex-1-en-2-one in 65 ml. of ether is added. The reaction mixture is stirred at room temperature for 1.5 hours, recooled to 0° C., quenced cautiously with 5 ml. of saturated ammonium chloride and diluted with 50 ml. of ether. The ether phase is wased with brine, filtered through diatomaceous earth, dried over a mixture of potassium carbonate and magnesium sulfate and concentrated in vacuo, giving 30 g. of an oil. A small amount of potassium carbonate is added to this oil which is then distilled through a 6 inch Vigreux column giving 14 g. of the desired product as a colorless liquid, b.p. 70°-73° C., 14 mm.

REFERENCE EXAMPLE 351 4-(1'-Fluorovinyl)-4-trimethylsilyloxy-1-octyne

To a stirred 0° C. solution of 13.7 g. of 4-(1-fluorovinyl)-4-hydroxy-1-octyne and 16.1 g. of imidazole in 60 ml. of anhydrous dimethylformamide is added, via a syringe over a 3 minute period, 11.6 ml. of chlorotrimethylsilane. The resulting solution is stirred at room temperature for 18 hours, cooled to 0° C., diluted with 350 ml. of petroleum ether and shaken with 150 ml. of water. The organic phase is separated, washed with six 50 ml. portions of water, then 50 ml. of brine, dried over magnesium sulfate and concentrated in vacuo giving 18.9 g. of the desired product as a colorless liquid.

REFERENCE EXAMPLE 352 E-4-(1'-Fluorovinyl)-1-tributylstannyl-4-trimethylsilyloxy-1-octene

A mixture of 21.4 ml. of tributylstannane, 18.3 g. of 4-(1'-fluorovinyl)-4-trimethylsilyloxy-1-octyne and azobisisobutyronitrile is heated under an inert atmosphere on an oil bath. Upon reaching 85° C. a rapid exotherm occurs which is moderated to maintain 140° C. using a water bath. After the exotherm the mixture is heated at 135° C. for one hour, then cooled to room temperature. The resulting oil is distilled via a Kugelrohr to give the desired product as 33.68 g. of a light yellow liquid (air bath 160° C., 0.15 mm.).

The residual oil is dissolved in 45 ml. of methanol and the resulting solution is extracted twice with 45 ml. portions of heptane. The extracts are discarded. The methanol solution is taken to dryness leaving 5.64 g. of oil. This oil is applied to a 2 inch flat dry column containing 750 g. of silica gel and developed with ethyl acetate:hexane:acetic acid (60:40:1). The bottom 20 inches of the column is removed and discarded. The remainder of the column is divided into one inch segments. Segments 20-25 are combined to provide 392 mg. of the desired product as an oil.

REFERENCE EXAMPLE 353 dl-11α,16-dihydroxy-9-oxo-16-(1-fluorovinyl)-5-cis,13-trans-prostadiene

To a stirred solution of 8.7 g. of (E)-1-tri-n-butylstannyl)-4-(1'-fluorovinyl)-4-trimethylsilyloxy-1-octene in 10 ml. of dry tetrahydrofuran, cooled to -78° C. under an argon atmosphere, is added dropwise over a period of 15 minutes, 7.7 ml. of 1.92M n-butyllithium. The resulting solution is stirred at -78° C. for 20 minutes, then at -45° C. to -35° C. for 21/2 hours. The solution is recooled to -78° C., and a chilled solution of 2.9 g. of pentynylcopper and 9.0 g. of tri-n-butylphosphine in 20 ml. of dry ether is added dropwise over a period of 5 minutes. This turbid solution is stirred at -78° C. for 11/2 hours. A solution of 4.0 g. of 4-(trimethylsiloxy)-2-(6'-carbotrimethylsiloxy-2'-(cis)-hexenyl)cyclopent-2-en-1-one in 10 ml. of dry ether is chilled in a dry-ice/acetone bath and added dropwise during a period of 5 minutes. This solution is stirred at -78° C. for 20 minutes, then at -45° C. to 31 35° C. for one hour, then slowly allowed to warm to -23° C. over a period of 45 minutes. The solution is recooled to -78° C. and the reaction is quenched by pouring the solution into an ice cold mixture of 200 ml. of saturated ammonium chloride solution and 200 ml. of ether. The mixture is stirred rapidly for 20 minutes, then stored in a refrigerator overnight.

The layers are separated and the aqueous layer is extracted with two 250 ml. portions of ethyl acetate. The combined organic layers are washed with 250 ml. of cold dilute hydrochloric acid and then twice with 250 ml. of a solution of

REFERENCE EXAMPLE 354 Preparation of 3-vinyl-3-trimethylsilyloxy-1-octyne

Acetylene (dried using H₂ SO₄ and KOH) was bubbled into 300 ml. of THF at 0° while a solution of the n-butylmagnesium chloride was added dropwise over 1.5 hr. After addition was complete a solution of the 3-oxo-1-octene in 100 ml. of THF was added dropwise over 15 min. The ice in the bath was allowed to melt slowly and the solution was stirred at room temperature overnight.

The mixture was cooled to 0° and 50 ml. of saturated NH₄ Cl was added dropwise with stirring. The mixture was filtered through celite, dried over magnesium sulfate and filtered again through Celite. The solvent was removed and the residue was stirred in 75 ml. of DMF containing the imidazole at 0° as the trimethylsilylchloride was slowly poured in. After 10 min. at 0° and 2.5 hr. at room temperature, the mixture was poured into H₂ O and extracted with petether. The organic layer was worked with water and NaHCO₃ and dried (MgSO₄). The solvent was removed and the residue was distilled (0.3 mm 63°-67°) to give the product as a colorless liquid.

REFERENCE EXAMPLE 355 Preparation of 3-vinyl-3-trimethylsilyloxy-1-tri-n-butylstannyl-1-octene

A mixture of the product of reference example 149, tin hydride and azobisisobutyronitrile was stirred under argon and placed in a bath at 100° C. After about 10 minutes an exotherm ensued. The mixture was stirred for 1.5 hours at 140° C. The excess tin hydride was removed by stirring at 130° under vacuum. The residue was distilled via Kugelrohr (0.04 mm 145°-155° ) to provide 24.9 gms of title product as a colorless liquid.

REFERENCE EXAMPLE 356 Trimethylsilyl methoxyacetate

To a solution of 87 g. of methoxyacetic acid in a mixture of 100 ml of tetrahydrofuran and 50 ml. of pyridine at 0° C. is added dropwise 155.8 g. of hexamethyldisilazane followed, dropwise, by 52.5 g. of chlorotrimethylsilane. The mixture is stirred overnight, diluted with petroleum ether and filtered through Celite. The petroleum ether is removed by roto-evaporation at 30° C. and the residue is distilled (aspirator pressure) giving, after a forerun of solvents, a fraction at 54°-55° C. of the desired product.

REFERENCE EXAMPLE 357 1-Methoxy-2,2-bis-trimethylsilyloxyethylene

To a solution of 120.4 g. of hexamethyldisilazane in 400 ml. of tetrahydrofuran at room temperature, under argon, is added with stirring 296.6 ml of 2.4 M n-butyllithium at a rate which maintains the temperature at 30° C. After addition, the solution is stirred for one hour, cooled to -78° C. and 110 g. of trimethylsilyl methoxyacetate is added dropwise so that the temperature remains at -70° C. After addition, the solution is stirred at -78° C. for 20 minutes. An 86.4 g. portion of chlorotrimethylsilane is added dropwise so that the temperature remains at -70° C. The mixture is allowed to warm slowly to room temperature and then stirred overnight. The mixture is diluted with petroleum ether, filtered through Celite; the solvent is removed and the residue is distilled at 66°-69° C., 6 mm. giving the desired product as a colorless liquid.

REFERENCE EXAMPLE 358 Preparation of Trimethylsilyl Methylthioacetate

To a stirred solution of 164.5 g. (1.55 mol) of methylthioacetic acid in 150 ml. of pyridine and 200 ml. of THF was added 187.6 g. (1.16 mol) of HMDS followed by the dropwise addition of 50.5 g. (0.46 mol) of TMS-Cl. The solution was diluted with an equal volume of petroleum ether and filtered through Celite. The solvent was removed and the residue was distilled (54°-57°, 1.55 mm.) to give 207.6 g. (75%) of 10: 'H NMRδ_(Me).sub..sbsb.4_(Si) (CDCl₃) 3.02 (s, 2H, CH₂), 2.04 (s, 3H, SCH₃), 0.16 (s, 9H, Si(CH₃)₃); IR (neat) 1718 cm⁻¹.

Anal. Calcd for C₆ H₁₄ SO₂ Si: C, 40.41; H, 7.91; S, 17.94.

Found: C, 41.12; H, 8.00; S, 17.25.

REFERENCE EXAMPLE 359 Preparation of 2-methylthia-1,1-bis-trimethylsilyloxyethylene

To a stirred solution of (1.52 mol) of HMDS in 1.2 L. of THF was added over 1.5 h. under nitrogen, at 0° C. 650 ml. of 2.4 M n-butyllithium in hexane. The solution was then maintained at 45° C. for 30 minutes. The solution was cooled to -78° C. and 1.25 mol of trimethylsilyl methylthiaacetate was added dropwise over a 30 minute period. After stirring an additional 30 minutes, 1.9 mol of TMS-Cl was added dropwise. The solution was allowed to warm to room temperature. The solution was poured into 1 L. of petroleum ether and filtered through Celite. The solvent was removed and the residue was redissolved in petroleum ether. The filtration process was repeated. The solvent was removed and the residue was distilled (54°-56° C., 0.1 mm.) to give the desired product.

REFERENCE EXAMPLE 360 Trimethylsilyl phenoxyacetate

To a solution of 75 g. of phenoxyacetic in 60 ml. of tetrahydrofuran and 70 ml. of pyridine is added, in a steady stream, 87.5 g. of hexamethyldisilazane. The mixture is stirred for 10 minutes and 29.45 g. of chlorotrimethylsilane is rapidly added dropwise. The mixture is stirred at room temperature for 2 hours and then the solvents are removed at 55° C. under vacuum. The residue is mixed with petroleum ether, filtered through Celite and the solvents are removed. The residual filtrate is redissolved in petroleum ether and filtered through Celite. The solvent is removed and the residue distilled at 105°-107° C., 2.7 mm. giving the desired product as a colorless liquid.

REFERENCE EXAMPLE 361 1-Phenoxy-2,2-bis-trimethylsilyloxyethylene

To a solution of 74.5 g. of hexamethyldisilazane in 250 ml. of tetrahydrofuran is added 184 ml. of 2.4 M n-butyllithium at a rate which maintains the temperature at 53° C. The mixture is then stirred at 45° C. for 20 minutes, cooled to -78° C. and 90 g. of trimethylsilyl phenoxyacetate in 30 ml. of tetrahydrofuran is added dropwise maintaining the temperature below -70° C. This mixture is stirred for 1/2 hour and then 54.5 g. of chlorotrimethylsilane is added dropwise maintaining the temperature below -65° C. The mixture is then allowed to warm slowly to room temperature and stirred overnight. The tetrahydrofuran is removed. The residue is dissolved in petroleum ether and filtered through Celite. The solvent is remoed and the residue distilled at 118°-120° C., 1.2 mm. to give the desired product as a colorless liquid.

REFERENCE EXAMPLE 362 1,2-bis-Methoxy-1-trimethylsilyloxyethylene

To a solution of 186 g. (1.2 mol) of 1,1,1,3,3,3-hexamethyldisilazane in 550 ml. of tetrahydrofuran is added under argon with stirring at 0° C. 417.6 ml. of 2.3 M n-butyllithium in hexane. After 0.5 hours the solution is cooled to -78° C. and 100 g. (0.96 mol) methyl methoxyacetate is added dropwise. After 0.5 hours, 104.35 g. (0.96 mol) of trimethylchlorosilane is added dropwise. The solution is allowed to slowly warm to room temperature. The mixture is filtered and the solvent is removed. The residue is dissolved in petroleum ether and the mixture is filtered through Celite. The solvent is removed and the residue is fractionally distilled. The fraction boiling 68°-71°, 35 mm. consists of 83 g. of the title compound.

REFERENCE EXAMPLE 363 4-Dimethyl-t-butylsilyloxy-2-(6-carbodimethyl-t-butylsilyloxyhexyl)cyclopent-2-en-1-one

A mixture of 29.3 g. of 4-hydroxy-2-(6-carboxyhexyl)cyclopent-2-en-1-one, 41.95 g. of dimethyl-t-butylchlorosilane and 37.91 g. of imidazole in 130 ml. of dimethylformamide is stirred overnight, poured into water and extracted with petroleum ether. The organic solution is washed with water, then saturated sodium bicarbonate solution and dried over magnesium sulfate. The solvent is removed and the residue distilled via a Kugelrohr giving the desired product as a colorless oil.

REFERENCE EXAMPLE 364 2-(6-Chloroformylhexyl)-4-dimethyl-t-butylsilyloxycyclopent-2-en-1-one

To a mixture of 50.6 g. of 4-dimethyl-t-butylsilyloxy-2-(6-carbodimethyl-t-butylsilyloxyhexyl)cyclopent-2-en-1-one and 0.7 ml. of dimethylformamide in 150 ml. of tetrahydrofuran at 0° C., under argon, is added 16.1 g. of oxalyl chloride. The mixture is stirred at 0° C. for 2 hours and then at room temperature for 2.5 hours. The solvent is removed at 35° C. The residue is dissolved in petroleum ether and filtered through Celite. The petroleum ether is removed, the residue is again dissolved in fresh petroleum ether and filtered through Celite. The solvent is removed giving the desired product as a dark orange oil.

REFERENCE EXAMPLE 365 4-Hydroxy-2-(6-methoxyacetylhexyl)cyclopent-2-en-1-one

A solution of 30 g. of 2-(6-chloroformlhexyl)-4-dimethyl-t-butylsilyloxycyclopent-2-en-1-one and 43 g. of 1-methoxy-2,2-bis-trimethylsilyloxyethylene in 150 ml. of chlorobenzene, under argon, is refluxed for 41/4 hours. The solvent is removed at reduced pressure at 40° C. The residue is refluxed with 300 ml. of tetrahydrofuran and 75 ml. of 0.9 N hydrochloric acid for 13/4 hours. The tetrahydrofuran is removed at reduced pressure. The residue is saturated with sodium chloride and extracted with ethyl acetate. The ethyl acetate solution is washed with saturated sodium bicarbonate solution, dried over magnesium sulfate and filtered through a pad of silica gel. The solvent is removed giving a yellow oil which is chromatographed on a dry silica gel column, eluting with ether to give the desired product.

REFERENCE EXAMPLE 366 4-Trimethylsilyloxy-2-(6-methoxyacetylhexyl)cyclopent-2-en-1-one

To a stirred mixture of 11 g of 4-hydroxy-2-(6-methoxyacetylhexyl)cyclopent-2-en-1-one and 7.33 g. of hexamethyldisilazane in 20 ml. of pyridine is added 2.47 g. of chlorotrimethylsilane. The mixture is stirred at room temperature overnight, the solvent is removed at reduced pressure and the residue is dissolved in petroleum ether and filtered through Celite. The petroleum ether is removed and the residue is distilled via a Kugelrohr at 170°-180° C., 0.05 mm. giving an orange oil. To this oil is added 10 ml. of pyridine, 1.5 ml. of hexamethyldisilazane and 0.7 ml. of chlorotrimethylsilane. After standing for 30 minutes, the mixture is extracted with petroleum ether. The petroleum ether is dried over magnesium sulfate and then the solvent is removed giving the desired product as a yellow oil.

REFERENCE EXAMPLE 367 4-Hydroxy-2-(6-methoxyacetyl-hex-2-cis-enyl)cyclopent-2-en-1-one

A mixture of 10.2 g. of 2-(6-chloroformylhex-2-cis-enyl)-4-dimethyl-t-butylsilyloxycyclopent-2-en-1-one and 16.7 g. of 1-methoxy-2,2-bis-trimethylsilyloxyethylene is stirred at 120° C., under argon, for 7 hours. To this mixture is added 40 ml. of 0.6 N hydrochloric acid, 120 ml. of tetrahydrofuran and 15 ml. of acetic acid and the mixture is stirred at reflux for one hour. The tetrahydrofuran is removed and the residue is mixed with ethyl acetate. The organic layer is washed with saturated sodium bicarbonate solution and dried over magnesium sulfate. The solvent is removed and the residue chromatographed on a silica gel column using ether to elute the desired product.

REFERENCE EXAMPLE 368 4-(1-Methoxy-1-methylethoxy)-2-(6-methoxyacetyl-hex-2-cis-enyl)cyclopent-2-en-1-one

To a solution of 1.4 g. of 4-hydroxy-2-(6-methoxyacetylhex-2-cis-enyl) cyclopent-2-en-1-one in 2 ml. of dichloromethane is added one ml. of 2-methoxy propene. After 1/2 hour, the solvent, is removed giving the desired product.

REFERENCE EXAMPLE 369 4-Hydroxy-2-(6-phenoxyacetylhexyl)cyclopent-2-en-1-one

A mixture of 13.2 g. of 2-(6-chloroformylhexyl)-4-dimethyl-t-butylsilyloxycyclopent-2-en-1-one and 24 g. of 1-phenoxy-2,2-bis-trimethylsilyloxyethylene in 50 ml. of chlorobenzene is stirred at reflux under argon for 5 hours and then at room temperature overnight. The solvent is removed at reduced pressure and 40° C. and the residue is refluxed in a mixture of 100 ml. of tetrahydrofuran and 25 ml. of 1 N hydrochloric acid for 1.5 hours. The tetrahydrofuran is removed and the residue is diluted with water and extracted with ethyl acetate. The organic layer is washed with saturated sodium bicarbonate solution, dried over magnesium sulfate and filtered through a pad of silica gel. The solvent is removed giving a yellow solid which is recrystallized from ethyl acetate-hexane giving the desired product as a tan solid.

REFERENCE EXAMPLE 370 4-Trimethylsilyloxy-2-(6-phenoxyacetylhexyl)cyclopent-2-en-1-one

A mixture of 6.3 g. of 4-hydroxy-2-(6-phenoxyacetylhexyl)cyclopent-2-en-1-one, 3.34 g. of hexamethyldisilizane and 1.12 g. of chlorotrimethylsilane in 20 ml. of pyridine is stirred at room temperature for 2.5 hours. The pyridine is removed. The residue is dissolved in petroleum ether and filtered through Celite. The filtrate is washed with saturated sodium bicarbonate solution, dried over magnesium sulfate and filtered through a pad of silica gel. The pad is washed with ether. The filtrate and washings are combined and the solvent is removed. The resulting yellow oil is crystallized in a freezer giving the desired product.

REFERENCE EXAMPLE 371 2-[8-methoxy-8-methoxycarbonyl-7-(trimethylsilyloxy)-7-octenyl]-4-trimethylsilyloxy cyclopent-2-en-1-one

To a solution of 31.6 g. (69.5 mmol) of 2-[6-carbo-t-butyldimethylsilyloxyhexyl]-4-t-butyldimethylsilyloxy cyclopent-2-en-1-one in 80 ml. of tetrahydrofuran at 0° C. with stirring is added 0.4 ml. of dimethylformamide and 10.14 g. (79.9 mmol) of oxalyl chloride. After 2 hours at 0° C. and 2 hours at room temperature, the solvent is removed. The residue is dissolved in petroleum ether and filtered and the solvent is removed. To the residue is added 24.5 g. of 1,2-bis-dimethoxy-1-trimethylsilyloxyethylene and 100 ml. of chlorobenzene. The mixture is refluxed for 6 hours under argon. The solvent is removed and the residue is stirred for one hour in a mixture of 100 ml. of tetrahydrofuran, 20 ml. of acetic acid, and 25 ml. of 0.6 N hydrochloric acid. The solvent is removed and the residue is dissolved in ether. The ether solution is washed with water and saturated sodium bicarbonate. The solution is dried and the ether is removed. The residue is chromatographed on a dry column of silica gel eluting with ether. The major bond is collected and extracted with ethyl acetate. The solvent is removed. To 8.0 g. of the residue is added 30 ml. of dry pyridine, 8.3 g. (51.2 mmol) of 1,1,1,3,3,3-hexamethyldisilazane and 2.8 g. (25.6 mmol) of chlorotrimethylsilane. After stirring 17 hours, the pyridine is removed, the residue is dissolved in petroleum ether and the solution is filtered. The solvent is removed and the residue is subjected to molecular distillation (185°-190° C., 0.04 mm.) to give 10.1 g. of the title compound.

REFERENCE EXAMPLE 372 1,9-Dioxo-11α,15-dihydroxy-1-methoxymethyl-15-vinyl-13-trans-prostene

To a solution of 5.2 g. of E-1-tri-n-butylstannyl-3-trimethylsilyloxy-3-vinyl-1-octene in 7 ml. of tetrahydrofuran under argon at -78° C. is added, with stirring, 4.5 ml. of 2 M n-butyllithium. The solution is stirred for 2 hours and 10 minutes at -20° C. to -15° C. A solution of 1.2 g of pentynyl copper and 3 ml. of hexamethylphosphoramide in 35 ml. of ether is added at -78° C. After one hour a solution of 1.5 g. of 4-trimethylsilyloxy-2-(6-methoxyacetylhexyl)cyclopent-2-en-1-one in 5 ml. of ether is added. The mixture is stirred at 40° C. for 1/2 hour, then at -40° to -20° C. for 1/2 hour, recooled to -45° C. and the saturated ammonium chloride solution is added. The mixture is stirred for 1/2 hour and extracted with ether. The ether solution is washed rapidly with ice cold dilute hydrochloric acid and a saturated sodium bicarbonate-saturated ammonium chloride mixture, and the solvent removed. The residue is stirred in 50 ml. of acetic acidtetrahydrofuran:water (4:2:1) for one hour. The solvent is removed at reduced pressure and room temperature. The residue is washed with sodium bicarbonate in ether and then partitioned between heptane and methanol. The methanol is removed leaving a yellow oil which is chromatographed on a silica gel, eluting with ether to give the desired product as a yellow oil.

REFERENCE EXAMPLE 373 1,9-Dioxo-11α,16-dihydroxy-16-methyl-1-methoxymethyl-13-trans-prosten

To a solution of 8.4 g. of E-1-tri-n-butylstannyl-4-methyl-4-trimethylsilyloxy-1-octene in 6 ml. of tetrahydrofuran under argon at 78° C. is added, with stirring, 6.4 ml. of 2 M n-butyllithium. The solution is stirred at -22° to -15° C. for 21/4 hours and then recooled to -78° C. A solution of 1.9 g. of pentynyl copper and 1.7 ml. of hexamethylphosphoramide in 30 ml. of ether is added. After 45 minutes, 2.1 g. of 4-trimethylsilyloxy-2-(8-methoxyacetylhexyl)cyclopent-2-en-1-one in 5 ml. of ether is added. The solution is stirred at -50° C. for one hour, at -50° to -20° C. for 1/2 hour, recooled to -40° C. and saturated ammonium chloride is added. After stirring for 20 minutes, the mixture is extracted with ether. The ether solution is washed with dilute hydrochloric acid and a mixture of saturated ammonium chloride-sodium bicarbonate. The ether is removed and the residue is stirred with 50 ml. of acetic acid:tetrahydrofuran:water (4:2:1) for one hour. The solvents are removed and the residue is partitioned between methanol and heptane. The solvent is removed from the methanol layer and the residue is chromatographed on a dry column of silica gel, eluting with ether to give the desired product as a nearly colorless liquid.

REFERENCE EXAMPLE 374 1,9-Dioxo-11α, 16-dihydroxy-1-methoxymethyl-16-vinyl-13-trans-prostene

To a solution of 7.35 g. of E-1-tri-n-butylstannyl-4-vinyl-4-trimethylsilyloxy-1-octene in 7 ml. of tetrahydrofuran at -78° C., under argon, is added with stirring, 6.4 ml. of 2 M n-butyllithium. After stirring at -15° to -10° C. for 2 hours, a solution of 1.8 g. of pentynyl copper and 4.4 ml. of hexamethylphosphoramide in 30 ml. of ether is added at -78° C. After 45 minutes, 2.0 g. of 4-trimethylsilyloxy-2-(6-methoxyacetylhexyl)cyclopent-2-en-1-one in 5 ml. of ether is added. The solution is stirred at -50° C. for 1/2 hour, then at -50° to -20° C. for 1/2 hour, cooled to -40° C. and saturated ammonium chloride is added. The recovery procedure of Example 373 is followed, giving the desired product as a yellow oil.

REFERENCE EXAMPLE 375 1,9-Dioxo-11α,16-dihydroxy-16-methyl-1-methoxymethyl-5-cis-13-trans-prostadiene

To a solution of 5.27 g. of E-1-tri-n-butylstannyl-4-methyl-4-trimethylsilyloxy-1-octene in 5 ml. of tetrahydrofuran at -78° C., under argon, is added with stirring, 5.6 ml. of 1.9 M n-butyllithium. The mixture is stirred for 2 hours at -20° to -15° C., recooled to -78° C. and a solution of 1.37 g. of pentynyl copper and 3.5 g. of hexamethylphosphoramide in 25 ml. of ether is added. After 45 minutes 1.4 g. of 4-trimethylsilyloxy-2-(6-methoxyacetylhex-2-cis-enyl)cyclopent-2-en-1-one in 5 ml. of ether is added. The mixture is stirred at -40° C. for one hour, then at -40° to -20° C. for 1/2 hour, 2 ml. of acetic acid followed by saturated ammonium chloride solution are added and the recovery procedure of Example 373 is employed, giving the desired product as a yellow oil.

REFERENCE EXAMPLE 376 1,9-Dioxo-11α,16-dihydroxy-16-methyl-1-phenoxymethyl-13-trans-prostene

To a solution of 6.69 g. of E-1-tri-n-butylstannyl-4-methyl-4-trimethylsilyloxy-1-octene in tetrahydrofuran at -78° C. is added 5.03 ml. of 2 M n-butyllithium. The mixture is stirred for 2 hours and 10 minutes at -20° to -15° C. and then recooled to -78° C. A solution of 1.6 g. of pentynyl copper and 3.97 g. of hexamethylphosphoramide in 30 ml. of ether is added. After 45 minutes, 2.15 g. of 4-trimethylsilyloxy-2-(6-phenoxyacetylhexyl)cyclopent-2-en-1-one in 5 ml. of ether is added. The solution is stirred at -45° to -20° C. for 45 minutes, saturated ammonium chloride solution is added and the mixture is stirred for 20 minutes and then extracted with ether. The ether layer is treated as described in Example 373 giving the desired product.

REFERENCE EXAMPLE 377 Preparation of dl-11α,16α/β-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-vinyl-13-trans prostene

To a solution of 1-trans-tri-n-butylstannyl-4-vinyl-4-trimethylsilyloxy-1-octene (5.64 g., 10.95 mmol) in 5 ml. tetrahydrofuran at -20° C. under argon with stirring is added 3.3 ml. of 2 M n-butyllithium in hexane. The solution is maintained at -20° to -15° C. for 2 hours. The solution is cooled to -78° C. and copper pentyne (0.93 g., 7.12 mmol) and hexamethylphosphorus triamide (2.41 g., 14.78 mmol) in 30 ml. ether is added. After one hour, 2-[8-methoxy-8-carbomethoxy-7-oxo-octyl]-4-trimethylsilyloxy cyclopent-2-en-1-one (2.5 g., 5.47 mmol) in 5 ml. of ether is added. After 0.5 hour at -40° C. and 0.5 hour at -40° to -20° C., a saturated solution of ammonium chloride is added. After stirring for 15 minutes, the mixture is extracted with ether. The ether solution is washed with dilute hydrochloric acid and a mixture of ammonium chloride and sodium bicarbonate solutions. The ether solution is dried over magnesium sulfate and the solvent is removed. The residue is stirred for 40 minutes in a mixture of acetic acid, tetrahydrofuran and water (70 ml.). The solvents are removed and the residue is chromatographed on a dry column of silica gel eluting with ethylacetatehexane 3:1. The major product is collected to give 1.03 g. of the title compound.

REFERENCE EXAMPLE 378 dl-11α,16α/β-dihydroxy-1-(methoxymethyl carbonylmethyl)-1,9-dioxo-16-methyl-13-trans prostene

To a solution of 1-trans-tri-n-butylstannyl-4-methyl-trimethylsilyloxy-1-octene (5.51 g., 10.95 mmol) in 5 ml. tetrahydrofuran at -20° C. under argon with stirring is added 3.3 ml. of 2 M n-butyllithium in hexane. The solution is maintained at -20° to -15° C. for 2.5 hours. The solution is cooled to -78° C. and copper pentyne (0.93 g, 7.12 mmol) and hexamethylphosphorous triamide (2.32 g., 7.12 mmol) in 30 ml. of ether is added. After one hour, 2-[8-methoxy-8-carbomethoxy-7-oxo-octyl]-4-trimethylsilyloxy cyclopent-2-en-1-one (2.5 g., 5.47 mmol) in 5 ml. of ether is added. After 0.5 hour at -40° C. and 0.5 hour at -40° to -20° C., a saturated solution of ammonium chloride is added. After stirring for 15 minutes, the mixture is extracted with ether. The ether solution is washed with dilute hydrochloric acid and a mixture of ammonium chloride and sodium bicarbonate solutions. The ether solution is dried over magnesium sulfate and the solvent is removed. The residue is stirred 40 minutes in a mixture of acetic acid, tetrahydrofuran and water (70 ml.). The solvents are removed and the residue is chromatographed on a dry column of silica gel eluting with ether-ethylacetate 3:1-0.1% acetic acid. The major product is collected to give 1.62 g. of the title compound.

REFERENCE EXAMPLE 379 Preparation of dl-11α,15α-dihydroxy-1-(2'-methoxymethylacetate)-1,9-dioxo-13-trans prostene and dl-11α,15β-dihydroxy-1-(methoxymethoxy carbonylmethyl)-1,9-dioxo-13-trans prostene

To a solution of 1-trans-tri-n-butylstannyl-3-triethylsilyloxy-1-octene (6.98 g., 13.14 mmol) in 5 ml. tetrahydrofuran at -45° C. under argon with stirring is added 3.3 ml. of 3.94 2 M n-butyllithium in hexanes. The solution is maintained at -45° C. for one hour. The solution is cooled to -78° C. and copper pentyne (1.12 g., 8.54 mmol) and hexamethylphosphorous triamide (2.79 g., 17.08 mmol) in 30 ml. ether is added. After one hour, 2-[8-methoxy-8-methoxycarbonyl-7-oxo-octyl]-4-trimethylsilyloxy cyclopent-2-en-1-one (3.0g., 6.57 mmol) in 5 ml. of ether is added. After 0.5 hour at -40° C. and 0.5 hour at -40° to -20° C., a saturated solution of ammonium chloride is added. After stirring 15 minutes, the mixture is extracted with ether. The ether solution is washed with dilute hydrochloric acid and a mixture of ammonium chloride and sodium bicarbonate solutions. The ether solution is dried over magnesium sulfate and the solvent is removed. The residue is stirred 40 minutes in a mixture of acetic acid, tetrahydrofuran and water (70 ml.). The solvents are removed and the residue is chromatographed on a dry column of silica gel eluting with ether-ethylacetate 7.3-0.2% acetic acid. The major products are collected to give 0.5 g. of the 15α isomer and 0.49 g. of the 15β isomer.

REFERENCE EXAMPLE 380 2-[6-(chloroformyl)hex-2-cis-enyl]-4-bis-dimethyl-t-butylsilyloxy cyclopent-2-en-1-one

To an ice-cold solution of 2-(6-carbobis-dimethyl-t-butylsilyloxyhex-2-cis-enyl)-4-bis-dimethyl-t-butylsilyloxy-cyclopent-2-en-1-one (92.7 g., 204 mmol) in tetrahydrofuran (283 ml.) containing a catalytic amount of dimethylformamide (1.3 ml.) is added freshly distilled oxalylchloride (19.3 ml., 28.0 g., 221 mmol) via syringe (vigorous gas evolution, caution: carbon monoxide). The resulting mixture is stirred at 0° C. for 2 hours and at ambient temperature for 2 hours. The volatile material is removed in vacuo (bath 25° C., dry-ice/acetone cooled received; 0.1 mm. final pressure). The resulting residue is slurried with hexane (900 ml.), filtered through diamataceous earth, followed by 100 ml. hexane washing of the pad. The combined hexane solutions are concentrated in vacuo to give the carboxylic acid chloride as a yellow liquid.

REFERENCE EXAMPLE 381 2-(6-carbobis-dimethyl-t-butylsilyloxyhex-2-cis-enyl)-4-bis-dimethyl-t-butylsilyloxy-cyclopent-2-en-1-one

To a stirred, 35° C. solution of 2-(6-carboxyhex-2-cis-enyl)-4-hydroxy-cyclopent-2-en-1-one (33.1 g., 146 mmol) in dimethylformamide (100 ml.) is added imidazole (48 g., 77 mmol) followed immediately by a slurry of t-butyl-chlorodimethylsilane (48.2 g., 321 mmol) in dimethylformamide (45 ml.). The resulting mixture is stirred under nitrogen atmosphere at 55° C. After 4 hours the cooled mixture (2 layers ) is treated with hexane (400 ml.) and water (150 ml.). The hexane layer is separated and washed twice with water (100 ml. each time) and twice with saturated sodium chloride solution (100 ml. each time) and dried over magnesium sulfate. The solvent is removed in vacuo at 50° C. to give mobile amber liquid. Distillation via Kugelrohr (0.4 mm Hg., air bath, 180°-190° C.) gave the title compound as a light yellow liquid.

REFERENCE EXAMPLE 382

The protected cyclopentenone of Table I is prepared by the reaction of the listed acid chloride and the listed ethylene reagent in accordance with the procedure of Examples 363-365, 369 and 371, followed by the protection of the compound in accordance with the procedure of Examples 368 and 370.

REFERENCE EXAMPLE 383

To prepare compounds of the F-Series, the cyclopentenones (191) and (199), the ketone function on the alpha chain is protected with ethylene glycol and a catalytic amount of a mineral acid or acid exchange resin, to give a cyclic dioxalane (Flowsheet V). The remaining hydroxyl functions are trimethylsilated as described hereinabove. The conjugate addition reaction of this protected cyclopentenone described herein and the organocuprates described hereinabove, followed by removal of the TMS groups with acetic acid:water:THF (4:1:2) (10 minutes, 25° C.) and reduction of the resulting compound with a hindered reducing agent such as lithium tri-sec-butylhydroborate and the like, followed by hydrolytic removal of the ethylene ketal protecting group using THF, acetic and water (2:4:1) containing 1 or 2 drops of concentrated hydrochloric acid is productive of the Fα compound. In order to prepare the PGFβ compounds of this invention, the above-described protected product is reduced with sodium borohydride in ethanol (1 mol per mol of PGE compound). The ethanol is removed and the residue is dissolved in ethylacetate and the resulting solution is washed with water. The solvent is removed and the residue is hydrolized with acetic acid:water:THF (4:1:2) containing 1 to 5 drops of concentrated hydrochloric acid to given a mixture of the PGFα and PGFβ compounds of this invention. The compounds are separated by procedures well-known in the art.

                                      TABLE I                                      __________________________________________________________________________     ACID CHLORIDE ETHYLENE REAGENT PROTECTED CYCLOPENT-2-EN-1-ONE                  __________________________________________________________________________     2-(5-chloroformylpent-2-cis-                                                                 2-methoxy-1,1-bis-trimethyl-                                                                    2-[5-methoxyacetylpent-2-cis-enyl]-             enyl)-4-dimethyl-t-butysilyl-                                                                silyloxyethylene 4-trimethylsiloxy cyclopent-2-en-1-one          oxycyclopent-2-en-1-one                                                        2-(6-chloroformylhex-2-cis-                                                                  2-methoxy-1,1-bis-trimethyl-                                                                    2-[6-methoxyacetylhex-2-cis-enyl]-4-            enyl)-4-dimethyl-t-butysilyl-                                                                silyloxyethylene trimethylsiloxy cyclopent-2-en-1-one            oxycyclopent-2-en-1-one                                                        2-(7-chloroformylhept-2-cis-                                                                 2-methyoxy-1,1-bis-trimethyl-                                                                   2-[7-methoxyacetylhept-2-cis-enyl]-4-           enyl)-4-dimethyl-t-butyl-                                                                    silyloxyethylene trimethylsiloxy cyclopent-2-en-1-one            2-(5-chloroformylpentyl)-4-                                                                  2-methoxy-1,1-bis-trimethyl-                                                                    2-[5-methoxyacetylpentyl]-4-trimethyl-          dimethyl-t-butylsilyloxy-                                                                    silyloxyethylene siloxy cyclopent-2-en-1-one                     cyclopent-2-en-1-one                                                           2-(6-chloroformylhexyl)-4-                                                                   2-methoxy-1,1-bis-trimethyl-                                                                    2-[6-methoxyacetylhexyl]-4-trimethyl-           dimethyl-t-butylsilyloxy-                                                                    silyloxyethylene siloxy cyclopent-2-en-1-one                     cyclopent-2-en-1-one                                                           2-(7-chloroformylheptyl)-4-                                                                  2-methoxy-1,1-bis-trimethyl-                                                                    2-[7-methoxyacetylheptyl]-4-trimethyl-          dimethyl-t-butylsilyloxy-                                                                    silyloxyethylene siloxy cyclopent-2-en-1-one                     cyclopent-2-en-1-one                                                           2-(6-chloroformylhex-2-cis                                                                   2-methoxy-1,1-bis-trimethyl-                                                                    2-[6-methoxyacetylhex-2-cis-enyl]-4R-           enyl)-4R-trimethylsiloxy-                                                                    silyloxyethylene trimethylsiloxy cyclopent-2-en-1-one            cyclopent-2-en-1-one                                                           2-(6-chloroformylhexyl)-4R-                                                                  2-methoxy-1,1-bis-trimethyl-                                                                    2-[6-methoxyacetylhexyl]-4R-trimethyl-          trimethylsiloxycyclopent-                                                                    silyloxyethylene siloxy cyclopent-2-en-1-one                     2-en-1-one                                                                     2-(5-chloroformylpent-2-cis-                                                                 2-methoxy-1,1-bis-trimethyl-                                                                    2-[5-methoxyacetylpent-2-cis-enyl]              enyl)cyclopent-2-en-1-one                                                                    silyloxyethylene cyclopent-2-en-1-one                            2-(6-chloroformylhex-2-cis-                                                                  2-methoxy-1,1-bis-trimethyl-                                                                    2-[6-methoxyacetylhex-2-cis-enyl]               enyl)cyclopent-2-en-1-one                                                                    silyloxyethylene cyclopent-2-en-1-one                            2-(7-chloroformylhept-2-cis-                                                                 2-methoxy-1,1-bis-trimethyl-                                                                    2-[7-methoxyacetylhept-2-cis-enyl]              enyl)cyclopent-2-en-1-one                                                                    silyloxyethylene cyclopent-2-en-1-one                            2-(5-chloroformypentyl)                                                                      2-methoxy-1,1-bis-trimethyl-                                                                    2-[5-methoxyacetylpentyl]                       cyclopent-2-en-1-one                                                                         silyloxyethylene cyclopent-2-en-1-one                            2-(6-chloroformylhexyl)                                                                      2-methoxy-1,1-bis-trimethyl-                                                                    2-[6-methoxyacetylhexyl]                        cyclopent-2-en-1-one                                                                         silyloxyethylene cyclopent-2-en-1-one                            2-(7-chloroformylheptyl)                                                                     2-methoxy-1,1-bis-trimethyl-                                                                    2[7-methoxyacetylheptyl]                        cyclopent-2-en-1-one                                                                         silyloxyethylene cyclopent-2-en-1-one                            2-(5-chloroformylpent-2-cis-                                                                 2-phenoxy-1,1-bis-trimethyl-                                                                    2-[5-phenoxyacetylpent-2-cis-enyl]-             enyl)-4-dimethyl-t-butylsilyl-                                                               silyloxyethylene 4-trimethylsiloxy cyclopent-2-en-1-             oxycyclopent-2-en-1-one        one                                             2-(6-chloroformylhex-2-cis-                                                                  2-phenoxy-1,1-bis-trimethyl-                                                                    2-[6-phenoxyacetylhex-2-cis-enyl]-              enyl)-4-dimethyl-t-butylsilyl-                                                               silyloxyethylene 4-trimethylsiloxy cyclopent-2-en-1-             oxycyclopent-2-en-1-one        one                                             2-(7-chloroformylhept-2-cis-                                                                 2-phenoxy-1,1-bis-trimethyl-                                                                    2-[7-phenoxyacetylhept-2-cis-enyl]-             enyl)-4-dimethyl-t-butylsilyl-                                                               silyloxyethylene 4-trimethylsiloxy cyclopent-2-en-1-             oxycyclopent-2-en-1-one        one                                             2-(5-chloroformylpentyl)-4-                                                                  2-phenoxy-1,1-bis-trimethyl-                                                                    2-[5-phenoxyacetylpentyl]-4-trimethyl-          dimethyl-t-butylsilyloxy-                                                                    silyloxyethylene siloxy cyclopent-2-en-1-one                     cyclopent-2-en-1-one                                                           2(6-chloroformylhexyl)-4-                                                                    2-phenoxy-1,1-bis-trimethyl-                                                                    2-[6-phenoxyacetylhexyl]-4-trimethyl-           dimethyl-t-butylsilyloxy-                                                                    silyloxyethylene siloxy cyclopent-2-en-1-one                     cyclopent-2-en-1-one                                                           2-(7-chloroformylheptyl)-4-                                                                  2-phenoxy-1,1-bis-trimethyl-                                                                    2-[7-phenoxyacetylheptyl]-4-trimethyl-          dimethyl-t-butylsilyloxy-                                                                    silyloxyethylene siloxy cyclopent-2-en-1-one                     cyclopent-2-en-1-one                                                           2-(6-chloroformylhex-2-cis-                                                                  2-phenoxy-1,1-bis-trimethyl-                                                                    2-[6-phenoxyacetylhex-2-cis-enyl]-              enyl)-4R-trimethylsiloxy-                                                                    silyloxyethylene 4R-trimethylsiloxy cyclopent-2-en-              cyclopent-2-en-1-one           1-one                                           2-(6-chloroformylhexyl)-4R-                                                                  2-phenoxy-1,1-bis-trimethyl-                                                                    2-[6-phenoxyacetylhexyl]-4R-                    trimethylsiloxycyclopent-2-                                                                  silyloxyethylene trimethylsiloxy cyclopent-2-en-1-one            en-1-one                                                                       2-(5-chloroformylpent-2-cis-                                                                 2-phenoxy-1,1-bis-trimethyl-                                                                    2-[5-phenoxyacetylpent-2-cis-enyl]              enyl)cyclopent-2-en-1-one                                                                    silyloxyethylene cyclopent-2-en-1-one                            2-(6-chloroformylhex-2-cis-                                                                  2-phenoxy-1,1-bis-trimethyl-                                                                    2-[6-phenoxyacetylhex-2-cis-enyl]               enyl)cyclopent-2-en-1-one                                                                    silyloxyethylene cyclopent-2-en-1-one                            2-(7-chloroformylhept-2-cis-                                                                 2-phenoxy-1,1-bis-trimethyl-                                                                    2-[7-phenoxyacetylhept-2-cis-enyl]              enyl)cyclopent-2-en-1-one                                                                    silyloxyethylene cyclopent-2-en-1-one                            2-(5-chloroformylpentyl)                                                                     2-phenoxy-1,1-bis-trimethyl-                                                                    2-[5-phenoxyacetylpentyl]                       cyclopent-2-en-1-one                                                                         silyloxyethylene cyclopent-2-en-1-one                            2-(6-chloroformylhexyl)                                                                      2-phenoxy-1,1-bis-trimethyl-                                                                    2-[6-phenoxyacetylhexyl]                        cyclopent-2-en-1-one                                                                         silyloxyethylene cyclopent-2-en-1-one                            2-(7-chloroformylheptyl)                                                                     2-phenoxy-1,1-bis-trimethyl-                                                                    2-[7-phenoxyacetylheptyl]                       cyclopent-2-en-1-one                                                                         silyloxyethylene cyclopent-2-en-1-one                            2-(5-chloroformylpent-2-cis-                                                                 2-methylthia-1,1-bis-tri-                                                                       2-[5-methylthiaacetylpent-2-cis-enyl]-          enyl)-4-dimethyl-t-butylsilyl-                                                               methylsilyloxyethylene                                                                          4-trimethylsiloxy cyclopent-2-en-1-one          oxycyclopent-2-en-1-one                                                        2-(6-chloroformylhex-2-cis-                                                                  2-methylthia-1,1-bis-tri-                                                                       2-[6-methylthiaacetylhex-2-cis-enyl]-           enyl-4-dimethyl-t-butyl-                                                                     methylsilyloxyethylene                                                                          4-trimethylsiloxy cyclopent-2-en-1-one          silyloxycyclopent-2-en-1-one                                                   2-(7-chloroformylhept-2-cis-                                                                 2-methylthia-1,1-bis-tri-                                                                       2-[7-methylthiaacetylhept-2-cis-enyl]-          enyl)-4-dimethyl-t-butyl-                                                                    methylsilyloxyethylene                                                                          4-trimethylsiloxy cyclopent-2-en-1-one          silyloxycyclopent-2-en-1-one                                                   2-(5-chloroformylpentyl)-4-                                                                  2-methylthia-1,1-bis-tri-                                                                       2-[5-methylthiaacetylpentyl]-4-tri-             dimethyl-t-butylsiloxy-                                                                      methylsilyloxyethylene                                                                          methylsiloxy cyclopent-2-en-1-one               cyclopent-2-en-1-one                                                           2-(6-chloroformylhexyl)-4-                                                                   2-methylthia-1,1-bis-tri-                                                                       2-[6-methylthiaacetylhexyl]-4-tri-              dimethyl-t-butylsilyloxy-                                                                    methylsilyloxyethylene                                                                          methylsiloxy cyclopent-2-en-1-one               cyclopent-2-en-1-one                                                           2-(7-chloroformylheptyl)-4-                                                                  2-methylthia-1,1-bis-tri-                                                                       2-[7-methylthiaacetylheptyl]-4-tri-             dimethyl-t-butylsilyloxy                                                                     methylsilyloxyethylene                                                                          methylsiloxy cyclopent-2-en-1-one               cyclopent-2-en-1-one                                                           2-(6-chloroformylhex-2-cis-                                                                  2-methylthia-1,1-bis-tri-                                                                       2-[6-methylthiaacetylhex-2-cis-enyl]-           enyl)-4R-trimethylsiloxy-                                                                    methylsilyloxyethylene                                                                          4R-trimethylsiloxy cyclopent-2-en-1-one         cyclopent-2-en-1-one                                                           2-(6-chloroformylhexyl)-4R-                                                                  2-methylthia-1,1-bis-tri-                                                                       2-[6-methylthiaacetylhexyl]-4R-tri-             trimethylsiloxycyclopent-                                                                    methylsilyloxyethylene                                                                          methylsiloxy cyclopent-2-en-1-one               2-en-1-one                                                                     2-(5-chloroformylpent-2-cis-                                                                 2-methylthia-1,1-bis-tri-                                                                       2-[5-methylthiaacetylpent-2-cis-enyl]           enyl)cyclopent-2-en-1-one                                                                    methylsilyloxyethylene                                                                          cyclopent-2-en-1-one                            2-(6-chloroformylhex-2-cis-                                                                  2-methylthia-1,1-bis-tri-                                                                       2-[6-methylthiaacetylhex-2-cis-enyl]            enyl(cyclopent-2-en-1-one                                                                    methylsilyloxyethylene                                                                          cyclopent-2-en-1-one                            2-(7-chloroformylhept-2-cis-                                                                 2-methylthia-1,1-bis-tri-                                                                       2-[7-methylthiaacetylhept-2-cis-enyl]           enyl)cyclopent-2-en-1-one                                                                    methylsilyloxyethylene                                                                          cyclopent-2-en-1-one                            2-(5-chloformylpentyl)                                                                       2-methylthia-1,1-bis-tri-                                                                       2-[5-methylthiaacetylpentyl]                    cyclopent-2-en-1-one                                                                         methylsilyloxyethylene                                                                          cyclopent-2-en-1-one                            2-(6-chloroformylhexyl)                                                                      2-methylthia-1,1-bis-tri-                                                                       2-[6-methylthiaacetylhexyl]                     cyclopent-2-en-1-one                                                                         methylsilyloxyethylene                                                                          cyclopent-2-en-1-one                            2-(7-chloroformylheptyl)                                                                     2-methylthia-1,1-bis-tri-                                                                       2-[7-methylthiaacetylheptyl]                    cyclopent-2-en-1-one                                                                         methylsilyloxyethylene                                                                          cyclopent-2-en-1-one                            2-(5-chloroformylpent-2-cis-                                                                 1,2-dimethoxy-1-trimethyl-                                                                      2-[7-methoxy-7-methoxycarbonyl-6-               enyl)-4-dimethyl-t-butyl-                                                                    silyloxyethylene (trimethylsiloxy)-2-cis,6-heptadienyl]-4-       silyloxycyclopent-2-en-1-one   trimethylsiloxy cyclopent-2-en-1-one            2-(6-chloroformylhex-2-cis-                                                                  1,2-dimethoxy-1-trimethyl-                                                                      2-[8-methoxy-8-methoxycarbonyl-7-               enyl)-4-dimethyl-t-butyl-                                                                    silyloxyethylene (trimethylsiloxy)-2-cis,7-octadienyl]                                          -4-                                             silyloxycyclopent-2-en-1-one   trimethylsiloxy cyclopent-2-en-1-one            2-(7-chloroformylhept-2-cis-                                                                 1,2-dimethoxy-1-trimethyl-                                                                      2-[9-methoxy-9-methoxycarbonyl-8-               enyl)-4-dimethyl-t-butyl-                                                                    silyloxyethylene (trimethylsiloxy)-2-cis,8-nonadienyl]-4-        silyloxycyclopent-2-en-1-one   trimethylsiloxy cyclopent-2-en-1-one            2-(5-chloroformylpentyl)-                                                                    1,2-dimethoxy-1-trimethyl-                                                                      2-[7-methoxy-7-methoxycarbonyl-6-               4-dimethyl-t-butylsilyloxy-                                                                  silyloxyethylene (trimethylsiloxy)-6-heptenyl]-4-                cyclopent-2-en-1-one           trimethylsiloxy cyclopent-2-en-1-one            2-(6-chloroformylhexyl)-4-                                                                   1,2-dimethoxy-1-trimethyl-                                                                      2-[8-methoxy-8-methoxycarbonyl-7-               dimethyl-t-butylsilyloxy-                                                                    silyloxyethylene (trimethylsiloxy)-7-octenyl]-4-                 cyclopent-2-en-1-one           trimethylsiloxy cyclopent-2-en-1-one            2-(7-chloroformylheptyl)-4-                                                                  1,2-dimethoxy-1-trimethyl-                                                                      2-[9-methoxy-9-methoxycarbonyl-8-               dimethyl-t-butylsilyloxy-                                                                    silyloxyethylene (trimethylsiloxy)-8-nonenyl]-4-                 cyclopent-2-en-1-one           trimethylsiloxy cyclopent-2-en-1-one            2-(6-chloroformylhex-2-cis-                                                                  1,2-dimethoxy-1-trimethyl-                                                                      2-[8-methoxy-8-methoxycarbonyl-7-               enyl)-4R-trimethylsiloxy-                                                                    silyloxyethylene (trimethylsiloxy)-2-cis,7-octadienyl]-          cyclopent-2-en-1-one           4R-trimethylsiloxy cyclopent-2-en-1-one         2-(6-chloroformylhexyl)-4R-                                                                  1,2-dimethoxy-1-trimethyl-                                                                      2-[8-methoxy-8-methoxycarbonyl-7-               trimethylsiloxycyclopent-                                                                    silyloxyethylene (trimethylsiloxy)-7-octenyl]-4R-                2-en-1-one                     trimethylsiloxy cyclopent-2-en-1-one            2-(5-chloroformylpent-2-cis-                                                                 1,2-dimethoxy-1-trimethyl-                                                                      2-[7-methoxy-7-methoxycarbonyl-6-               enyl)cyclopent-2-en-1-one                                                                    silyloxyethylene (trimethylsiloxy)-2-cis,6-hepta-                                               dienyl] cyclopent-2-en-1-one                    2-(6-chloroformylhex-2-cis-                                                                  1,2-dimethoxy-1-trimethyl-                                                                      2-[ 8-methoxy-8-methoxycarbonyl-7-              enyl)cyclopent-2-en-1-one                                                                    silyloxyethylene (trimethylsiloxy)-2-cis,7-octadienyl]                                          cyclopent-2-en-1-one                            2-(7-chloroformylhept-2-cis-                                                                 1,2-dimethoxy-1-trimethyl-                                                                      2-[9-methoxy-9-methoxycarbonyl-8-               enyl)cyclopent-2-en-1-one                                                                    silyloxyethylene (trimethylsiloxy)-2-cis,8-nonadienyl]                                          cyclopent-2-en-1-one                            2-(5-chloroformylpentyl)                                                                     1,2-dimethoxy-1-trimethyl-                                                                      2-[7-methoxy-7-methoxycarbonyl-6-               cyclopent-2-en-1-one                                                                         silyloxyethylene (trimethylsiloxy)-6-heptenyl]                                                  cyclopent-2-en-1-one                            2-(6-chloroformylhexyl)                                                                      1,2-dimethoxy-1-trimethyl-                                                                      2-[8-methoxy-8-methoxycarbonyl-7-               cyclopent-2-en-1-one                                                                         silyloxyethylene (trimethylsiloxy)-7-octenyl]                                                   cyclopent-2-en-1-one                            2-(7-chloroformylheptyl)                                                                     1,2-dimethoxy-1-trimethyl-                                                                      2-[9-methoxy-9-methoxycarbonyl-8-               cyclopent-2-en-1-one                                                                         silyloxyethylene (trimethylsiloxy)-8-nonenyl]                                                   cyclopent-2-en-1-one                            __________________________________________________________________________

DESCRIPTION OF TABLES I-XIV

The product prostaglandins are prepared by the conjugate addition of the listed cyclopentenone and the listed vinyliodide or vinylstannyl beta-chain precursors. For the addition of a vinylstannane, the procedure of Example 379 is followed. For the addition of a vinyliodide, the following procedure is followed:

To a solution of the vinyliodide listed in Tables I-IX, an ether (3 ml. per gm.), at -78° C. under argon is added with stirring 2 equivalents of 1.6 M t-butyllithium in hexane. After one and one-half hours at -78° C. and 30 minutes at -43° C., add 1 equivalent of copperpentyne and hexamethylphosphoroustriamide (HMPTA) (2.7 ml. per gm. of copperpentyne) in ether (20 ml. per gm. of copperpentyne). After stirring for 45 minutes at -78° C., one-half equivalent of the cyclopentenone in ether is added. After stirring for one hour, at -40° C., the solution is allowed to warm to -20° C. over a 30 minute period. To the stirred mixture is added an acetic acid (1 ml. per gm. of vinyltin) followed by a saturated solution of ammoniumchloride).

The mixture is extracted with ether, the ether solution is washed with dilute hydrochloric acid solution followed by saturated sodium bicarbonate solution. The ether layer is separated and the solvent is removed. The residue is stirred in a mixture of THF: H₂ O: acetic acid (2:1:4) at 40° C. for one hour. The solvents are removed at reduced pressure. The residue is chromatographed on a dry column of silica gel eluting with ether-ethylacetate (4:1) to provide listed products of Tables I-IX.

    TABLE I       EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES       1 1-trans-iodo- 2-[5-methoxyacetyl dl-11a,15a-dihydroxy-1-methoxymethyl-      1,9-dioxo-  3-triphenylmethoxy-1-heptene pentyl]-4-trimethylsiloxy20-nor-      2-nor-13-trans prostene   cyclopent-2-en-1-one  2 1-trans-iodo-3-methyl-      2-[5-methoxyacetyl dl-11a,15a-dihydroxy-1-methoxymethyl-1,9-dioxo-15-meth      yl-  3-trimethylsilyloxy-1-heptene pentyl]-4-trimethylsiloxy 20-nor-2-nor      -13-trans prostene   cyclopent-2-en-1-one  3 1-trans-iodo-4,4-dimethyl      2-[5-methoxyacetyl dl-11a,15a-dihydroxy-1-methoxymethyl-1,9-dioxo-      3-trimethylsilyloxy-1-heptene pentyl]-4-trimethylsiloxy 16,16-dimethyl-20      -nor-2-nor-13-trans prostene   cyclopent-2-en-1-one       4 1-trans-iodo-5,5-dimethyl 2-[5-methoxyacetyl dl-11a,15a-dihydroxy-1-me      thoxymethyl-1,9-dioxo  3-triphenylmethoxy-1-octene pentyl]-4-trimethylsil      oxy 17,17-dimethyl-2-nor-13-trans prostene   cyclopent-2-en-1-one  5      1-trans-iodo-4-methyl 2-[5-methoxyacetyl dl-11a,15a-dihydroxy-1-methoxyme      thyl-1,9-dioxo- 3-triphenylmethoxy-1-octene pentyl]-4-trimethylsiloxy      16-methyl-2-nor-13-trans prostene   cyclopent-2-en-1-one       6 1-trans-iodo-4,4-trimethylene 2-[5-methoxyacetyl dl-11a,15a-dihydroxy-      1-methoxymethyl-1,9-dioxo-  3-trimethylsilyloxy-1-heptene pentyl]-4-trime      thylsiloxy 16,16-trimethylene-20-nor-2-nor-13-trans prostene   cyclopent-      2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES       7 1-trans-tri-n-butylstannyl-3-vinyl- 2-[5-methoxyacetyl dl-11a,15a-dihy      droxy-1-methoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-heptene      pentyl]-4-trimethylsiloxy 20-nor-2-nor-13-trans prostene   cyclopent-2-en      -1-one  8 1-trans-tri-n-butylstannyl-4-phenoxy 2-[5-methoxyacetyl      dl-11a,15a-dihydroxy-1-methoxymethyl-1,9-dioxo-  3-triethylsilyloxy-1-but      ene pentyl]-4-trimethylsiloxy 16-phenoxy-2-nor-17-20-tetranor-13-trans      prostene   cyclopent-2-en-1-one       9 1-trans-tri-n-butylstannyl-4-(p-fluorophenoxy) 2-[5-methoxyacetyl      dl-11a,15a-dihydroxy-1-methoxymethyl-1,9-dioxo-  3-triethylsilyloxy-1-but      ene pentyl]-4-trimethylsiloxy 16-(p-fluorophenoxy)-2-nor-17-20-tetranor-1      3-trans prostene  cyclopent-2-en-1-one 10 1-trans-tri-n-butylstannyl-4-(m      -chlorophenoxy) 2-[5-methoxyacetyl dl-11a,15a-dihydroxy-1-methoxymethyl-1      ,9-dioxo-  3-triethylsilyloxy-1-butene pentyl]-4-trimethylsiloxy      16-(m-chlorophenoxy)-2-nor-17-20-tetranor-13-trans prostene   cyclopent-2      -en-1-one 11 1-trans-tri-n-butylstannyl-4-(m-trifluoromethylphenoxy)      2-[5-methoxyacetyl dl-11a,15a-dihydroxy-1-methoxymethyl-1,9-dioxo-      3-triethylsilyloxy-1-butene pentyl]-4-trimethylsiloxy 16-(m-trifluorometh      ylphenoxy)-2-nor-17-20-tetranor-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        12 1-trans-iodo-5-phenyl 2-[5-methoxyacetyl dl-11a,15a-dihydroxy-1-meth      oxymethyl-1,9-dioxo-  3-triethylsilyloxy-1-pentene pentyl]-4-trimethylsil      oxy 17-phenyl-2-nor-18-20-trinor-13-trans prostene   cyclopent-2-en-1-one       13 1-trans-iodo-4,4-dimethyl-5-phenyl 2-[5-methoxyacetyldl-11a,15a-dihyd      roxy-1-methoxymethyl-1,9-dioxo-  3-triethylsilyloxy-1-pentene pentyl]-4-t      rimethylsiloxy 16,16-dimethyl-17-phenyl-2-nor-18-20-trinor-13-trans      prostene   cyclopent-2-en-1-one 14 1-trans-iodo-4-cyclopentyl 2-[5-methox      yacetyl dl-11a,15a-dihydroxy-1-methoxymethyl-1,9-dioxo-  3-triphenylmetho      xy-1-butene pentyl]-4-trimethylsiloxy 16-cyclopentyl-2-nor-17-20-tetranor      -13-trans prostene   cyclopent-2-en-1-one 15 1-trans-iodo-4-cyclohexyl      2-[5-methoxyacetyl dl-11a,15a-dihydroxy-1-methoxymethyl-1,9-dioxo-      3-triphenylmethoxy-1-butene pentyl]-4-trimethylsiloxy 16-cyclohexyl-2-nor      -17-20-tetranor-13-trans prostene   cyclopent-2-en-1-one 16 1-trans-iodo-       2-[5-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-      4-triphenylmethoxy-1-heptene pentyl]-4-trimethylsiloxy 20-nor-2-nor-13-tr      ans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        17 1-trans-tri-n-butylstannyl-4-methyl- 2-[5-methoxyacetyl dl-11a,16-di      hydroxy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-hepte      ne pentyl]-4-trimethylsiloxy 20-nor-2-nor-13-trans prostene   cyclopent-2      -en-1-one 18 1-trans-tri-n-butylstannyl-4-ethyl- 2-[5-methoxyacetyl      dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-ethyl-  4-trimethylsilyl      oxy-1-octene pentyl]-4-trimethylsiloxy 2-nor-13-trans prostene      cyclopent-2-en-1-one 19 1-trans-tri-n-butylstannyl-5-methyl- 2-[5-methoxy      acetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-  4-trimethylsilylox      y-1-heptene pentyl]-4-trimethylsiloxy 17-methyl-20-nor-2-nor-13-trans      prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        20 1-trans-iodo-5,5-dimethyl 2-[5-methoxyacetyl dl-11a,16-dihydroxy-1-m      ethoxymethyl-1,9-dioxo-  4-trimethylsilyloxy-1-octene pentyl]-4-trimethyl      siloxy 17,17-dimethyl-2-nor-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        21 1-trans-tri-n-butylstannyl-4-vinyl- 2-[5-methoxyacetyl dl-11a,16-dih      ydroxy-1-methoxymethyl-1,9-dioxo-16-vinyl-  4-trimethylsilyloxy-1-heptene       pentyl]-4-trimethylsiloxy 20-nor-2-nor-13-trans prostene   cyclopent-2-e      n-1-one 22 1-trans-tri-n-butylstannyl-4-cyclopropyl- 2-[5-methoxyacetyl      dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-cyclopropyl-  4-trimethy      lsilyloxy-1-octene pentyl]-4-trimethylsiloxy 2-nor-13-trans prostene      cyclopent-2-en-1-one 23 1-trans-tri-n-butylstannyl-4-trimethylsilylethyny      l- 2-[5-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-et      hynyl-  4-trimethylsilyloxy-1-heptene pentyl]-4-trimethylsiloxy 20-nor-2-      nor-13-trans prostene   cyclopent-2-en-1-one 24 1-trans-tri-n-butylstanny      l-5-methylene 2-[5-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-      dioxo-  4-triethylsilyloxy-1-heptene pentyl]-4-trimethylsiloxy 17-methyle      ne-20-nor-2-nor-13-trans prostene   cyclopent-2-en-1-one 25 1-trans-tri-n      -butylstannyl-4-methyl-5-methylene- 2-[5-methoxyacetyl dl-11a,16-dihydrox      y-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-heptene      pentyl]-4-trimethylsiloxy 17-methylene-20-nor-2-nor-13-trans prostene      cyclopent-2-en-1-one 26 1-trans-tri-n-butylstannyl-4-dimethoxymethyl-      2-[5-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-formy      l-  4-trimethylsilyloxy-1-heptene pentyl]-4-trimethylsiloxy 20-nor-2-nor-      13-trans prostene   cyclopent-2-en-1-one 27 1-trans-tri-n-butylstannyl-4-      fluoromethyl- 2-[5-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-      dioxo-16-fluoromethyl-  4-trimethylsilyloxy-1-heptene pentyl]-4-trimethyl      siloxy 20-nor-2-nor-13-trans prostene   cyclopent-2-en-1-one 28 1-trans-t      ri-n-butylstannyl-4-difluoromethyl- 2-[5-methoxyacetyl dl-11a,16-dihydrox      y-1-methoxymethyl-1,9-dioxo-16-difluoromethyl-  4-trimethylsilyloxy-1-hep      tene pentyl]-4-trimethylsiloxy 20-nor-2-nor-13-trans prostene   cyclopent      -2-en-1-one 29 1-trans-tri-n-butylstannyl-4-trifluoromethyl- 2-[5-methoxy      acetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-trifluoromethyl-       4-trimethylsilyloxy-1-heptene pentyl]-4-trimethylsiloxy 20-nor-2-nor-13-      trans prostene   cyclopent-2-en-1-one 30 1-trans-tri-n-butylstannyl-4-chl      oromethyl- 2-[5-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dio      xo-16-chloromethyl-  4-trimethylsilyloxy-1-heptene pentyl]-4-trimethylsil      oxy 20-nor-2-nor-13-trans prostene   cyclopent-2-en-1-one 31 1-trans-tri-      n-butylstannyl-4-trimethylsilyloxymethyl- 2-[5-methoxyacetyl dl-11a,16-di      hydroxy-1-methoxymethyl-1,9-dioxo-16-hydroxymethyl-  4-trimethylsilyloxy-      1-heptene pentyl]-4-trimethylsiloxy 20-nor-2-nor-13-trans prostene      cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        32 1-trans-iodo-4-methyl-7-chloro 2-[5-methoxyacetyl dl-11a,16-dihydrox      y-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-heptene      pentyl]-4-trimethylsiloxy 19-chloro-2-nor-20-nor-13-trans prostene      cyclopent-2-en-1-one 33 1-trans-iodo- 2-[5-methoxyacetyl dl-11a,15a-dihyd      roxy-1-methoxymethyl-1,9-dioxo-  3-triphenylmethoxy-1-octene pentyl]-4-tr      imethylsiloxy 2-nor-13-trans prostene   cyclopent-2-en-1-one 34 1-trans-i      odo-3-methyl- 2-[5-methoxyacetyl dl-11a,15a-dihydroxy-1-methoxymethyl-1,9      -dioxo-15-methyl-  3-trimethylsilyloxy-1-octene pentyl]-4-trimethylsiloxy       2-nor-13-trans prostene   cyclopent-2-en-1-one 35 1-trans-iodo-4,4-dimet      hyl 2-[5-methoxyacetyl dl-11a,15a-dihydroxy-1-methoxymethyl-1,9-dioxo-      3-trimethylsilyloxy-1-octene pentyl]-4-trimethylsiloxy 16,16-dimethyl-2-n      or-13-trans prostene   cyclopent-2-en-1-one 36 1-trans-iodo-4,4-trimethyl      ene- 2-[5-methoxyacetyl dl-11a,15a-dihydroxy-1-methoxymethyl-1,9-dioxo-      3-trimethylsilyloxy-1-octene pentyl]-4-trimethylsiloxy 16,16-trimethylene      -2-nor-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        37 1-trans-tri-n-butylstannyl-3-vinyl- 2-[5-methoxyacetyl dl-11a,15a-di      hydroxy-1-methoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-octene       pentyl]-4-trimethylsiloxy 2-nor-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        38 1-trans-iodo- 2-[5-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl      -1,9-dioxo-  4-triphenylmethoxy-1-octene pentyl]-4-trimethylsiloxy      2-nor-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        39 1-trans-tri-n-butylstannyl-4-methyl- 2-[5-methoxyacetyl dl-11a,16-di      hydroxy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-octen      e pentyl]-4-trimethylsiloxy 2-nor-13-trans prostene   cyclopent-2-en-1-on      e 40 1-trans-tri-n-butylstannyl-5-methyl- 2-[5-methoxyacetyl dl-11a,16-di      hydroxy-1-methoxymethyl-1,9-dioxo-  4-trimethylsilyloxy-1-octene      pentyl]-4-trimethylsiloxy 17-methyl-2-nor-13-trans prostene   cyclopent-2      -en-1-one 41 1-trans-tri-n-butylstannyl-4-vinyl- 2-[5-methoxyacetyl      dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-vinyl-  4-trimethylsilyl      oxy-1-octene pentyl]-4-trimethylsiloxy 2-nor-13-trans prostene      cyclopent-2-en-1-one 42 1-trans-tri-n-butylstannyl-4-trimethylsilylethyny      l- 2-[5-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-et      hynyl-  4-trimethylsilyloxy-1-octene pentyl]-4-trimethylsiloxy 2-nor-13-t      rans prostene   cyclopent-2-en-1-one 43 1-trans-tri-n-butylstannyl-5-meth      ylene 2-[5-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-      4-triethylsilyloxy-1-octene pentyl]-4-trimethylsiloxy 17-methylene-2-nor-      13-trans prostene   cyclopent-2-en-1-one 44 1-trans-tri-n-butylstannyl-4-      methyl-5-methylene 2-[5-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl      -1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-octene pentyl]-4-trimethylsi      loxy 17-methylene-2-nor-13-trans prostene   cyclopent-2-en-1-one 45      1-trans-tri-n-butylstannyl-4-dimethoxymethyl- 2-[5-methoxyacetyl      dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-formyl-  4-trimethylsily      loxy-1-octene pentyl]-4-trimethylsiloxy 2-nor-13-trans prostene      cyclopent-2-en-1-one 46 1-trans-tri-n-butylstannyl-4-fluoromethyl-      2-[5-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-fluor      omethyl-  4-trimethylsilyloxy-1-octene pentyl]-4-trimethylsiloxy      2-nor-13-trans prostene   cyclopent-2-en-1-one 47 1-trans-tri-n-butylstan      nyl-4-difluoromethyl- 2-[5-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymet      hyl-1,9-dioxo-16-difluoromethyl-  4-trimethylsilyloxy-1-octene pentyl]-4-      trimethylsiloxy 2-nor-13-trans prostene   cyclopent-2-en-1-one 48      1-trans-tri-n-butylstannyl-4-trifluoromethyl- 2-[5-methoxyacetyl      dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-trifluoromethyl-      4-trimethylsilyloxy-1-octene pentyl]-4-trimethylsiloxy 2-nor-13-trans      prostene   cyclopent-2-en-1-one 49 1-trans-tri-n-butylstannyl-4-chloromet      hyl- 2-[5-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-      chloromethyl-  4-trimethylsilyloxy-1-octene pentyl]-4-trimethylsiloxy      2-nor-13-trans prostene   cyclopent-2-en-1-one 50 1-trans-tri-n-butylstan      nyl-4-trimethylsilyloxymethyl- 2-[5-methoxyacetyl dl-11a,16-dihydroxy-1-m      ethoxymethyl-1,9-dioxo-16-hydroxymethyl-  4-trimethylsilyloxy-1-octene      pentyl]-4-trimethylsiloxy 2-nor-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        51 1-trans-iodo- 2-[5-methoxyacetyl dl-11a,15a-dihydroxy-1-methoxymethy      l-1,9-dioxo-  3-triphenylmethoxy-1-nonene pentyl]-4-trimethylsiloxy      20-methyl-2-nor-13-trans prostene   cyclopent-2-en-1-one 52 1-trans-iodo-      3-methyl- 2-[5-methoxyacetyl dl-11a,15a-dihydroxy-1-methoxymethyl-1,9-dio      xo-15-methyl-  3-trimethylsilyloxy-1-nonene pentyl]-4-trimethylsiloxy      20-methyl-2-nor-13-trans prostene   cyclopent-2-en-1-one 53 1-trans-iodo-      4,4-dimethyl 2-[5-methoxyacetyl dl-11a,15a-dihydroxy-1-methoxymethyl-1,9-      dioxo-  3-trimethylsilyloxy-1-nonene pentyl]-4-trimethylsiloxy 16,16-dime      thyl-20-methyl-2-nor-13-trans prostene   cyclopent-2-en-1-one 54      1-trans-iodo-4,4-trimethylene 2-[5-methoxyacetyl dl-11a,15a-dihydroxy-1-m      ethoxymethyl-1,9-dioxo-  3-trimethylsilyloxy-1-nonene pentyl]-4-trimethyl      siloxy 16,16-trimethylene-20-methyl-2-nor-13-trans prostene   cyclopent-2      -en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        55 1-trans-tri-n-butylstannyl-3-vinyl- 2-[5-methoxyacetyl dl-11a,15a-di      hydroxy-1-methoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-nonene       pentyl]-4-trimethylsiloxy 20-methyl-2-nor-13-trans prostene   cyclopent-      2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        56 1-trans-iodo- 2-[5-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl      -1,9-dioxo-  4-triphenylmethoxy-1-nonene pentyl]-4-trimethylsiloxy      20-methyl-2-nor-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        57 1-trans-tri-n-butylstannyl-4-methyl- 2-[5-methoxyacetyl dl-11a,16-di      hydroxy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-nonen      e pentyl]-4-trimethylsiloxy 20-methyl-2-nor-13-trans prostene   cyclopent      -2-en-1-one 58 1-trans-tri-n-butylstannyl-5-methyl 2-[5-methoxyacetyl      dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-  4-trimethylsilyloxy-1-non      ene pentyl]-4-trimethylsiloxy 17-methyl-20-methyl-2-nor-13-trans      prostene   cyclopent-2-en-1-one 59 1-trans-tri-n-butylstannyl-4-vinyl-      2-[5-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-vinyl      -  4-trimethylsilyloxy-1-nonene pentyl]-4-trimethylsiloxy 20-methyl-2-nor      -13-trans prostene   cyclopent-2-en-1-one 60 1-trans-tri-n-butylstannyl-4      -trimethylsilylethynyl- 2-[5-methoxyacetyl dl-11a,16-dihydroxy-1-methoxym      ethyl-1,9-dioxo-16-ethynyl-  4-trimethylsilyloxy-1-nonene pentyl]-4-trime      thylsiloxy 20-methyl-2-nor-13-trans prostene   cyclopent-2-en-1-one 61      1-trans-tri-n-butylstannyl-5-methylene- 2-[5-methoxyacetyl dl-11a,16-dihy      droxy-1-methoxymethyl-1,9-dioxo-  4-triethylsilyloxy-1-nonene pentyl]-4-t      rimethylsiloxy 17-methylene-20-methyl-2-nor-13-trans prostene   cyclopent      -2-en-1-one 62 1-trans-tri-n-butylstannyl-4-methyl-5-methylene 2-[5-metho      xyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-methyl-      4-trimethylsilyloxy-1-nonene pentyl]-4-trimethylsiloxy 17-methylene-20-me      thyl-2-nor-13-trans prostene   cyclopent-2-en-1-one 63 1-trans-tri-n-buty      lstannyl-4-dimethoxymethyl- 2-[5-methoxyacetyl dl-11a,16-dihydroxy-1-meth      oxymethyl-1,9-dioxo-16-formyl-  4-trimethylsilyloxy-1-nonene pentyl]-4-tr      imethylsiloxy 20-methyl-2-nor-13-trans prostene   cyclopent-2-en-1-one      64 1-trans-tri-n-butylstannyl-4-fluoromethyl- 2-[5-methoxyacetyl      dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-fluoromethyl-  4-trimeth      ylsilyloxy-1-nonene pentyl]-4-trimethylsiloxy 20-methyl-2-nor-13-trans      prostene   cyclopent-2-en-1-one 65 1-trans-tri-n-butylstannyl-4-difluorom      ethyl- 2-[5-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-1      6-difluoromethyl-  4-trimethylsilyloxy-1-nonene pentyl]-4-trimethylsiloxy       20-methyl-2-nor-13-trans prostene   cyclopent-2-en-1-one 66 1-trans-tri-      n-butylstannyl-4-trifluoromethyl- 2-[5-methoxyacetyl dl-11a,16-dihydroxy-      1-methoxymethyl-1,9-dioxo-16-trifluoromethyl-  4-trimethylsilyloxy-1-none      ne pentyl]-4-trimethylsiloxy 20-methyl-2-nor-13-trans prostene      cyclopent-2-en-1-one 67 1-trans-tri-n-butylstannyl-4-chloromethyl-      2-[5-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-chlor      omethyl-  4-trimethylsilyloxy-1-nonene pentyl]-4-trimethylsiloxy      20-methyl-2-nor-13-trans prostene   cyclopent-2-en-1-one 68 1-trans-tri-n      -butylstannyl-4-trimethylsilyloxymethyl- 2-[5-methoxyacetyl dl-11a,16-dih      ydroxy-1-methoxymethyl-1,9-dioxo-16-hydroxymethyl-  4-trimethylsilyloxy-1      -nonene pentyl]-4-trimethylsiloxy 20-methyl-2-nor-13-trans prostene      cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        69 1-trans-iodo- 2-[5-methoxyacetyl dl-11a,15a-dihydroxy-1-methoxymethy      l-1,9-dioxo-  3-triphenylmethoxy-1-decene pentyl]-4-trimethylsiloxy      20-ethyl-2-nor-13-trans prostene   cyclopent-2-en-1-one 70 1-trans-iodo-3      -methyl- 2-[5-methoxyacetyl dl-11a,15a-dihydroxy-1-methoxymethyl-1,9-diox      o-15-methyl-  3-trimethylsilyloxy-1-decene pentyl]-4-trimethylsiloxy      20-ethyl-2-nor-13-trans prostene   cyclopent-2-en-1-one 71 1-trans-iodo-4      ,4-dimethyl 2-[5-methoxyacetyl dl-11a,15a-dihydroxy-1-methoxymethyl-1,9-d      ioxo-  3-trimethylsilyloxy-1-decene pentyl]-4-trimethylsiloxy 16,16-dimet      hyl-20-ethyl-2-nor-13-trans prostene   cyclopent-2-en-1-one 72 1-trans-io      do-4,4-trimethylene 2-[5-methoxyacetyl dl-11a,15a-dihydroxy-1-methoxymeth      yl-1,9-dioxo-  3-trimethylsilyloxy-1-decene pentyl]-4-trimethylsiloxy      16,16-trimethylene-20-ethyl-2-nor-13-trans prostene   cyclopent-2-en-1-on      e        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        73 1-trans-tri-n-butylstannyl-3-vinyl- 2-[5-methoxyacetyl dl-11a,15a-di      hydroxy-1-methoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-decene       pentyl]-4-trimethylsiloxy 20-ethyl-2-nor-13-trans prostene   cyclopent-2      -en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        74 1-trans-iodo- 2-[5-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl      -1,9-dioxo-  4-triphenylmethoxy-1-decene pentyl]-4-trimethylsiloxy      20-ethyl-2-nor-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        75 1-trans-tri-n-butylstannyl-4-methyl- 2-[5-methoxyacetyl dl-11a,16-di      hydroxy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-decen      e pentyl]-4-trimethylsiloxy 20-ethyl-2-nor-13-trans prostene   cyclopent-      2-en-1-one 76 1-trans-tri-n-butylstannyl-5-methyl- 2-[5-methoxyacetyl      dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-  4-trimethylsilyloxy-1-dec      ene pentyl]-4-trimethylsiloxy 17-methyl-20-ethyl-2-nor-13-trans prostene        cyclopent-2-en-1-one 77 1-trans-tri-n-butylstannyl-4-vinyl- 2-[5-methox      yacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-vinyl-      4-trimethylsilyloxy-1-decene pentyl]-4-trimethylsiloxy 20-ethyl-2-nor-13-      trans prostene   cyclopent-2-en-1-one 78 1-trans-tri-n-butylstannyl-4-tri      methylsilylethynyl- 2-[5-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethy      l-1,9-dioxo-16-ethynyl-  4-trimethylsilyloxy-1-decene pentyl]-4-trimethyl      siloxy 20-ethyl-2-nor-13-trans prostene   cyclopent-2-en-1-one 79      1-trans-tri-n-butylstannyl-5-methylene 2-[5-methoxyacetyl dl-11a,16-dihyd      roxy-1-methoxymethyl-1,9-dioxo-  4-triethylsilyloxy-1-decene pentyl]-4-tr      imethylsiloxy 17-methylene-20-ethyl-2-nor-13-trans prostene   cyclopent-2      -en-1-one 80 1-trans-tri-n-butylstannyl-4-methyl-5-methylene 2-[5-methoxy      acetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-methyl-      4-trimethylsilyloxy-1-decene pentyl]-4-trimethylsiloxy 17-methylene-20-et      hyl-2-nor-13-trans prostene   cyclopent-2-en-1-one 81 1-trans-tri-n-butyl      stannyl-4-dimethoxymethyl- 2-[5-methoxyacetyl dl-11a,16-dihydroxy-1-metho      xymethyl-1,9-dioxo-16-formyl-  4-trimethylsilyloxy-1-decene pentyl]-4-tri      methylsiloxy 20-ethyl-2-nor-13-trans prostene   cyclopent-2-en-1-one 82      1-trans-tri-n-butylstannyl-4-fluoromethyl- 2-[5-methoxyacetyl dl-11a,16-d      ihydroxy-1-methoxymethyl-1,9-dioxo-16-fluoromethyl-  4-trimethylsilyloxy-      1-decene pentyl]-4-trimethylsiloxy 20-ethyl-2-nor-13-trans prostene      cyclopent-2-en-1-one 83 1-trans-tri-n-butylstannyl-4-difluoromethyl-      2-[5-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-diflu      oromethyl-  4-trimethylsilyloxy-1-decene pentyl]-4-trimethylsiloxy      20-ethyl-2-nor-13-trans prostene   cyclopent-2-en-1-one 84 1-trans-tri-n-      butylstannyl-4-trifluoromethyl- 2-[5-methoxyacetyl dl-11a,16-dihydroxy-1-      methoxymethyl-1,9-dioxo-16-trifluoromethyl-  4-trimethylsilyloxy-1-decene       pentyl]-4-trimethylsiloxy 20-ethyl-2-nor-13-trans prostene   cyclopent-2      -en-1-one 85 1-trans-tri-n-butylstannyl-4-chloromethyl- 2-[5-methoxyacety      l dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-chloromethyl-      4-trimethylsilyloxy-1-decene pentyl]-4-trimethylsiloxy 20-ethyl-2-nor-13-      trans prostene   cyclopent-2-en-1-one 86 1-trans-tri-n-butylstannyl-4-tri      methylsilyloxymethyl- 2-[5-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymet      hyl-1,9-dioxo-16-hydroxymethyl-  4-trimethylsilyloxy-1-decene pentyl]-4-t      rimethylsiloxy 20-ethyl-2-nor-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        87 1-trans-iodo- 2-[6-methoxyacetyl dl-11a,15a-dihydroxy-1-methoxymethy      l-1,9-dioxo-  3-triphenylmethoxy-1-heptene hexyl]-4-trimethylsiloxy      20-nor-13-trans prostene   cyclopent-2-en-1-one 88 1-trans-iodo-3-methyl-       2-[6-methoxyacetyl dl-11a,15a-dihydroxy-1-methoxymethyl-1,9-dioxo-15-met      hyl-  3-trimethylsilyloxy-1-heptene hexyl]-4-trimethylsiloxy 20-nor-13-tr      ans prostene   cyclopent-2-en-1-one 89 1-trans-iodo-4,4-dimethyl      2-[6-methoxyacetyl dl-11a,15a-dihydroxy-1-methoxymethyl-1,9-dioxo-      3-trimethylsilyloxy-1-heptene hexyl]-4-trimethylsiloxy 16,16-dimethyl-20-      nor-13-trans prostene   cyclopent-2-en-1-one 90 1-trans-iodo-5,5-dimethyl       2-[6-methoxyacetyl dl-11a,15a-dihydroxy-1-methoxymethyl-1,9-dioxo-      3-triphenylmethoxy-1-octene hexyl]-4-trimethylsiloxy 17,17-dimethyl-13-tr      ans prostene   cyclopent-2-en-1-one 91 1-trans-iodo-4-methyl 2-[6-methoxy      acetyl dl-11a,15a-dihydroxy-1-methoxymethyl-1,9-dioxo-  3-triphenylmethox      y-1-octene hexyl]-4-trimethylsiloxy 16-methyl-13-trans prostene      cyclopent-2-en-1-one 92 1-trans-iodo-4,4-trimethylene 2-[6-methoxyacetyl      dl-11a,15a-dihydroxy-1-methoxymethyl-1,9-dioxo-  3-trimethylsilyloxy-1-he      ptene hexyl]-4-trimethylsiloxy 16,16-trimethylene-20-nor-13-trans      prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        93 1-trans-tri-n-butylstannyl-3-vinyl- 2-[6-methoxyacetyl dl-11a,15a-di      hydroxy-1-methoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-hepten      e hexyl]-4-trimethylsiloxy 20-nor-13-trans prostene   cyclopent-2-en-1-on      e 94 1-trans-tri-n-butylstannyl-4-phenoxy- 2-[6-methoxyacetyl dl-11a,15a-      dihydroxy-1-methoxymethyl-1,9-dioxo-  3-triethylsilyloxy-1-butene      hexyl]-4-trimethylsiloxy 16-phenoxy-17-20-tetranor-13-trans prostene      cyclopent-2-en-1-one 95 1-trans-tri-n-butylstannyl-4-(p-fluorophenoxy)      2-[6-methoxyacetyl dl-11a,15a-dihydroxy-1-methoxymethyl-1,9-dioxo-      3-triethylsilyloxy-1-butene hexyl]-4-trimethylsiloxy 16-(p-fluorophenoxy)      -17-20-tetranor-13-trans prostene   cyclopent-2-en-1-one 96 1-trans-tri-n      -butylstannyl-4-(m-chlorophenoxy) 2-[6-methoxyacetyl dl-11a,15a-dihydroxy      -1-methoxymethyl-1,9-dioxo-  3-triethylsilyloxy-1-butene hexyl]-4-trimeth      ylsiloxy 16-(m-chlorophenoxy)-17-20-tetranor-13-trans prostene      cyclopent-2-en-1-one 97 1-trans-tri-n-butylstannyl-4-(m-trifluoromethylph      enoxy) 2-[6-methoxyacetyl dl-11a,15a-dihydroxy-1-methoxymethyl-1,9-dioxo-        3-triethylsilyloxy-1-butene hexyl]-4-trimethylsiloxy 16-(m-trifluoromet      hylphenoxy)-17-20-tetranor-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        98 1-trans-iodo-5-phenyl 2-[6-methoxyacetyl dl-11a,15a-dihydroxy-1-meth      oxymethyl-1,9-dioxo-  3-triethylsilyloxy-1-pentene hexyl]-4-trimethylsilo      xy 17-phenyl-18-20-trinor-13-trans prostene   cyclopent-2-en-1-one 99      1-trans-iodo-4,4-dimethyl-5-phenyl 2-[6-methoxyacetyl dl-11a,15a-dihydrox      y-1-methoxymethyl-1,9-dioxo-  3-triethylsilyloxy-1-pentene hexyl]-4-trime      thylsiloxy 16,16-dimethyl-17-phenyl-18-20-trinor-13-trans prostene      cyclopent-2-en-1-one 100 1-trans-iodo-4-cyclopentyl 2-[6-methoxyacetyl      dl-11a,15a-dihydroxy-1-methoxymethyl-1,9-dioxo-  3-triphenylmethoxy-1-but      ene hexyl]-4-trimethylsiloxy 16-cyclopentyl-17-20-tetranor-13-trans      prostene   cyclopent-2-en-1-one 101 1-trans-iodo-4-cyclohexyl 2-[6-methox      yacetyl dl-11a,15a-dihydroxy-1-methoxymethyl-1,9-dioxo-  3-triphenylmetho      xy-1-butene hexyl]-4-trimethylsiloxy 16-cyclohexyl-17-20-tetranor-13-tran      s prostene   cyclopent-2-en-1-one 102 1-trans-iodo- 2-[6-methoxyacetyl      dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-  4-triphenylmethoxy-1-hept      ene hexyl]-4-trimethylsiloxy 20-nor-13-trans prostene   cyclopent-2-en-1-      one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        103 1-trans-tri-n-butylstannyl-4-methyl- 2-[6-methoxyacetyl dl-11a,16-d      ihydroxy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-hept      ene hexyl]-4-trimethylsiloxy 20-nor-13-trans prostene   cyclopent-2-en-1-      one 104 1-trans-tri-n-butylstannyl-4-ethyl- 2-[6-methoxyacetyl dl-11a,16-      dihydroxy-1-methoxymethyl-1,9-dioxo-16-ethyl-  4-trimethylsilyloxy-1-octe      ne hexyl]-4-trimethylsiloxy 13-trans prostene   cyclopent-2-en-1-one 105      1-trans-tri-n-butylstannyl-5-methyl 2-[6-methoxyacetyl dl-11a,16-dihydrox      y-1-methoxymethyl-1,9-dioxo-  4-trimethylsilyloxy-1-heptene hexyl]-4-trim      ethylsiloxy 17-methyl-20-nor-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYLE IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        106 1-trans-iodo-5,5-dimethyl 2-[6-methoxyacetyl dl-11a,16-dihydroxy-1-      methoxymethyl-1,9-dioxo-  4-trimethylsilyloxy-1-octene hexyl]-4-trimethyl      siloxy 17,17-dimethyl-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        107 1-trans-tri-n-butylstannyl-4-vinyl- 2-[6-methoxyacetyl dl-11a,16-di      hydroxy-1-methoxymethyl-1,9-dioxo-16-vinyl-  4-trimethylsilyloxy-1-hepten      e hexyl]-4-trimethylsiloxy 20-nor-13-trans prostene   cyclopent-2-en-1-on      e 108 1-trans-tri-n-butylstannyl-4-cyclopropyl- 2-[6-methoxyacetyl      dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-cyclopropyl-  4-trimethy      lsilyloxy-1-octene hexyl]-4-trimethylsiloxy 13-trans prostene   cyclopent      -2-en-1-one 109 1-trans-tri-n-butylstannyl-4-trimethylsilylethynyl-      2-[6-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-ethyn      yl-  4-trimethylsilyloxy-1-heptene hexyl]-4-trimethylsiloxy 20-nor-13-tra      ns prostene   cyclopent-2-en-1-one 110 1-trans-tri-n-butylstannyl-5-methy      lene 2-[6-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-      4-triethylsilyloxy-1-heptene hexyl]-4-trimethylsiloxy 17-methylene-20-nor      -13-trans prostene   cyclopent-2-en-1-one 111 1-trans-tri-n-butylstannyl-      4-methyl-5-methylene 2-[6-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymeth      yl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-heptene hexyl]-4-trimethyl      siloxy 17-methylene-20-nor-13-trans prostene   cyclopent-2-en-1-one 112      1-trans-tri-n-butylstannyl-4-dimethoxymethyl- 2-[6-methoxyacetyl      dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-formyl-  4-trimethylsily      loxy-1-heptene hexyl]-4-trimethylsiloxy 20-nor-13-trans prostene      cyclopent-2-en-1-one 113 1-trans-tri-n-butylstannyl-4-fluoromethyl-      2-[6-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-fluor      omethyl-  4-trimethylsilyloxy-1-heptene hexyl]-4-trimethylsiloxy      20-nor-13-trans prostene   cyclopent-2-en-1-one 114 1-trans-tri-n-butylst      annyl-4-difluoromethyl- 2-[6-methoxyacetyl dl-11a,16-dihydroxy-1-methoxym      ethyl-1,9-dioxo-16-difluoromethyl-  4-trimethylsilyloxy-1-heptene      hexyl]-4-trimethylsiloxy 20-nor-13-trans prostene   cyclopent-2-en-1-one      115 1-trans-tri-n-butylstannyl-4-trifluoromethyl- 2-[6-methoxyacetyl      dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-trifluoromethyl-      4-trimethylsilyloxy-1-heptene hexyl]-4-trimethylsiloxy 20-nor-13-trans      prostene   cyclopent-2-en-1-one 116 1-trans-tri-n-butylstannyl-4-chlorome      thyl- 2-[6-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16      -chloromethyl-  4-trimethylsilyloxy-1-heptene hexyl]-4-trimethylsiloxy      20-nor-13-trans prostene   cyclopent-2-en-1-one 117 1-trans-tri-n-butylst      annyl-4-trimethylsilyloxymethyl- 2-[6-methoxyacetyl dl-11a,16-dihydroxy-1      -methoxymethyl-1,9-dioxo-16-hydroxymethyl-  4-trimethylsilyloxy-1-heptene       hexyl]-4-trimethylsiloxy 20-nor-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        118 1-trans-iodo-4-methyl-7-chloro 2-[6-methoxyacetyl dl-11a,16-dihydro      xy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-heptene      hexyl]-4-trimethylsiloxy 19-chloro-20-nor-13-trans prostene   cyclopent-2      -en-1-one 119 1-trans-iodo- 2-[6-methoxyacetyl dl-11a,15a-dihydroxy-1-met      hoxymethyl-1,9-dioxo-  3-triphenylmethoxy-1-octene hexyl]-4-trimethylsilo      xy 13-trans prostene   cyclopent-2-en-1-one 120 1-trans-iodo-3-methyl-      2-[6-methoxyacetyl dl-11a,15a-dihydroxy-1-methoxymethyl-1,9-dioxo-15-meth      yl-  3-trimethylsilyloxy-1-octene hexyl]-4-trimethylsiloxy 13-trans      prostene   cyclopent-2-en-1-one 121 1-trans-iodo-4,4-dimethyl 2-[6-methox      yacetyl dl-11a,15a-dihydroxy-1-methoxymethyl-1,9-dioxo-  3-trimethylsilyl      oxy-1-octene hexyl]-4-trimethylsiloxy 16,16-dimethyl-13-trans prostene      cyclopent-2-en-1-one 122 1-trans-iodo-4,4-trimethylene 2-[6-methoxyacetyl       dl-11a,15a-dihydroxy-1-methoxymethyl-1,9-dioxo-  3-trimethylsilyloxy-1-o      ctene hexyl]-4-trimethylsiloxy 16,16-trimethylene-13-trans prostene      cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        123 1-trans-tri-n-butylstannyl-3-vinyl- 2-[6-methoxyacetyl dl-11a,15a-d      ihydroxy-1-methoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-octen      e hexyl]-4-trimethylsiloxy 13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        124 1-trans-iodo- 2-[6-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethy      l-1,9-dioxo-  4-triphenylmethoxy-1-octene hexyl]-4-trimethylsiloxy      13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        125 1-trans-tri-n-butylstannyl-4-methyl- 2-[6-methoxyacetyl dl-11a,16-d      ihydroxy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-octe      ne hexyl]-4-trimethylsiloxy 13-trans prostene   cyclopent-2-en-1-one 126      1-trans-tri-n-butylstannyl-5-methyl 2-[6-methoxyacetyl dl-11a,16-dihydrox      y-1-methoxymethyl-1,9-dioxo-  4-trimethylsilyloxy-1-octene hexyl]-4-trime      thylsiloxy 17-methyl-13-trans prostene   cyclopent-2-en-1-one 127      1-trans-tri-n-butylstannyl-4-vinyl- 2-[6-methoxyacetyl dl-11a,16-dihydrox      y-1-methoxymethyl-1,9-dioxo-16-vinyl-  4-trimethylsilyloxy-1-octene      hexyl]-4-trimethylsiloxy 13-trans prostene   cyclopent-2-en-1-one 128      1-trans-tri-n-butylstannyl-4-trimethylsilylethynyl- 2-[6-methoxyacetyl      dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-ethynyl-  4-trimethylsil      yloxy-1-octene hexyl]-4-trimethylsiloxy 13-trans prostene   cyclopent-2-e      n-1-one 129 1-trans-tri-n-butylstannyl-5-methylene 2-[6-methoxyacetyl      dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-  4-triethylsilyloxy-1-octe      ne hexyl]-4-trimethylsiloxy 17-methylene-13-trans prostene   cyclopent-2-      en-1-one 130 1-trans-tri-n-butylstannyl-4-methyl-5-methylene 2-[6-methoxy      acetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-methyl-      4-trimethylsilyloxy-1-octene hexyl]-4-trimethylsiloxy 17-methylene-13-tra      ns prostene   cyclopent-2-en-1-one 131 1-trans-tri-n-butylstannyl-4-dimet      hoxymethyl- 2-[6-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-di      oxo-16-formyl-  4-trimethylsilyloxy-1-octene hexyl]-4-trimethylsiloxy      13-trans prostene   cyclopent-2-en-1-one 132 1-trans-tri-n-butylstannyl-4      -fluoromethyl- 2-[6-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9      -dioxo-16-fluoromethyl-  4-trimethylsilyloxy-1-octene hexyl]-4-trimethyls      iloxy 13-trans prostene   cyclopent-2-en-1-one 133 1-trans-tri-n-butylsta      nnyl-4-difluoromethyl- 2-[6-methoxyacetyl dl-11a,16-dihydroxy-1-methoxyme      thyl-1,9-dioxo-16-difluoromethyl-  4-trimethylsilyloxy-1-octene hexyl]-4-      trimethylsiloxy 13-trans prostene   cyclopent-2-en-1-one 134 1-trans-tri-      n-butylstannyl-4-trifluoromethyl- 2-[6-methoxyacetyl dl-11a,16-dihydroxy-      1-methoxymethyl-1,9-dioxo-16-trifluoromethyl-  4-trimethylsilyloxy-1-octe      ne hexyl]-4-trimethylsiloxy 13-trans prostene   cyclopent-2-en-1-one 135      1-trans-tri-n-butylstannyl-4-chloromethyl- 2-[6-methoxyacetyl dl-11a,16-d      ihydroxy-1-methoxymethyl-1,9-dioxo-16-chloromethyl-  4-trimethylsilyloxy-      1-octene hexyl]-4-trimethylsiloxy 13-trans prostene   cyclopent-2-en-1-on      e 136 1-trans-tri-n-butylstannyl-4-trimethylsilyloxymethyl- 2-[6-methoxya      cetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-hydroxymethyl-      4-trimethylsilyloxy-1-octene hexyl]-4-trimethylsiloxy 13-trans prostene       cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        137 1-trans-iodo- 2-[6-methoxyacetyl dl-11a,15a-dihydroxy-1-methoxymeth      yl-1,9-dioxo-  3-triphenylmethoxy-1-nonene hexyl]-4-trimethylsiloxy      20-methyl-13-trans prostene   cyclopent-2-en-1-one 138 1-trans-iodo-3-met      hyl- 2-[6-methoxyacetyl dl-11a,15a-dihydroxy-1-methoxymethyl-1,9-dioxo-15      -methyl-  3-trimethylsilyloxy-1-nonene hexyl]-4-trimethylsiloxy 20-methyl      -13-trans prostene   cyclopent-2-en-1-one 139 1-trans-iodo-4,4-dimethyl      2-[6-methoxyacetyl dl-11a,15a-dihydroxy-1-methoxymethyl-1,9-dioxo-      3-trimethylsilyloxy-1-nonene hexyl]-4-trimethylsiloxy 16,16-dimethyl-20-m      ethyl-13-trans prostene   cyclopent-2-en-1-one 140 1-trans-iodo-4,4-trime      thylene 2-[6-methoxyacetyl dl-11a,15a-dihydroxy-1-methoxymethyl-1,9-dioxo      -  3-trimethylsilyloxy-1-nonene hexyl]-4-trimethylsiloxy 16,16-trimethyle      ne-20-methyl-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        141 1-trans-tri-n-butylstannyl-3-vinyl- 2-[6-methoxyacetyl dl-11a,15a-d      ihydroxy-1-methoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-nonen      e hexyl]-4-trimethylsiloxy 20-methyl-13-trans prostene   cyclopent-2-en-1      -one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        142 1-trans-iodo- 2-[6-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethy      l-1,9-dioxo-  4-triphenylmethoxy-1-nonene hexyl]-4-trimethylsiloxy      20-methyl-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        143 1-trans-tri-n-butylstannyl-4-methyl- 2-[6-methoxyacetyl dl-11a,16-d      ihydroxy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-none      ne hexyl]-4-trimethylsiloxy 20-methyl-13-trans prostene   cyclopent-2-en-      1-one 144 1-trans-tri-n-butylstannyl-5-methyl 2-[6-methoxyacetyl      dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-  4-trimethylsilyloxy-1-non      ene hexyl]-4-trimethylsiloxy 17-methyl-20-methyl-13-trans prostene      cyclopent-2-en-1-one 145 1-trans-tri-n-butylstannyl-4-vinyl- 2-[6-methoxy      acetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-vinyl-  4-trimeth      ylsilyloxy-1-nonene hexyl]-4-trimethylsiloxy 20-methyl-13-trans prostene        cyclopent-2-en-1-one 146 1-trans-tri-n-butylstannyl-4-trimethylsilyleth      ynyl- 2-[6-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16      -ethynyl-  4-trimethylsilyloxy-1-nonene hexyl]-4-trimethylsiloxy      20-methyl-13-trans prostene   cyclopent-2-en-1-one 147 1-trans-tri-n-buty      lstannyl-5-methylene 2-[6-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymeth      yl-1,9-dioxo-  4-triethylsilyloxy-1-nonene hexyl]-4-trimethylsiloxy      17-methylene-20-methyl-13-trans prostene   cyclopent-2-en-1-one 148      1-trans-tri-n-butylstannyl-4-methyl-5-methylene 2-[6-methoxyacetyl      dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsily      loxy-1-nonene hexyl]-4-trimethylsiloxy 17-methylene-20-methyl-13-trans      prostene   cyclopent-2-en-1-one 149 1-trans-tri-n-butylstannyl-4-dimethox      ymethyl- 2-[6-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo      -16-formyl-  4-trimethylsilyloxy-1-nonene hexyl]-4-trimethylsiloxy      20-methyl-13-trans prostene   cyclopent-2-en-1-one 150 1-trans-tri-n-buty      lstannyl-4-fluoromethyl- 2-[6-methoxyacetyl dl-11a,16-dihydroxy-1-methoxy      methyl-1,9-dioxo-16-fluoromethyl-  4-trimethylsilyloxy-1-nonene hexyl]-4-      trimethylsiloxy 20-methyl-13-trans prostene   cyclopent-2-en-1-one 151      1-trans-tri-n-butylstannyl-4-difluoromethyl- 2-[6-methoxyacetyl dl-11a,16      -dihydroxy-1-methoxymethyl-1,9-dioxo-16-difluoromethyl-  4-trimethylsilyl      oxy-1-nonene hexyl]-4-trimethylsiloxy 20-methyl-13-trans prostene      cyclopent-2-en-1-one 152 1-trans-tri-n-butylstannyl-4-trifluoromethyl-      2-[6-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-trifl      uoromethyl-  4-trimethylsilyloxy-1-nonene hexyl]-4-trimethylsiloxy      20-methyl-13-trans prostene   cyclopent-2-en-1-one 153 1-trans-tri-n-buty      lstannyl-4-chloromethyl- 2-[6-methoxyacetyl dl-11a,16-dihydroxy-1-methoxy      methyl-1,9-dioxo-16-chloromethyl-  4-trimethylsilyloxy-1-nonene hexyl]-4-      trimethylsiloxy 20-methyl-13-trans prostene   cyclopent-2-en-1-one 154      1-trans-tri-n-butylstannyl-4-trimethylsilyloxymethyl- 2-[6-methoxyacetyl      dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-hydroxymethyl-      4-trimethylsilyloxy-1-nonene hexyl]-4-trimethylsiloxy 20-methyl-13-trans      prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        155 1-trans-iodo- 2-[6-methoxyacetyl dl-11a,15a-dihydroxy-1-methoxymeth      yl-1,9-dioxo-  3-triphenylmethoxy-1-decene hexyl]-4-trimethylsiloxy      20-ethyl-13-trans prostene   cyclopent-2-en-1-one 156 1-trans-iodo-3-meth      yl- 2-[6-methoxyacetyl dl-11a,15a-dihydroxy-1-methoxymethyl-1,9-dioxo-15-      methyl-  3-trimethylsilyloxy-1-decene hexyl]-4-trimethylsiloxy 20-ethyl-1      3-trans prostene   cyclopent-2-en-1-one 157 1-trans-iodo-4,4-dimethyl      2-[6-methoxyacetyl dl-11a,15a-dihydroxy-1-methoxymethyl-1,9-dioxo-      3-trimethylsilyloxy-1-decene hexyl]-4-trimethylsiloxy 16,16-dimethyl-20-e      thyl-13-trans prostene   cyclopent-2-en-1-one 158 1-trans-iodo-4,4-trimet      hylene 2-[6-methoxyacetyl dl-11a,15a-dihydroxy-1-methoxymethyl-1,9-dioxo-        3-trimethylsilyloxy-1-decene hexyl]-4-trimethylsiloxy 16,16-trimethylen      e-20-ethyl-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        159 1-trans-tri-n-butylstannyl-3-vinyl- 2-[6-methoxyacetyl dl-11a,15a-d      ihydroxy-1-methoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-decen      e hexyl]-4-trimethylsiloxy 20-ethyl-13-trans prostene   cyclopent-2-en-1-      one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        160 1-trans-iodo- 2-[6-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethy      l-1,9-dioxo-  4-triphenylmethoxy-1-decene hexyl]-4-trimethylsiloxy      20-ethyl-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        161 1-trans-tri-n-butylstannyl-4-methyl- 2-[6-methoxyacetyl dl-11a,16-d      ihydroxy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-dece      ne hexyl]-4-trimethylsiloxy 20-ethyl-13-trans prostene   cyclopent-2-en-1      -one 162 1-trans-tri-n-butylstannyl-5-methyl 2-[6-methoxyacetyl dl-11a,16      -dihydroxy-1-methoxymethyl-1,9-dioxo-  4-trimethylsilyloxy-1-decene      hexyl]-4-trimethylsiloxy 17-methyl-20-ethyl-13-trans prostene   cyclopent      -2-en-1-one 163 1-trans-tri-n-butylstannyl-4-vinyl- 2-[6-methoxyacetyl      dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-vinyl-  4-trimethylsilyl      oxy-1-decene hexyl]-4-trimethylsiloxy 20-ethyl-13-trans prostene      cyclopent-2-en-1-one 164 1-trans-tri-n-butylstannyl-4-trimethylsilylethyn      yl- 2-[6-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-e      thynyl-  4-trimethylsilyloxy-1-decene hexyl]-4-trimethylsiloxy 20-ethyl-1      3-trans prostene   cyclopent-2-en-1-one 165 1-trans-tri-n-butylstannyl-5-      methylene 2-[6-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-diox      o-  4-triethylsilyloxy-1-decene hexyl]-4-trimethylsiloxy 17-methylene-20-      ethyl-13-trans prostene   cyclopent-2-en-1-one 166 1-trans-tri-n-butylsta      nnyl-4-methyl-5-methylene 2-[6-methoxyacetyl dl-11a,16-dihydroxy-1-methox      ymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-decene hexyl]-4-trime      thylsiloxy 17-methylene-20-ethyl-13-trans prostene   cyclopent-2-en-1-one       167 1-trans-tri-n-butylstannyl-4-dimethoxymethyl- 2-[6-methoxyacetyl      dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-formyl-  4-trimethylsily      loxy-1-decene hexyl]-4-trimethylsiloxy 20-ethyl-13-trans prostene      cyclopent-2-en-1-one 168 1-trans-tri-n-butylstannyl-4-fluoromethyl-      2-[6-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-fluor      omethyl-  4-trimethylsilyloxy-1-decene hexyl]-4-trimethylsiloxy 20-ethyl-      13-trans prostene   cyclopent-2-en-1-one 169 1-trans-tri-n-butylstannyl-4      -difluoromethyl- 2-[6-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1      ,9-dioxo-16-difluoromethyl-  4-trimethylsilyloxy-1-decene hexyl]-4-trimet      hylsiloxy 20-ethyl-13-trans prostene   cyclopent-2-en-1-one 170 1-trans-t      ri-n-butylstannyl-4-trifluoromethyl- 2-[6-methoxyacetyl dl-11a,16-dihydro      xy-1-methoxymethyl-1,9-dioxo-16-trifluoromethyl-  4-trimethylsilyloxy-1-d      ecene hexyl]-4-trimethylsiloxy 20-ethyl-13-trans prostene   cyclopent-2-e      n-1-one 171 1-trans-tri-n-butylstannyl-4-chloromethyl- 2-[6-methoxyacetyl       dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-chloromethyl-      4-trimethylsilyloxy-1-decene hexyl]-4-trimethylsiloxy 20-ethyl-13-trans      prostene   cyclopent-2-en-1-one 172 1-trans-tri-n-butylstannyl-4-trimethy      lsilyloxymethyl- 2-[6-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1      ,9-dioxo-16-hydroxymethyl-  4-trimethylsilyloxy-1-decene hexyl]-4-trimeth      ylsiloxy 20-ethyl-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        173 1-trans-iodo- 2-[7-methoxyacetyl dl-11a,15a-dihydroxy-1-methoxymeth      yl-1,9-dioxo-  3-triphenylmethoxy-1-heptene heptyl]-4-trimethylsiloxy      20-nor-2-homo-13-trans prostene   cyclopent-2-en-1-one 174 1-trans-iodo-3      -methyl- 2-[7-methoxyacetyl dl-11a,15a-dihydroxy-1-methoxymethyl-1,9-diox      o-15-methyl-  3-trimethylsilyloxy-1-heptene heptyl]-4-trimethylsiloxy      20-nor-2-homo-13-trans prostene   cyclopent-2-en-1-one 175 1-trans-iodo-4      ,4-dimethyl 2-[7-methoxyacetyl dl-11a,15a-dihydroxy-1-methoxymethyl-1,9-d      ioxo-  3-trimethylsilyloxy-1-heptene heptyl]-4-trimethylsiloxy 16,16-dime      thyl-20-nor-2-homo-13-trans prostene   cyclopent-2-en-1-one 176 1-trans-i      odo-5,5-dimethyl 2-[7-methoxyacetyl dl-11a,15a-dihydroxy-1-methoxymethyl-      1,9-dioxo-  3-triphenylmethoxy-1-octene heptyl]-4-trimethylsiloxy      17,17-dimethyl-2-homo-13-trans prostene   cyclopent-2-en-1-one 177      1-trans-iodo-4-methyl 2-[7-methoxyacetyl dl-11a,15a-dihydroxy-1-methoxyme      thyl-1,9-dioxo-  3-triphenylmethoxy-1-octene heptyl]-4-trimethylsiloxy      16-methyl-2-homo-13-trans prostene   cyclopent-2-en-1-one 178 1-trans-iod      o-4,4-trimethylene 2-[7-methoxyacetyl dl-11a,15a-dihydroxy-1-methoxymethy      l-1,9-dioxo-  3-trimethylsilyloxy-1-heptene heptyl]-4-trimethylsiloxy      16,16-trimethylene-20-nor-2-homo-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        179 1-trans-tri-n-butylstannyl-3-vinyl- 2-[7-methoxyacetyl dl-11a,15a-d      ihydroxy-1-methoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-hepte      ne heptyl]-4-trimethylsiloxy 20-nor-2-homo-13-trans prostene   cyclopent-      2-en-1-one 180 1-trans-tri-n-butylstannyl-4-phenoxy 2-[7-methoxyacetyl      dl-11a,15a-dihydroxy-1-methoxymethyl-1,9-dioxo-  3-triethylsilyloxy-1-but      ene heptyl]-4-trimethylsiloxy 16-phenoxy-2-homo-17-20-tetranor-13-trans      prostene   cyclopent-2-en-1-one 181 1-trans-tri-n-butylstannyl-4-(p-fluor      ophenoxy) 2-[7-methoxyacetyl dl-11a,15a-dihydroxy-1-methoxymethyl-1,9-dio      xo-  3-triethylsilyloxy-1-butene heptyl]-4-trimethylsiloxy 16-(p-fluoroph      enoxy)-2-homo-17-20-tetranor-13-trans prostene   cyclopent-2-en-1-one      182 1-trans-tri-n-butylstannyl-4-(m-chlorophenoxy) 2-[7-methoxyacetyl      dl-11a,15a-dihydroxy-1-methoxymethyl-1,9-dioxo-  3-triethylsilyloxy-1-but      ene heptyl]-4-trimethylsiloxy 16-(m-chlorophenoxy)-2-homo-17-20-tetranor-      13-trans prostene   cyclopent-2-en-1-one 183 1-trans-tri-n-butylstannyl-4      -(m-trifluoromethylphenoxy) 2-[7-methoxyacetyl dl-11a,15a-dihydroxy-1-met      hoxymethyl-1,9-dioxo-  3-triethylsilyloxy-1-butene heptyl]-4-trimethylsil      oxy 16-(m-trifluoromethylphenoxy)-2-homo-17-20-tetranor-13-trans      prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        184 1-trans-iodo-5-phenyl 2-[7-methoxyacetyl dl-11a,15a-dihydroxy-1-met      hoxymethyl-1,9-dioxo-  3-triethylsilyloxy-1-pentene heptyl]-4-trimethylsi      loxy 17-phenyl-2-homo-18-20-trinor-13-trans prostene   cyclopent-2-en-1-o      ne 185 1-trans-iodo-4,4-dimethyl-5-phenyl 2-[7-methoxyacetyl dl-11a,15a-d      ihydroxy-1-methoxymethyl-1,9-dioxo-  3-triethylsilyloxy-1-pentene      heptyl]-4-trimethylsiloxy 16,16-dimethyl-17-phenyl-2-homo-18-20-trinor-13      -trans prostene   cyclopent-2-en-1-one 186 1-trans-iodo-4-cyclopentyl      2-[7-methoxyacetyl dl-11a,15a-dihydroxy-1-methoxymethyl-1,9-dioxo-      3-trphenylmethoxy-1-butene heptyl]-4-trimethylsiloxy 16-cyclopentyl-2-hom      o-17-20-tetranor-13-trans prostene   cyclopent-2-en-1-one 187 1-trans-iod      o-4-cyclohexyl 2-[7-methoxyacetyl dl-11a,15a-dihydroxy-1-methoxymethyl-1,      9-dioxo-  3-triphenylmethoxy-1-butene heptyl]-4-trimethylsiloxy 16-cycloh      exyl-2-homo-17-20-tetranor-13-trans prostene   cyclopent-2-en-1-one 188      1-trans-iodo- 2-[7-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-      dioxo-  4-triphenylmethoxy-1-heptene heptyl]-4-trimethylsiloxy 20-nor-2-h      omo-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        189 1-trans-tri-n-butylstannyl-4-methyl- 2-[7-methoxyacetyl dl-11a,16-d      ihydroxy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-hept      ene heptyl]-4-trimethylsiloxy 20-nor-2-homo-13-trans prostene   cyclopent      -2-en-1-one 190 1-trans-tri-n-butylstannyl-4-ethyl- 2-[7-methoxyacetyl      dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-ethyl-  4-trimethylsilyl      oxy-1-octene heptyl]-4-trimethylsiloxy 2-homo-13-trans prostene      cyclopent-2-en-1-one 191 1-trans-tri-n-butylstannyl-5-methyl 2-[7-methoxy      acetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-  4-trimethylsilylox      y-1-heptene heptyl]-4-trimethylsiloxy 17-methyl-20-nor-2-homo-13-trans      prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        192 1-trans-iodo-5,5-dimethyl 2-[7-methoxyacetyl dl-11a,16-dihydroxy-1-      methoxymethyl-1,9-dioxo-  4-trimethylsilyloxy-1-octene heptyl]-4-trimethy      lsiloxy 17,17-dimethyl-2-homo-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        193 1-trans-tri-n-butylstannyl-4-vinyl- 2-[7-methoxyacetyl dl-11a,16-di      hydroxy-1-methoxymethyl-1,9-dioxo-16-vinyl-  4-trimethylsilyloxy-1-hepten      e heptyl]-4-trimethylsiloxy 20-nor-2-homo-13-trans prostene   cyclopent-2      -en-1-one 194 1-trans-tri-n-butylstannyl-4-cyclopropyl- 2-[7-methoxyacety      l dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-cyclopropyl-      4-trimethylsilyloxy-1-octene heptyl]-4-trimethylsiloxy 2-homo-13-trans      prostene   cyclopent-2-en-1-one 195 1-trans-tri-n-butylstannyl-4-trimethy      lsilylethynyl- 2-[7-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9      -dioxo-16-ethynyl-  4-trimethylsilyloxy-1-heptene heptyl]-4-trimethylsilo      xy 20-nor-2-homo-13-trans prostene   cyclopent-2-en-1-one 196 1-trans-tri      -n-butylstannyl-5-methylene 2-[7-methoxyacetyl dl-11a,16-dihydroxy-1-meth      oxymethyl-1,9-dioxo-  4-triethylsilyloxy-1-heptene heptyl]-4-trimethylsil      oxy 17-methylene-20-nor-2-homo-13-trans prostene   cyclopent-2-en-1-one      197 1-trans-tri-n-butylstannyl-4-methyl-5-methylene 2-[7-methoxyacetyl      dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsily      loxy-1-heptene heptyl]-4-trimethylsiloxy 17-methylene-20-nor-2-homo-13-tr      ans prostene   cyclopent-2-en-1-one 198 1-trans-tri-n-butylstannyl-4-dime      thoxymethyl- 2-[7-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-d      ioxo-16-formyl-  4-trimethylsilyloxy-1-heptene heptyl]-4-trimethylsiloxy      20-nor-2-homo-13-trans prostene   cyclopent-2-en-1-one 199 1-trans-tri-n-      butylstannyl-4-fluoromethyl- 2-[7-methoxyacetyl dl-11a,16-dihydroxy-1-met      hoxymethyl-1,9-dioxo-16-fluoromethyl-  4-trimethylsilyloxy-1-heptene      heptyl]-4-trimethylsiloxy 20-nor-2-homo-13-trans prostene   cyclopent-2-e      n-1-one 200 1-trans-tri-n-butylstannyl-4-difluoromethyl- 2-[7-methoxyacet      yl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-difluoromethyl-      4-trimethylsilyloxy-1-heptene heptyl]-4-trimethylsiloxy 20-nor-2-homo-13-      trans prostene   cyclopent-2-en-1-one 201 1-trans-tri-n-butylstannyl-4-tr      ifluoromethyl- 2-[7-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9      -dioxo-16-trifluoromethyl-  4-trimethylsilyloxy-1-heptene heptyl]-4-trime      thylsiloxy 20-nor-2-homo-13-trans prostene   cyclopent-2-en-1-one 202      1-trans-tri-n-butylstannyl-4-chloromethyl- 2-[7-methoxyacetyl dl-11a,16-d      ihydroxy-1-methoxymethyl-1,9-dioxo-16-chloromethyl-  4-trimethylsilyloxy-      1-heptene heptyl]-4-trimethylsiloxy 20-nor-2-homo-13-trans prostene      cyclopent-2-en-1-one 203 1-trans-tri-n-butylstannyl-4-trimethylsilyloxyme      thyl- 2-[7-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16      -hydroxymethyl-  4-trimethylsilyloxy-1-heptene heptyl]-4-trimethylsiloxy      20-nor-2-homo-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        204 1-trans-iodo-4-methyl-7-chloro 2-[7-methoxyacetyl dl-11a,16-dihydro      xy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-heptene      heptyl]-4-trimethylsiloxy 19-chloro-2-homo-20-nor-13-trans prostene      cyclopent-2-en-1-one 205 1-trans-iodo- 2-[7-methoxyacetyl dl-11a,15a-dihy      droxy-1-methoxymethyl-1,9-dioxo-  3-triphenylmethoxy-1-octene heptyl]-4-t      rimethylsiloxy 2-homo-13-trans prostene   cyclopent-2-en-1-one 206      1-trans-iodo-3-methyl- 2-[7-methoxyacetyl dl-11a,15a-dihydroxy-1-methoxym      ethyl-1,9-dioxo-15-methyl-  3-trimethylsilyloxy-1-octene heptyl]-4-trimet      hylsiloxy 2-homo-13-trans prostene   cyclopent-2-en-1-one 207 1-trans-iod      o-4,4-dimethyl 2-[7-methoxyacetyl dl-11a,15a-dihydroxy-1-methoxymethyl-1,      9-dioxo-  3-trimethylsilyloxy-1-octene heptyl]-4-trimethylsiloxy      16,16-dimethyl-2-homo-13-trans prostene   cyclopent-2-en-1-one 208      1-trans-iodo-4,4-trimethylene 2-[7-methoxyacetyl dl-11a,15a-dihydroxy-1-m      ethoxymethyl-1,9-dioxo-  3-trimethylsilyloxy-1-octene heptyl]-4-trimethyl      siloxy 16,16-trimethylene-2-homo-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        209 1-trans-tri-n-butylstannyl-3-vinyl- 2-[7-methoxyacetyl dl-11a,15a-d      ihydroxy-1-methoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-octen      e heptyl]-4-trimethylsiloxy 2-homo-13-trans prostene   cyclopent-2-en-1-o      ne        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        210 1-trans-iodo- 2-[7-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethy      l-1,9-dioxo-  4-triphenylmethoxy-1-octene heptyl]-4-trimethylsiloxy      2-homo-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        211 1-trans-tri-n-butylstannyl-4-methyl- 2-[7-methoxyacetyl dl-11a,16-d      ihydroxy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-octe      ne heptyl]-4-trimethylsiloxy 2-homo-13-trans prostene   cyclopent-2-en-1-      one 212 1-trans-tri-n-butylstannyl-5-methyl- 2-[7-methoxyacetyl dl-11a,16      -dihydroxy-1-methoxymethyl-1,9-dioxo-  4-trimethylsilyloxy-1-octene      heptyl]-4-trimethylsiloxy 17-methyl-2-homo-13-trans prostene   cyclopent-      2-en-1-one 213 1-trans-tri-n-butylstannyl-4-vinyl- 2-[7-methoxyacetyl      dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-vinyl-  4-trimethylsilyl      oxy-1-octene heptyl]-4-trimethylsiloxy 2-homo-13-trans prostene      cyclopent-2-en-1-one 214 1-trans-tri-n-butylstannyl-4-trimethylsilylethyn      yl- 2-[7-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-e      thynyl-  4-trimethylsilyloxy-1-octene heptyl]-4-trimethylsiloxy 2-homo-13      -trans prostene   cyclopent-2-en-1-one 215 1-trans-tri-n-butylstannyl-5-m      ethylene 2-[7-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo      -  4-triethylsilyloxy-1-octene heptyl]-4-trimethylsiloxy 17-methylene-2-h      omo-13-trans prostene   cyclopent-2-en-1-one 216 1-trans-tri-n-butylstann      yl-4-methyl-5-methylene 2-[7-methoxyacetyl dl-11a,16-dihydroxy-1-methoxym      ethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-octene heptyl]-4-trimet      hylsiloxy 17-methylene-2-homo-13-trans prostene   cyclopent-2-en-1-one      217 1-trans-tri-n-butylstannyl-4-dimethoxymethyl- 2-[7-methoxyacetyl      dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-formyl-  4-trimethylsily      loxy-1-octene heptyl]-4-trimethylsiloxy 2-homo-13-trans prostene      cyclopent-2-en-1-one 218 1-trans-tri-n-butylstannyl-4-fluoromethyl-      2-[7-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-fluor      omethyl-  4-trimethylsilyloxy-1-octene heptyl]-4-trimethylsiloxy      2-homo-13-trans prostene   cyclopent-2-en-1-one 219 1-trans-tri-n-butylst      annyl-4-difluoromethyl- 2-[7-methoxyacetyl dl-11a,16-dihydroxy-1-methoxym      ethyl-1,9-dioxo-16-difluoromethyl-  4-trimethylsilyloxy-1-octene      heptyl]-4-trimethylsiloxy 2-homo-13-trans prostene   cyclopent-2-en-1-one       220 1-trans-tri-n-butylstannyl-4-trifluoromethyl- 2-[7-methoxyacetyl      dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-trifluoromethyl-      4-trimethylsilyloxy-1-octene heptyl]-4-trimethylsiloxy 2-homo-13-trans      prostene   cyclopent-2-en-1-one 221 1-trans-tri-n-butylstannyl-4-chlorome      thyl- 2-[7-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16      -chloromethyl-  4-trimethylsilyloxy-1-octene heptyl]-4-trimethylsiloxy      2-homo-13-trans prostene   cyclopent-2-en-1-one 222 1-trans-tri-n-butylst      annyl-4-trimethylsilyloxymethyl- 2-[7-methoxyacetyl dl-11a,16-dihydroxy-1      -methoxymethyl-1,9-dioxo-16-hydromethyl-  4-trimethylsilyloxy-1-octene      heptyl]-4-trimethylsiloxy 2-homo-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        223 1-trans-iodo- 2-[7-methoxyacetyl dl-11a,15a-dihydroxy-1-methoxymeth      yl-1,9-dioxo-  3-triphenylmethoxy-1-nonene heptyl]-4-trimethylsiloxy      20-methyl-2-homo-13-trans prostene   cyclopent-2-en-1-one 224 1-trans-iod      o-3-methyl- 2-[7-methoxyacetyl dl-11a,15a-dihydroxy-1-methoxymethyl-1,9-d      ioxo-15-methyl-  3-trimethylsilyloxy-1-nonene heptyl]-4-trimethylsiloxy      20-methyl-2-homo-13-trans prostene   cyclopent-2-en-1-one 225 1-trans-iod      o-4,4-dimethyl 2-[7-methoxyacetyl dl-11a,15a-dihydroxy-1-methoxymethyl-1,      9-dioxo-  3-trimethylsilyloxy-1-nonene heptyl]-4-trimethylsiloxy      16,16-dimethyl-20-methyl-2-homo-13-trans prostene   cyclopent-2-en-1-one      226 1-trans-iodo-4,4-trimethylene 2-[7-methoxyacetyl dl-11a,15a-dihydroxy      -1-methoxymethyl-1,9-dioxo-  3-trimethylsilyloxy-1-nonene heptyl]-4-trime      thylsiloxy 16,16-trimethylene-20-methyl-2-homo-13-trans prostene      cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        227 1-trans-tri-n-butylstannyl-3-vinyl- 2-[7-methoxyacetyl dl-11a,15a-d      ihydroxy-1-methoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-nonen      e heptyl]-4-trimethylsiloxy 20-methyl-2-homo-13-trans prostene      cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        228 1-trans-iodo- 2-[7-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethy      l-1,9-dioxo-  4-triphenylmethoxy-1-nonene heptyl]-4-trimethylsiloxy      20-methyl-2-homo-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        229 1-trans-tri-n-butylstannyl-4-methyl- 2-[7-methoxyacetyl dl-11a,16-d      ihydroxy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-none      ne heptyl]-4-trimethylsiloxy 20-methyl-2-homo-13-trans prostene      cyclopent-2-en-1-one 230 1-trans-tri-n-butylstannyl-5-methyl 2-[7-methoxy      acetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-  4-trimethylsilylox      y-1-nonene heptyl]-4-trimethylsiloxy 17-methyl-20-methyl-2-homo-13-trans      prostene   cyclopent-2-en-1-one 231 1-trans-tri-n-butylstannyl-4-vinyl-      2-[7-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-vinyl      -  4-trimethylsilyloxy-1-nonene heptyl]-4-trimethylsiloxy 20-methyl-2-hom      o-13-trans prostene   cyclopent-2-en-1-one 232 1-trans-tri-n-butylstannyl      -4-trimethylsilylethynyl- 2-[7-methoxyacetyl dl-11a,16-dihydroxy-1-methox      ymethyl-1,9-dioxo-16-ethynyl-  4-trimethylsilyloxy-1-nonene heptyl]-4-tri      methylsiloxy 20-methyl-2-homo-13-trans prostene   cyclopent-2-en-1-one      233 1-trans-tri-n-butylstannyl-5-methylene 2-[7-methoxyacetyl dl-11a,16-d      ihydroxy-1-methoxymethyl-1,9-dioxo-  4-triethylsilyloxy-1-nonene      heptyl]-4-trimethylsiloxy 17-methylene-20-methyl-2-homo-13-trans      prostene   cyclopent-2-en-1-one 234 1-trans-tri-n-butylstannyl-4-methyl-5      -methylene 2-[7-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dio      xo-16-methyl-  4-trimethylsilyloxy-1-nonene heptyl]-4-trimethylsiloxy      17-methylene-20-methyl-2-homo-13-trans prostene   cyclopent-2-en-1-one      235 1-trans-tri-n-butylstannyl-4-dimethoxymethyl- 2-[7-methoxyacetyl      dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-formyl-  4-trimethylsily      loxy-1-nonene heptyl]-4-trimethylsiloxy 20-methyl-2-homo-13-trans      prostene   cyclopent-2-en-1-one 236 1-trans-tri-n-butylstannyl-4-fluorome      thyl- 2-[7-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16      -fluoromethyl-  4-trimethylsilyloxy-1-nonene heptyl]-4-trimethylsiloxy      20-methyl-2-homo-13-trans prostene   cyclopent-2-en-1-one 237 1-trans-tri      -n-butylstannyl-4-difluoromethyl- 2-[7-methoxyacetyl dl-11a,16-dihydroxy-      1-methoxymethyl-1,9-dioxo-16-difluoromethyl-  4-trimethylsilyloxy-1-nonen      e heptyl]-4-trimethylsiloxy 20-methyl-2-homo-13-trans prostene      cyclopent-2-en-1-one 238 1-trans-tri-n-butylstannyl-4-trifluoromethyl-      2-[7-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-trifl      uoromethyl-  4-trimethylsilyloxy-1-nonene heptyl]-4-trimethylsiloxy      20-methyl-2-homo-13-trans prostene   cyclopent-2-en-1-one 239 1-trans-tri      -n-butylstannyl-4-chloromethyl- 2-[7-methoxyacetyl dl-11a,16-dihydroxy-1-      methoxymethyl-1,9-dioxo-16-chloromethyl-  4-trimethylsilyloxy-1-nonene      heptyl]-4-trimethylsiloxy 20-methyl-2-homo-13-trans prostene   cyclopent-      2-en-1-one 240 1-trans-tri-n-butylstannyl-4-trimethylsilyloxymethyl-      2-[7-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-hydro      xymethyl-  4-trimethylsilyloxy-1-nonene heptyl]-4-trimethylsiloxy      20-methyl-2-homo-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        241 1-trans-iodo- 2-[7-methoxyacetyl dl-11a,15a-dihydroxy-1-methoxymeth      yl-1,9-dioxo-  3-triphenylmethoxy-1-decene heptyl]-4-trimethylsiloxy      20-ethyl-2-homo-13-trans prostene   cyclopent-2-en-1-one 242 1-trans-iodo      -3-methyl- 2-[7-methoxyacetyl dl-11a,15a-dihydroxy-1-methoxymethyl-1,9-di      oxo-15-methyl-  3-trimethylsilyloxy-1-decene heptyl]-4-trimethylsiloxy      20-ethyl-2-homo-13-trans prostene   cyclopent-2-en-1-one 243 1-trans-iodo      -4,4-dimethyl 2-[7-methoxyacetyl dl-11a,15a-dihydroxy-1-methoxymethyl-1,9      -dioxo-  3-trimethylsilyloxy-1-decene heptyl]-4-trimethylsiloxy 16,16-dim      ethyl-20-ethyl-2-homo-13-trans prostene   cyclopent-2-en-1-one 244      1-trans-iodo-4,4-trimethylene 2-[7-methoxyacetyl dl-11a,15a-dihydroxy-1-m      ethoxymethyl-1,9-dioxo-  3-trimethylsilyloxy-1-decene heptyl]-4-trimethyl      siloxy 16,16-trimethylene-20-ethyl-2-homo-13-trans prostene   cyclopent-2      -en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        245 1-trans-tri-n-butylstannyl-3-vinyl- 2-[7-methoxyacetyl dl-11a,15a-d      ihydroxy-1-methoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-decen      e heptyl]-4-trimethylsiloxy 20-ethyl-2-homo-13-trans prostene   cyclopent      -2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        246 1-trans-iodo- 2-[7-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethy      l-1,9-dioxo-  4-triphenylmethoxy-1-decene heptyl]-4-trimethylsiloxy      20-ethyl-2-homo-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        247 1-trans-tri-n-butylstannyl-4-methyl- 2-[7-methoxyacetyl dl-11a,16-d      ihydroxy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-dece      ne heptyl]-4-trimethylsiloxy 20-ethyl-2-homo-13-trans prostene      cyclopent-2-en-1-one 248 1-trans-tri-n-butylstannyl-5-methyl- 2-[7-methox      yacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-  4-trimethylsilylo      xy-1-decene heptyl]-4-trimethylsiloxy 17-methyl-20-ethyl-2-homo-13-trans      prostene   cyclopent-2-en-1-one 249 1-trans-tri-n-butylstannyl-4-vinyl-      2-[7-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-vinyl      -  4-trimethylsilyloxy-1-decene heptyl]-4-trimethylsiloxy 20-ethyl-2-homo      -13-trans prostene   cyclopent-2-en-1-one 250 1-trans-tri-n-butylstannyl-      4-trimethylsilylethynyl- 2-[7-methoxyacetyl dl-11a,16-dihydroxy-1-methoxy      methyl1,9-dioxo-16-ethynyl-  4-trimethylsilyloxy-1-decene heptyl]-4-trime      thylsiloxy 20-ethyl-2-homo-13-trans prostene   cyclopent-2-en-1-one 251      1-trans-tri-n-butylstannyl-5-methylene 2-[7-methoxyacetyl dl-11a,16-dihyd      roxy-1-methoxymethyl-1,9-dioxo-  4-triethylsilyloxy-1-decene heptyl]-4-tr      imethylsiloxy 17-methylene-20-ethyl-2-homo-13-trans prostene   cyclopent-      2-en-1-one 252 1-trans-tri-n-butylstannyl-4-methyl-5-methylene 2-[7-metho      xyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-methyl-      4-trimethylsilyloxy-1-decene heptyl]-4-trimethylsiloxy 17-methylene-20-et      hyl-2-homo-13-trans prostene   cyclopent-2-en-1-one 253 1-trans-tri-n-but      ylstannyl-4-dimethoxymethyl- 2-[7-methoxyacetyl dl-11a,16-dihydroxy-1-met      hoxymethyl-1,9-dioxo-16-formyl-  4-trimethylsilyloxy-1-decene heptyl]-4-t      rimethylsiloxy 20-ethyl-2-homo-13-trans prostene   cyclopent-2-en-1-one      254 1-trans-tri-n-butylstannyl-4-fluoromethyl- 2-[7-methoxyacetyl      dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-fluoromethyl-  4-trimeth      ylsilyloxy-1-decene heptyl]-4-trimethylsiloxy 20-ethyl-2-homo-13-trans      prostene   cyclopent-2-en-1-one 255 1-trans-tri-n-butylstannyl-4-difluoro      methyl- 2-[7-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-      16-difluoromethyl-  4-trimethylsilyloxy-1-decene heptyl]-4-trimethylsilox      y 20-ethyl-2-homo-13-trans prostene   cyclopent-2-en-1-one 256 1-trans-tr      i-n-butylstannyl-4-trifluoromethyl- 2-[7-methoxyacetyl dl-11a,16-dihydrox      y-1-methoxymethyl-1,9-dioxo-16-trifluoromethyl-  4-trimethylsilyloxy-1-de      cene heptyl]-4-trimethylsiloxy 20-ethyl-2-homo-13-trans prostene      cyclopent-2-en-1-one 257 1-trans-tri-n-butylstannyl-4-chloromethyl-      2-[7-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-chlor      omethyl-  4-trimethylsilyloxy-1-decene heptyl]-4-trimethylsiloxy      20-ethyl-2-homo-13-trans prostene   cyclopent-2-en-1-one 258 1-trans-tri-      n-butylstannyl-4-trimethylsilyloxymethyl- 2-[7-methoxyacetyl dl-11a,16-di      hydroxy-1-methoxymethyl-1,9-dioxo-16-hydroxymethyl-  4-trimethylsilyloxy-      1-decene heptyl]-4-trimethylsiloxy 20-ethyl-2-homo-13-trans prostene      cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        259 1-trans-iodo- 2-[6-methoxyacetyl nat-11a,15a-dihydroxy-1-methoxymet      hyl-1,9-dioxo-  3-triphenylmethoxy-1-heptene hexyl]-4R-trimethylsiloxy      20-nor-13-trans prostene   cyclopent-2-en-1-one 260 1-trans -iodo-3-methy      l- 2-[methoxyacetyl nat-11a,15a-dihydroxy-1-methoxymethyl-1,9-dioxo-15-me      thyl-  3-trimethylsilyloxy-1-heptene hexyl]-4R-trimethylsiloxy 20-nor-13-      trans prostene   cyclopent-2-en-1-one 261 1-trans-iodo-4,4-dimethyl      2-[6-methoxyacetyl nat-11a,15a-dihydroxy-1-methoxymethyl-1,9-dioxo-      3-trimethylsilyloxy-1-heptene hexyl]-4R-trimethylsiloxy 16,16-dimethyl-20      -nor-13-trans prostene   cyclopent-2-en-1-one 262 1-trans-iodo-5,5-dimeth      yl 2-[6-methoxyacetyl nat-11a,15a-dihydroxy-1-methoxymethyl-1,9-dioxo-      3-triphenylmethoxy-1-octene hexyl]-4R-trimethylsiloxy 17,17-dimethyl-13-t      rans prostene   cyclopent-2-en-1-one 263 1-trans-iodo-4-methyl 2-[6-metho      xyacetyl nat-11a,15a-dihydroxy-1-methoxymethyl-1,9-dioxo-  3-triphenylmet      hoxy-1-octene hexyl]-4R-trimethylsiloxy 16-methyl-13-trans prostene      cyclopent-2-en-1-one 264 1-trans-iodo-4,4-trimethylene 2-[6-methoxyacetyl       nat-11a,15a-dihydroxy-1-methoxymethyl-1,9-dioxo-  3-trimethylsilyloxy-1-      heptene hexyl]-4R-trimethylsiloxy 16,16-trimethylene-20-nor-13-trans      prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        265 1-trans-tri-n-butylstannyl-3-vinyl- 2-[6-methoxyacetyl nat-11a,15a-      dihydroxy-1-methoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-hept      ene hexyl]-4R-trimethylsiloxy 20-nor-13-trans prostene   cyclopent-2-en-1      -one 266 1-trans-tri-n-butylstannyl-4-phenoxy 2-[6-methoxyacetyl      nat-11a,15a-dihydroxy-1-methoxymethyl-1,9-dioxo-  3-triethylsilyloxy-1-bu      tene hexyl]-4R-trimethylsiloxy 16-phenoxy-17-20-tetranor-13-trans      prostene   cyclopent-2-en-1-one 267 1-trans-tri-n-butylstannyl-4-(p-fluor      ophenoxy) 2-[6-methoxyacetyl nat-11a,15a-dihydroxy-1-methoxymethyl-1,9-di      oxo-  3-triethylsilyloxy-1-butene hexyl]-4R-trimethylsiloxy 16-(p-fluorop      henoxy)-17-20-tetranor-13-trans prostene   cyclopent-2-en-1-one 268      1-trans-tri-n-butylstannyl-4-(m-chlorophenoxy) 2-[6-methoxyacetyl      nat-11a,15a-dihydroxy-1-methoxymethyl-1,9-dioxo-  3-triethylsilyloxy-1-bu      tene hexyl]-4R-trimethylsiloxy 16-(m-chlorophenoxy)-17-20-tetranor-13-tra      ns prostene   cyclopent-2-en-1-one 269 1-trans-tri-n-butylstannyl-4-(m-tr      ifluoromethylphenoxy) 2-[6-methoxyacetyl nat-11a,15a-dihydroxy-1-methoxym      ethyl-1,9-dioxo-  3-triethylsilyloxy-1-butene hexyl]-4R-trimethylsiloxy      16-(m-trifluoromethylphenoxy)-17-20-tetranor-13-trans prostene      cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTEGLANDIN OF THE PGE1      SERIES        270 1-trans-iodo-5-phenyl 2-[6-methoxyacetyl nat-11a,15a-dihydroxy-1-me      thoxymethyl-1,9-dioxo-  3-triethylsilyloxy-1-pentene hexyl]-4R-trimethyls      iloxy 17-phenyl-18-20-trinor-13-trans prostene   cyclopent-2-en-1-one      271 1-trans-iodo-4,4-dimethyl-5-phenyl 2-[6-methoxyacetyl nat-11a,15a-dih      ydroxy-1-methoxymethyl-1,9-dioxo-  3-triethylsilyloxy-1-pentene hexyl]-4R      -trimethylsiloxy 16,16-dimethyl-17-phenyl-18-20-trinor-13-trans prostene        cyclopent-2-en-1-one 272 1-trans-iodo-4-cyclopentyl 2-[6-methoxyacetyl      nat-11a,15a-dihydroxy-1-methoxymethyl-1,9-dioxo-  3-triphenylmethoxy-1-bu      tene hexyl]-4R-trimethylsiloxy 16-cyclopentyl-17-20-tetranor-13-trans      prostene   cyclopent-2-en-1-one 273 1-trans-iodo-4-cyclohexyl 2-[6-methox      yacetyl nat-11a,15a-dihydroxy-1-methoxymethyl-1,9-dioxo-  3-triphenylmeth      oxy-1-butene hexyl]-4R-trimethylsiloxy 16-cyclohexyl-17-20-tetranor-13-tr      ans prostene   cyclopent-2-en-1-one 274 1-trans-iodo- 2-[6-methoxyacetyl      nat-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-  4-triphenylmethoxy-1-hep      tene hexyl]-4R-trimethylsiloxy 20-nor-13-trans prostene   cyclopent-2-en-      1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        275 1-trans-tri-n-butylstannyl-4-methyl- 2-[6-methoxyacetyl nat-11a,16-      dihydroxy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-hep      tene hexyl]-4R-trimethylsiloxy 20-nor-13-trans prostene   cyclopent-2-en-      1-one 276 1-trans-tri-n-butylstannyl-4-ethyl- 2-[6-methoxyacetyl      nat-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-ethyl-  4-trimethylsily      loxy-1-octene hexyl]-4R-trimethylsiloxy 13-trans prostene   cyclopent-2-e      n-1-one 277 1-trans-tri-n-butylstannyl-5-methyl 2-[6-methoxyacetyl      nat-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-  4-trimethylsilyloxy-1-he      ptene hexyl]-4R-trimethylsiloxy 17-methyl-20-nor-13-trans prostene      cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        278 1-trans-iodo-5,5-dimethyl 2-[6-methoxyacetyl nat-11a,16-dihydroxy-1      -methoxymethyl-1,9-dioxo-  4-trimethylsilyloxy-1-octene hexyl]-4R-trimeth      ylsiloxy 17,17-dimethyl-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        279 1-trans-tri-n-butylstannyl-4-vinyl- 2-[6-methoxyacetyl nat-11a,16-d      ihydroxy-1-methoxymethyl-1,9-dioxo-16-vinyl-  4-trimethylsilyloxy-1-hepte      ne hexyl]-4R-trimethylsiloxy 20-nor-13-trans prostene   cyclopent-2-en-1-      one 280 1-trans-tri-n-butylstannyl-4-cyclopropyl- 2-[6-methoxyacetyl      nat-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-cyclopropyl-  4-trimeth      ylsilyloxy-1-octene hexyl]-4R-trimethylsiloxy 13-trans prostene      cyclopent-2-en-1-one 281 1-trans-tri-n-butylstannyl-4-trimethylsilylethyn      yl- 2-[6-methoxyacetyl nat-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-      ethynyl-  4-trimethylsilyloxy-1-heptene hexyl]-4R-trimethylsiloxy      20-nor-13-trans prostene   cyclopent-2-en-1-one 282 1-trans-tri-n-butylst      annyl-5-methylene 2-[6-methoxyacetyl nat-11a,16-dihydroxy-1-methoxymethyl      -1,9-dioxo-  4-triethylsilyloxy-1-heptene hexyl]-4R-trimethylsiloxy      17-methylene-20-nor-13-trans prostene   cyclopent-2-en-1-one 283      1-trans-tri-n-butylstannyl-4-methyl-5-methylene 2-[6-methoxyacetyl      nat-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsil      yloxy-1-heptene hexyl]-4R-trimethylsiloxy 17-methylene-20-nor-13-trans      prostene   cyclopent-2-en-1-one 284 1-trans-tri-n-butylstannyl-4-dimethox      ymethyl- 2-[6-methoxyacetyl nat-11a,16-dihydroxy-1-methoxymethyl-1,9-diox      o-16-formyl-  4-trimethylsilyloxy-1-heptene hexyl]-4R-trimethylsiloxy      20-nor-13-trans prostene   cyclopent-2-en-1-one 285 1-trans-tri-n-butylst      annyl-4-fluoromethyl- 2-[6-methoxyacetyl nat-11a,16-dihydroxy-1-methoxyme      thyl-1,9-dioxo-16-fluoromethyl-  4-trimethylsilyloxy-1-heptene hexyl]-4R-      trimethylsiloxy 20-nor-13-trans prostene   cyclopent-2-en-1-one 286      1-trans-tri-n-butylstannyl-4-difluoromethyl- 2-[6-methoxyacetyl nat-11a,1      6-dihydroxy-1-methoxymethyl-1,9-dioxo-16-difluoromethyl-  4-trimethylsily      loxy-1-heptene hexyl-4R-trimethylsiloxy 20-nor-13-trans prostene      cyclopent-2-en-1-one 287 1-trans-tri-n-butylstannyl-4-trifluoromethyl-      2-[6-methoxyacetyl nat-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-trif      luoromethyl  4-trimethylsilyloxy-1-heptene hexyl]-4R-trimethylsiloxy      20-nor-13-trans prostene   cyclopent-2-en-1-one 288 1-trans-tri-n-butylst      annyl-4-chloromethyl- 2-[6-methoxyacetyl nat-11a,16-dihydroxy-1-methoxyme      thyl-1,9-dioxo-16-chloromethyl-  4-trimethylsilyloxy-1-heptene hexyl]-4R-      trimethylsiloxy 20-nor-13-trans prostene   cyclopent-2-en-1-one 289      1-trans-tri-n-butylstannyl-4-trimethylsilyloxymethyl- 2-[6-methoxyacetyl      nat-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-hydroxymethyl-      4-trimethylsilyloxy-1-heptene hexyl]-4R-trimethylsiloxy 20-nor-13-trans      prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        290 1-trans-iodo-4-methyl-7-chloro 2-[6-methoxyacetyl nat-11a,16-dihydr      oxy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-heptene      hexyl]-4R-trimethylsiloxy 19-chloro-20-nor-13-trans prostene   cyclopent-      2-en-1-one 291 1-trans-iodo- 2-[6-methoxyacetyl nat-11a,15a-dihydroxy-1-m      ethoxymethyl-1,9-dioxo-  3-triphenylmethoxy-1-octene hexyl]-4R-trimethyls      iloxy 13-trans prostene   cyclopent-2-en-1-one 292 1-trans-iodo-3-methyl-       2-[6-methoxyacetyl nat-11a,15a-dihydroxy-1-methoxymethyl-1,9-dioxo-15-me      thyl-  3-trimethylsilyloxy-1-octene hexyl]-4R-trimethylsiloxy 13-trans      prostene   cyclopent-2-en-1-one 293 1-trans-iodo-4,4-dimethyl 2-[6-methox      yacetyl nat-11a,15a-dihydroxy-1-methoxymethyl-1,9-dioxo-  3-trimethylsily      loxy-1-octene hexyl]-4R-trimethylsiloxy 16,16-dimethyl-13-trans prostene        cyclopent-2-en-1-one 294 1-trans-iodo-4,4-trimethylene 2-[6-methoxyacet      yl nat-11a,15a-dihydroxy-1-methoxymethyl-1,9-dioxo-  3-trimethylsilyloxy-      1-octene hexyl]-4R-trimethylsiloxy 16,16-trimethylene-13-trans prostene       cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        295 1-trans-tri-n-butylstannyl-3-vinyl- 2-[6-methoxyacetyl nat-11a,15a-      dihydroxy-1-methoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylSilyloxy-1-octe      ne hexyl]-4R-trimethylsiloxy 13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        296 1-trans-iodo- 2-[6-methoxyacetyl nat-11a,16-dihydroxy-1-methoxymeth      yl-1,9-dioxo-  4-triphenylmethoxy-1-octene hexyl]-4R-trimethylsiloxy      13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        297 1-trans-tri-n-butylstannyl-4-methyl- 2-[6-methoxyacetyl nat-11a,16-      dihydroxy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-oct      ene hexyl]-4R-trimethylsiloxy 13-trans prostene   cyclopent-2-en-1-one      298 1-trans-tri-n-butylstannyl-5-methyl 2-[6-methoxyacetyl nat-11a,16-dih      ydroxy-1-methoxymethyl-1,9-dioxo-  4-trimethylsilyloxy-1-octene hexyl]-4R      -trimethylsiloxy 17-methyl-13-trans prostene   cyclopent-2-en-1-one 299      1-trans-tri-n-butylstannyl-4-vinyl- 2-[6-methoxyacetyl nat-11a,16-dihydro      xy-1-methoxymethyl-1,9-dioxo-16-vinyl-  4-trimethylsilyloxy-1-octene      hexyl]-4R-trimethylsiloxy 13-trans prostene   cyclopent-2-en-1-one 300      1-trans-tri-n-butylstannyl-4-trimethylsilylethynyl- 2-[6-methoxyacetyl      nat-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-ethynyl-  4-trimethylsi      lyloxy-1-octene hexyl]-4R-trimethylsiloxy 13-trans prostene   cyclopent-2      -en-1-one 301 1-trans-tri-n-butylstannyl-5-methylene 2-[6-methoxyacetyl      nat-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-  4-triethylsilyloxy-1-oct      ene hexyl]-4R-trimethylsiloxy 17-methylene-13-trans prostene   cyclopent-      2-en-1-one 302 1-trans-tri-n-butylstannyl-4-methyl-5-methylene 2-[6-metho      xyacetyl nat-11a,16-dihydroxy-1-methoxymethy-1,9-dioxo-16-methyl-      4-trimethylsilyloxy-1-octene hexyl]-4R-trimethylsiloxy 17-methylene-13-tr      ans prostene   cyclopent-2-en-1-one 303 1-trans-tri-n-butylstannyl-4-dime      thoxymethyl- 2-[6-methoxyacetyl nat-11a,16-dihydroxy-1-methoxymethyl-1,9-      dioxo-16-formyl-  4-trimethylsilyloxy-1-octene hexyl]-4R-trimethylsiloxy      13-trans prostene   cyclopent-2-en-1-one 304 1-trans-tri-n-butylstannyl-4      -fluoromethyl- 2-[6-methoxyacetyl nat-11a,16-dihydroxy-1-methoxymethyl-1,      9-dioxo-16-fluoromethyl-  4-trimethylsilyloxy-1-octene hexyl]-4R-trimethy      lsiloxy 13-trans prostene   cyclopent-2-en-1-one 305 1-trans-tri-n-butyls      tannyl-4-difluoromethyl- 2-[6-methoxyacetyl nat-11a,16-dihydroxy-1-methox      ymethyl-1,9-dioxo-16-difluoromethyl-  4-trimethylsilyloxy-1-octene      hexyl]-4R-trimethylsiloxy 13-trans prostene   cyclopent-2-en-1-one 306      1-trans-tri-n-butylstannyl-4-trifluoromethyl- 2-[6-methoxyacetyl      nat-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-trifluoromethyl-      4-trimethylsilyloxy-1-octene hexyl]-4R-trimethylsiloxy 13-trans prostene        cyclopent-2-en-1-one 307 1-trans-tri-n-butylstannyl-4-chloromethyl-      2-[6-methoxyacetyl nat-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-chlo      romethyl-  4-trimethylsilyloxy-1-octene hexyl]-4R-trimethylsiloxy      13-trans prostene   cyclopent-2-en-1-one 308 1-trans-tri-n-butylstannyl-4      -trimethylsilyloxymethyl- 2-[6-methoxyacetyl nat-11a,16-dihydroxy-1-metho      xymethyl-1,9-dioxo-16-hydroxymethyl-  4-trimethylsilyloxy-1-octene      hexyl]-4R-trimethylsiloxy 13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SEREIS        309 1-trans-iodo- 2-[6-methoxyacetyl nat-11a,15a-dihydroxy-1-methoxymet      hyl-1,9-dioxo-  3-triphenylmethoxy-1-nonene hexyl]-4R-trimethylsiloxy      20-methyl-13-trans prostene   cyclopent-2-en-1-one 310 1-trans-iodo-3-met      hyl- 2-[6-methoxyacetyl nat-11a,15a-dihydroxy-1-methoxymethyl-1,9-dioxo-1      5-methyl-  3-trimethylsilyloxy-1-nonene hexyl]-4R-trimethylsiloxy      20-methyl-13-trans prostene   cyclopent-2-en-1-one 311 1-trans-iodo-4,4-d      imethyl 2-[6-methoxyacetyl nat-11a,15a-dihydroxy-1-methoxymethyl-1,9-diox      o-  3-trimethylsilyloxy-1-nonene hexyl]-4R-trimethylsiloxy 16,16-dimethyl      -20-methyl-13-trans prostene   cyclopent-2-en-1-one 312 1-trans-iodo-4,4-      trimethylene 2-[6-methoxyacetyl nat-11a,15a-dihydroxy-1-methoxymethyl-1,9      -dioxo-  3-trimethysilyloxy-1-nonene hexyl]-4R-trimethylsiloxy 16,16-trim      ethylene-20-methyl-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        313 1-trans-tri-n-butylstannyl-3-vinyl- 2-[6-methoxyacetyl nat-11a,15a,      dihydroxy-1-methoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-none      ne hexyl]-4R-trimethylsiloxy 20-methyl-13-trans prostene   cyclopent-2-en      -1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        314 1-trans-iodo- 2-[6-methoxyacetyl nat-11a,16-dihydroxy-1-methoxymeth      yl-1,9-dioxo-  4-triphenylmethoxy-1-nonene hexyl]-4R-trimethylsiloxy      20-methyl-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        315 1-trans-tri-n-butylstannyl-4-methyl- 2-[6-methoxyacetyl nat-11a,16-      dihydroxy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-non      ene hexyl]-4R-trimethylsiloxy 20-methyl-13-trans prostene   cyclopent-2-e      n-1-one 316 1-trans-tri-n-butylstannyl-5-methyl 2-[6-methoxyacetyl      nat-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-  4-trimethylsilyloxy-1-no      nene hexyl]-4R-trimethylsiloxy 17-methyl-20-methyl-13-trans prostene      cyclopent-2-en-1-one 317 1-trans-tri-n-butylstannyl-4-vinyl- 2-[6-methoxy      acetyl nat-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-vinyl-      4-trimethylsilyloxy-1-nonene hexyl]-4R-trimethylsiloxy 20-methyl-13-trans       prostene   cyclopent-2-en-1-one 318 1-trans-tri-n-butylstannyl-4-trimeth      ylsilylethynyl- 2-[6-methoxyacetyl nat-11a,16-dihydroxy-1-methoxymethyl-1      ,9-dioxo-16-ethynyl-  4-trimethylsilyloxy-1-nonene hexyl]-4R-trimethylsil      oxy 20-methyl-13-trans prostene   cyclopent-2-en-1-one 319 1-trans-tri-n-      butylstannyl-5-methylene 2-[6-methoxyacetyl nat-11a,16-dihydroxy-1-methox      ymethyl-1,9-dioxo  4-triethylsilyloxy-1-nonene hexyl]-4R-trimethylsiloxy      17-methylene-20-methyl-13-trans prostene   cyclopent-2-en-1-one 320      1-trans-tri-n-butylstannyl-4-methyl-5-methylene 2-[6-methoxyacetyl      nat-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsil      yloxy-1-nonene hexyl]-4R-trimethylsiloxy 17-methylene-20-methyl-13-trans      prostene   cyclopent-2-en-1-one 321 1-trans-tri-n-butylstannyl-4-dimethox      ymethyl- 2-[6-methoxyacetyl nat-11a,16-dihydroxy-1-methoxymethyl-1,9-diox      o-16-formyl-  4-trimethylsilyloxy-1-nonene hexyl]-4R-trimethylsiloxy      20-methyl-13-trans prostene   cyclopent-2-en-1-one 322 1-trans-tri-n-buty      lstannyl-4-fluoromethyl- 2-[6-methoxyacetyl nat-11a,16-dihydroxy-1-methox      ymethyl-1,9-dioxo-16-fluoromethyl-  4-trimethylsilyloxy-1-nonene      hexyl]-4R-trimethylsiloxy 20-methyl-13-trans prostene   cyclopent-2-en-1-      one 323 1-trans-tri-n-butylstannyl-4-difluoromethyl- 2-[6-methoxyacetyl      nat-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-difluoromethyl-      4-trimethylsilyloxy-1-nonene hexyl]-4R-trimethylsiloxy 20-methyl-13-trans       prostene   cyclopent-2-en-1-one 324 1-trans-tri-n-butylstannyl-4-trifluo      romethyl- 2-[6-methoxyacetyl nat-11a,16-dihydroxy-1-methoxymethyl-1,9-dio      xo-16-trifluoromethyl-  4-trimethylsilyloxy-1-nonene hexyl]-4R-trimethyls      iloxy 20-methyl-13-trans prostene   cyclopent-2-en-1-one 325 1-trans-tri-      n-butylstannyl-4-chloromethyl- 2-[6-methoxyacetyl nat-11a,16-dihydroxy-1-      methoxymethyl-1,9-dioxo-16-chloromethyl-  4-trimethylsilyloxy-1-nonene      hexyl]-4R-trimethylsiloxy 20-methyl-13-trans prostene   cyclopent-2-en-1-      one 326 1-trans-tri-n-butylstannyl-4-trimethylsilyloxymethyl- 2-[6-methox      yacetyl nat-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-hydroxymethyl-       4-trimethylsilyloxy-1-nonene hexyl]-4R-trimethylsiloxy 20-methyl-13-tran      s prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        327 1-trans-iodo- 2-[6-methoxyacetyl nat-11a,15a-dihydroxy-1-methoxymet      hyl-1,9-dioxo-  3-triphenylmethoxy-1-decene hexyl]-4R-trimethylsiloxy      20-ethyl-13-trans prostene   cyclopent-2-en-1-one 328 1-trans-iodo-3-meth      yl- 2-[6-methoxyacetyl nat-11a,15a-dihydroxy-1-methoxymethyl-1,9-dioxo-15      -methyl-  3-trimethylsilyloxy-1-decene hexyl]-4R-trimethylsiloxy      20-ethyl-13-trans prostene   cyclopent-2-en-1-one 329 1-trans-iodo-4,4-di      methyl 2-[6-methoxyacetyl nat-11a,15a-dihydroxy-1-methoxymethyl-1,9-dioxo      -  3-trimethylsilyloxy-1-decene hexyl]-4R-trimethylsiloxy 16,16-dimethyl-      20-ethyl-13-trans prostene   cyclopent-2-en-1-one 330 1-trans-iodo-4,4-tr      imethylene 2-[6-methoxyacetyl nat-11a,15a-dihydroxy-1-methoxymethyl-1,9-d      ioxo-  3-trimethylsilyloxy-1-decene hexyl]-4R-trimethylsiloxy 16,16-trime      thylene-20-ethyl-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        331 1-trans-tri-n-butylstannyl-3-vinyl- 2-[6-methoxyacetyl nat-11a,15a-      dihydroxy-1-methoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-dece      ne hexyl]-4R-trimethylsiloxy 20-ethyl-13-trans prostene   cylopent-2-en-1      -one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        332 1-trans-iodo- 2-[6-methoxyacetyl nat-11a,16-dihydroxy-1-methoxymeth      yl-1,9-dioxo-  4-triphenylmethoxy-1-decene hexyl]-4R-trimethylsiloxy      20-ethyl-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        333 1-trans-tri-n-butylstannyl-4-methyl- 2-[6-methoxyacetyl nat-11a,16-      dihydroxy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-dec      ene hexyl]-4R-trimethylsiloxy 20-ethyl-13-trans prostene   cyclopent-2-en      -1-one 334 1-trans-tri-n-butylstannyl-5-methyl- 2-[6-methoxyacetyl      nat-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-  4-trimethylsilyloxy-1-de      cene hexyl]-4R-trimethylsiloxy 17-methyl-20-ethyl-13-trans prostene      cyclopent-2-en-1-one 335 1-trans-tri-n-butylstannyl-4-vinyl- 2-[6-methoxy      acetyl nat-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-vinyl-      4-trimethylsilyloxy-1-decene hexyl]-4R-trimethylsiloxy 20-ethyl-13-trans      prostene   cyclopent-2-en-1-one 336 1-trans-tri-n-butylstannyl-4-trimethy      lsilylethynyl- 2-[6-methoxyacetyl nat-11a,16-dihydroxy-1-methoxymethyl-1,      9-dioxo-16-ethynyl-  4-trimethylsilyloxy-1-decene hexyl]-4R-trimethylsilo      xy 20-ethyl-13-trans prostene   cyclopent-2-en-1-one 337 1-trans-tri-n-bu      tylstannyl-5-methylene 2-[6-methoxyacetyl nat-11a,16-dihydroxy-1-methoxym      ethyl-1,9-dioxo-  4-trimethylsilyloxy-1-decene hexyl]-4R-trimethylsiloxy      17-methylene-20-ethyl-13-trans prostene   cyclopent-2-en-1-one 338      1-trans-tri-n-butylstannyl-4-methyl-5-methylene 2-[6-methoxyacetyl      nat-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsil      yloxy-1-decene hexyl]-4R-trimethylsiloxy 17-methylene-20-ethyl-13-trans      prostene   cyclopent-2-en-1-one 339 1-trans-tri-n-butylstannyl-4-dimethox      ymethyl- 2-[6-methoxyacetyl nat-11a,16-dihydroxy-1-methoxymethyl-1,9-diox      o-16-formyl-  4-trimethylsilyloxy-1-decene hexyl]-4R-trimethylsiloxy      20-ethyl-13-trans prostene   cyclopent-2-en-1-one 340 1-trans-tri-n-butyl      stannyl-4-fluoromethyl- 2-[6-methoxyacetyl nat-11a,16-dihydroxy-1-methoxy      methyl-1,9-dioxo-16-fluoromethyl-  4-trimethylsilyloxy-1-decene hexyl]-4R      -trimethylsiloxy 20-ethyl-13-trans prostene   cyclopent-2-en-1-one 341      1-trans-tri-n-butylstannyl-4-difluoromethyl- 2-[6-methoxyacetyl nat-11a,1      6-dihydroxy-1-methoxymethyl-1,9-dioxo-16-difluoromethyl-  4-trimethylsily      loxy-1-decene hexyl]-4R-trimethylsiloxy 20-ethyl-13-trans prostene      cyclopent-2-en-1-one 342 1-trans-tri-n-butylstannyl-4-trifluoromethyl-      2-[6-methoxyacetyl nat-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-trif      luoromethyl-  4-trimethylsilyloxy-1-decene hexyl]-4R-trimethylsiloxy      20-ethyl-13-trans prostene   cyclopent-2-en-1-one 343 1-trans-tri-n-butyl      stannyl-4-chloromethyl- 2-[6-methoxyacetyl nat-11a,16-dihydroxy-1-methoxy      methyl-1,9-dioxo-16-chloromethyl-  4-trimethylsilyloxy-1-decene hexyl]-4R      -trimethylsiloxy 20-ethyl-13-trans prostene   cyclopent-2-en-1-one 344      1-trans-tri-n-butylstannyl-4-trimethylsilyloxymethyl- 2-[6-methoxyacetyl      nat-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-hydroxymethyl-      4-trimethylsilyloxy-1-decene hexyl]-4R-trimethylsiloxy 20-ethyl-13-trans      prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        345 1-trans-iodo- 2-[5-methoxyacetyl dl-15a-hydroxy-1-methoxymethyl-1,9      -dioxo-  3-triphenylmethoxy-1-heptene pentyl] 20-nor-2-nor-13-trans      prostene   cyclopent-2-en-1-one 346 1-trans-iodo-3-methyl- 2-[5-methoxyac      etyl dl-15a-hydroxy-1-methoxymethyl-1,9-dioxo-15-methyl-  3-trimethylsily      loxy-1-heptene pentyl] 20-nor-2-nor-13-trans prostene   cyclopent-2-en-1-      one 347 1-trans-iodo-4,4-dimethyl 2-[5-methoxyacetyl dl-15a-hydroxy-1-met      hoxymethyl-1,9-dioxo-  3-trimethylsilyloxy-1-heptene pentyl] 16,16-dimeth      yl-20-nor-2-nor-13-trans prostene   cyclopent-2-en-1-one 348 1-trans-iodo      -5,5-dimethyl 2-[5-methoxyacetyl dl-15a-hydroxy-1-methoxymethyl-1,9-dioxo      -  3-triphenylmethoxy-1-octene pentyl] 17,17-dimethyl-2-nor-13-trans      prostene   cyclopent-2-en-1-one 349 1-trans-iodo-4-methyl 2-[5-methoxyace      tyl dl-15a-hydroxy-1-methoxymethyl-1,9-dioxo-  3-triphenylmethoxy-1-octen      e pentyl] 16-methyl-2-nor-13-trans prostene   cyclopent-2-en-1-one 350      1-trans-iodo-4,4-trimethylene 2-[5-methoxyacetyl dl-15a-hydroxy-1-methoxy      methyl-1,9-dioxo-  3-trimethylsilyloxy-1-heptene pentyl] 16,16-trimethyle      ne-20-nor-2-nor-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE1 SERIES        351 1-trans-tri-n-butylstannyl-3-vinyl- 2-[5-methoxyacetyl dl-15a-hydro      xy-1-methoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-heptene      pentyl] 20-nor-2-nor-13-trans prostene   cyclopent-2-en-1-one352      1-trans-tri-n-butylstannyl-4-phenoxy 2-[5-methoxyacetyl dl-15a-hydroxy-1-      methoxymethyl-1,9-dioxo-  3-triethylsilyloxy-1-butene pentyl] 16-phenoxy-      2-nor-17-20-tetranor-13-trans prostene   cyclopent-2-en-1-one 353      1-trans-tri-n-butylstannyl-4-(p-fluorophenoxy- 2-[5-methoxyacetyl      dl-15a-hydroxy-1-methoxymethyl-1,9-dioxo-  3-triethylsilyloxy-1-butene      pentyl] 16-(p-fluorophenoxy)-2-nor-17-20-tetranor-13-trans prostene      cyclopent-2-en-1-one 354 1-trans-tri-n-butylstannyl-4-(m-chlorophenoxy)      2-[5-methoxyacetyl dl-15a-hydroxy-1-methoxymethyl-1,9-dioxo-  3-triethyls      ilyloxy-1-butene pentyl] 16-(m-chlorophenoxy)-2-nor-17-20-tetranor-13-tra      ns prostene   cyclopent-2-en-1-one 355 1-trans-tri-n-butylstannyl-4-(m-tr      ifluoromethylphenoxy) 2-[5-methoxyacetyl dl-15a-hydroxy-1-methoxymethyl-1      ,9-dioxo-  3-triethylsilyloxy-1-butene pentyl] 16-(m-trifluoromethylpheno      xy)-2-nor-17-20-tetranor-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        356 1-trans-iodo-5-phenyl 2-[5-methoxyacetyl dl-15a-hydroxy-1-methoxyme      thyl-1,9-dioxo-  3-triethylsilyloxy-1-pentene pentyl] 17-phenyl-2-nor-18-      20-trinor-13-trans prostene   cyclopent-2-en-1-one 357 1-trans-iodo-4,4-d      imethyl-5-phenyl- 2-[5-methoxyacetyl dl-15a-hydroxy-1-methoxymethyl-1,9-d      ioxo-  3-triethylsilyloxy-1-butene pentyl] 16,16-dimethyl-17-phenyl-2-nor      -18-20-trinor-13-trans prostene   cyclopent-2-en-1-one 358 1-trans-iodo-4      -cyclopentyl 2-[5-methoxyacetyl dl-15a-hydroxy-1-methoxymethyl-1,9-dioxo-        3-triphenylmethoxy-1-butene pentyl] 16-cyclopentyl-2-nor-17-20-tetranor      -13-trans prostene   cyclopent-2-en-1-one 359 1-trans-iodo-4-cyclohexyl      2-[5-methoxyacetyl dl-15a-hydroxy-1-methoxymethyl-1,9-dioxo-   3-tripheny      lmethoxy-1-butene pentyl] 16-cyclohexyl-2-nor-17-20-tetranor-13-trans      prostene   cyclopent-2-en-1-one 360 1-trans-iodo- 2-[5-methoxyacetyl      dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-  4-triphenylmethoxy-1-heptene      pentyl] 20-nor-2-nor-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE1 SERIES        361 1-trans-tri-n-butylstannyl-4-methyl- 2-[5-methoxyacetyl dl-16-hydro      xy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-heptene      pentyl] 20-nor-2-nor-13-trans prostene   cyclopent-2-en-1-one 362      1-trans-tri-n-butylstannyl-4-ethyl- 2-[5-methoxyacetyl dl-16-hydroxy-1-me      thoxymethyl-1,9-dioxo-16-ethyl-  4-trimethylsilyloxy-1-octene pentyl]      2-nor-13-trans prostene   cyclopent-2-en-1-one 363 1-trans-tri-n-butylsta      nnyl-5-methyl 2-[5-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-        4-trimethylsilyloxy-1-heptene pentyl] 17-methyl-20-nor-2-nor-13-trans      prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        364 1-trans-iodo-5,5-dimethyl 2-[5-methoxyacetyl dl-16-hydroxy-1-methox      ymethyl-1,9-dioxo-  4-trimethylsilyloxy-1-octene pentyl] 17,17-dimethyl-2      -nor-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE1 SERIES        365 1-trans-tri-n-butylstannyl-4-vinyl- 2-[5-methoxyacetyl dl-16-hydrox      y-1-methoxymethyl-1,9-dioxo-16-vinyl-  4-trimethylsilyloxy-1-heptene      pentyl] 20-nor-2-nor-13-trans prostene   cyclopent-2-en-1-one 366      1-trans-tri-n-butylstannyl-4-cyclopropyl- 2-[5-methoxyacetyl dl-16-hydrox      y-1-methoxymethyl-1,9-dioxo-16-cyclopropyl-  4-trimethylsilyloxy-1-octene       pentyl] 2-nor-13-trans prostene   cyclopent-2-en-1-one 367 1-trans-tri-n      -butylstannyl-4-trimethylsilylethynyl- 2-[5-methoxyacetyl dl-16-hydroxy-1      -methoxymethyl-1,9-dioxo-16-ethynyl-  4-trimethylsilyloxy-1-heptene      pentyl] 20-nor-2-nor-13-trans prostene   cyclopent-2-en-1-one 368      1-trans-tri-n-butylstannyl-5-methylene 2-[5-methoxyacetyl dl-16-hydroxy-1      -methoxymethyl-1,9-dioxo-  4-triethylsilyloxy-1-heptene pentyl] 17-methyl      ene-20-nor-2-nor-13-trans prostene   cyclopent-2-en-1-one 369 1-trans-tri      -n-butylstannyl-4-methyl-5-methylene 2-[5-methoxyacetyl dl-16-hydroxy-1-m      ethoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-heptene pentyl]      17-methylene-20-nor-2-nor-13-trans prostene   cyclopent-2-en-1-one 370      1-trans-tri-n-butylstannyl-4-dimethoxymethyl- 2-[5-methoxyacetyl      dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-formyl-  4-trimethylsilyloxy-1      -heptene pentyl] 20-nor-2-nor-13-trans prostene   cyclopent-2-en-1-one      371 1-trans-tri-n-butylstannyl-4-fluoromethyl- 2-[5-methoxyacetyl      dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-fluoromethyl-  4-trimethylsily      loxy-1-heptene pentyl] 20-nor-2-nor-13-trans prostene   cyclopent-2-en-1-      one 372 1-trans-tri-n-butylstannyl-4-difluoromethyl- 2-[5-methoxyacetyl      dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-difluoromethyl-  4-trimethylsi      lyloxy-1-heptene pentyl] 20-nor-2-nor-13-trans prostene   cyclopent-2-en-      1-one 373 1-trans-tri-n-butylstannyl-4-trifluoromethyl- 2-[5-methoxyacety      l dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-trifluoromethyl-  4-trimethy      lsilyloxy-1-heptene pentyl] 20-nor-2-nor-13-trans prostene   cyclopent-2-      en-1-one 374 1-trans-tri-n-butylstannyl-4-chloromethyl- 2-[5-methoxyacety      l dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-chloromethyl-  4-trimethylsi      lyloxy-1-heptene pentyl] 20-nor-2-nor-13-trans prostene   cyclopent-2-en-      1-one 375 1-trans-tri-n-butylstannyl-4-trimethylsilyloxymethyl- 2-[5-meth      oxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-hydroxymethyl-      4-trimethylsilyloxy-1-heptene pentyl] 20-nor-2-nor-13-trans prostene      cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        376 1-trans-iodo-4-methyl-7-chloro 2-[5-methoxyacetyl dl-16-hydroxy-1-m      ethoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-heptene pentyl]      19-chloro-2-nor-20-nor-13-trans prostene   cyclopent-2-en-1-one 377      1-trans-iodo- 2-[5-methoxyacetyl dl-15a-hydroxy-1-methoxymethyl-1,9-dioxo      -  3-triphenylmethoxy-1-octene pentyl] 2-nor-13-trans prostene      cyclopent-2-en-1-one 378 1-trans-iodo-3-methyl- 2-[5-methoxyacetyl      dl-15a-hydroxy-1-methoxymethyl-1,9-dioxo-15-methyl-  3-trimethylsilyloxy-      1-octene pentyl] 2-nor-13-trans prostene   cyclopent-2-en-1-one 379      1-trans-iodo-4,4-dimethyl- 2-[5-methoxyacetyl dl-15a-hydroxy-1-methoxymet      hyl-1,9-dioxo-  3-trimethylsilyloxy-1-octene pentyl] 16,16-dimethyl-2-nor      -13-trans prostene   cyclopent-2-en-1-one 380 1-trans-iodo-4,4-trimethyle      ne 2-[5-methoxyacetyl dl-15a-hydroxy-1-methoxymethyl-1,9-dioxo-      3-trimethylsilyloxy-1-octene pentyl] 16,16-trimethylene-2-nor-13-trans      prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE1 SERIES        381 1-trans-tri-n-butylstannyl-3-vinyl- 2-[5-methoxyacetyl dl-15a-hydro      xy-1-methoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-octene      pentyl] 20-nor-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        382 1-trans-iodo 2-[5-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-d      ioxo-  4-triphenylmethoxy-1-octene pentyl] 2-nor-13-trans prostene      cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE1 SERIES        383 1-trans-tri-n-butylstannyl-4-methyl- 2-[5-methoxyacetyl dl-16-hydro      xy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-octene      pentyl] 2-nor-13-trans prostene   cyclopent-2-en-1-one 384 1-trans-tri-n-      butylstannyl-5-methyl- 2-[5-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1      ,9-dioxo-  4-trimethylsilyloxy-1-octene pentyl] 17-methyl-2-nor-13-trans      prostene   cyclopent-2-en-1-one 385 1-trans-tri-n-butylstannyl-4-vinyl-      2-[5-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-vinyl-      4-trimethylsilyloxy-1-octene pentyl] 2-nor-13-trans prostene   cyclopent-      2-en-1-one 386 1-trans-tri-n-butylstannyl-4-trimethylsilylethynyl-      2-[5-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-ethynyl-      4-trimethylsilyloxy-1-octene pentyl] 2-nor-13-trans prostene   cyclopent-      2-en-1-one 387 1-trans-tri-n-butylstannyl-5-methylene 2-[5-methoxyacetyl      dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-  4-triethylsilyloxy-1-octene      pentyl] 17-methylene-2-nor-13-trans prostene   cyclopent-2-en-1-one 388      1-trans-tri-n-butylstannyl-4-methyl-5-methylene 2-[5-methoxyacetyl      dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1      -octene pentyl] 17-methylene-2-nor-13-trans prostene   cyclopent-2-en-1-o      ne 389 1-trans-tri-n-butylstannyl-4-dimethoxymethyl- 2-[5-methoxyacetyl      dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-formyl-  4-trimethylsilyloxy-1      -octene pentyl] 2-nor-13-trans prostene   cyclopent-2-en-1-one 390      1-trans-tri-n-butylstannyl-4-fluoromethyl- 2-[5-methoxyacetyl dl-16-hydro      xy-1-methoxymethyl-1,9-dioxo-16-fluoromethyl-  4-trimethylsilyloxy-1-octe      ne pentyl] 2-nor-13-trans prostene   cyclopent-2-en-1-one 391 1-trans-tri      -n-butylstannyl-4-difluoromethyl- 2-[5-methoxyacetyl dl-16-hydroxy-1-meth      oxymethyl-1,9-dioxo-16-difluoromethyl-  4-trimethylsilyloxy-1-octene      pentyl] 2-nor-13-trans prostene   cyclopent-2-en-1-one 392 1-trans-tri-n-      butylstannyl-4-trifluoromethyl- 2-[5-methoxyacetyl dl-16-hydroxy-1-methox      ymethyl-1,9-dioxo-16-trifluoromethyl-  4-trimethylsilyloxy-1-octene      pentyl] 2-nor-13-trans prostene   cyclopent-2-en-1-one 393 1-trans-tri-n-      butylstannyl-4-chloromethyl- 2-[5-methoxyacetyl dl-16-hydroxy-1-methoxyme      thyl-1,9-dioxo-16-chloromethyl-  4-trimethylsilyloxy-1-octene pentyl]      2-nor-13-trans prostene   cyclopent-2-en-1-one 394 1-trans-tri-n-butylsta      nnyl-4-trimethylsilyloxymethyl- 2-[5-methoxyacetyl dl-16-hydroxy-1-methox      ymethyl-1,9-dioxo-16-hydroxymethyl-  4-trimethylsilyloxy-1-octene      pentyl] 2-nor-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        395 1-trans-iodo- 2-[5-methoxyacetyl dl-15a-hydroxy-1-methoxymethyl-1,9      -dioxo-  3-triphenylmethoxy-1-nonene pentyl] 20-methyl-2-nor-13-trans      prostene   cyclopent-2-en-1-one 396 1-trans-iodo-3-methyl- 2-[5-methoxyac      etyl dl-15a-hydroxy-1-methoxymethyl-1,9-dioxo-15-methyl-  3-trimethylsily      loxy-1-nonene pentyl] 20-methyl-2-nor-13-trans prostene   cyclopent-2-en-      1-one 397 1-trans-iodo-4,4-dimethyl 2-[5-methoxyacetyl dl-15a-hydroxy-1-m      ethoxymethyl-1,9-dioxo-  3-trimethylsilyloxy-1-nonene pentyl] 16,16-dimet      hyl-20-methyl-2-nor-13-trans prostene   cyclopent-2-en-1-one 398      1-trans-iodo-4,4-trimethylene 2-[5-methoxyacetyl dl-15a-hydroxy-1-methoxy      methyl-1,9-dioxo-  3-trimethylsilyloxy-1-nonene pentyl] 16,16-trimethylen      e-20-methyl-2-nor-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE1 SERIES        399 1-trans-tri-n-butylstannyl-3-vinyl- 2-[5-methoxyacetyl dl-15a-hydro      xy-1-methoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-nonene      pentyl] 20-methyl-2-nor-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        400 1-trans-iodo- 2-[5-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-      dioxo-  4-triphenylmethoxy-1-nonene pentyl] 20-methyl-2-nor-13-trans      prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE1 SERIES        401 1-trans-tri-n-butylstannyl-4-methyl- 2-[5-methoxyacetyl dl-16-hydro      xy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-nonene      pentyl] 20-methyl-2-nor-13-trans prostene   cyclopent-2-en-1-one 402      1-trans-tri-n-butylstannyl-5-methyl- 2-[5-methoxyacetyl dl-16-hydroxy-1-m      ethoxymethyl-1,9-dioxo-  4-trimethylsilyloxy-1-nonene pentyl] 17-methyl-2      0-methyl-2-nor-13-trans prostene   cyclopent-2-en-1-one 403 1-trans-tri-n      -butylstannyl-4-vinyl- 2-[5-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1      ,9-dioxo-16-vinyl-  4-trimethylsilyloxy-1-nonene pentyl] 20-methyl-2-nor-      13-trans prostene   cyclopent-2-en-1-one 404 1-trans-tri-n-butylstannyl-4      -trimethylsilylethynyl- 2-[5-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-      1,9-dioxo-16-ethynyl-  4-trimethylsilyloxy-1-nonene pentyl] 20-methyl-2-n      or-13-trans prostene   cyclopent-2-en-1-one 405 1-trans-tri-n-butylstanny      l-5-methylene- 2-[5-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo      -  4-trimethylsilyloxy-1-nonene pentyl] 17-methylene-20-methyl-2-nor-13-t      rans prostene   cyclopent-2-en-1-one 406 1-trans-tri-n-butylstannyl-4-met      hyl-5-methylene 2-[5-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-diox      o-16-methyl-  4-trimethylsilyloxy-1-nonene pentyl] 17-methylene-20-methyl      -2-nor-13-trans prostene   cyclopent-2-en-1-one 407 1-trans-tri-n-butylst      annyl-4-dimethoxymethyl- 2-[5-methoxyacetyl dl-16-hydroxy-1-methoxymethyl      -1,9-dioxo-16-formyl-  4-trimethylsilyloxy-1-nonene pentyl] 20-methyl-2-n      or-13-trans prostene   cyclopent-2-en-1-one 408 1-trans-tri-n-butylstanny      l-4-fluoromethyl- 2-[5-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-di      oxo-16-fluoromethyl-  4-trimethylsilyloxy-1-nonene pentyl] 20-methyl-2-no      r-13-trans prostene   cyclopent-2-en-1-one 409 1-trans-tri-n-butylstannyl      -4-difluoromethyl- 2-[5-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-d      ioxo-16-difluoromethyl-  4-trimethylsilyloxy-1-nonene pentyl] 20-methyl-2      -nor-13-trans prostene   cyclopent-2-en-1-one 410 1-trans-tri-n-butylstan      nyl-4-trifluoromethyl- 2-[5-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1      ,9-dioxo-16-trifluoromethyl-  4-trimethylsilyloxy-1-nonene pentyl]      20-methyl-2-nor-13-trans prostene   cyclopent-2-en-1-one 411 1-trans-tri-      n-butylstannyl-4-chloromethyl- 2-[5-methoxyacetyl dl-16-hydroxy-1-methoxy      methyl-1,9-dioxo-16-chloromethyl-  4-trimethylsilyloxy-1-nonene pentyl]      20-methyl-2-nor-13-trans prostene   cyclopent-2-en-1-one 412 1-trans-tri-      n-butylstannyl-4-trimethylsilyloxymethyl- 2-[5-methoxyacetyl dl-16-hydrox      y-1-methoxymethyl-1,9-dioxo-16-hydroxymethyl-  4-trimethylsilyloxy-1-none      ne pentyl] 20-methyl-2-nor-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        413 1-trans-iodo- 2-[5-methoxyacetyl dl-15a-hydroxy-1-methoxymethyl-1,9      -dioxo-  3-triphenylmethoxy-1-decene pentyl] 20-ethyl-2-nor-13-trans      prostene   cyclopent-2-en-1-one 414 1-trans-iodo-3-methyl- 2-[5-methoxyac      etyl dl-15a-hydroxy-1-methoxymethyl-1,9-dioxo-15-methyl-  3-trimethylsily      loxy-1-decene pentyl] 20-ethyl-2-nor-13-trans prostene   cyclopent-2-en-1      -one 415 1-trans-iodo-4,4-dimethyl 2-[5-methoxyacetyl dl-15a-hydroxy-1-me      thoxymethyl-1,9-dioxo-  3-trimethylsilyloxy-1-decene pentyl] 16,16-dimeth      yl-20-ethyl-2-nor-13-trans prostene   cyclopent-2-en-1-one 416 1-trans-io      do-4,4-trimethylene 2-[5-methoxyacetyl dl-15a-hydroxy-1-methoxymethyl-1,9      -dioxo-  3-trimethylsilyloxy-1-decene pentyl] 16,16-trimethylene-20-ethyl      -2-nor-13-trans prostene   cyclopent-2-en-1-one         EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        417 1-trans-tri-n-butylstannyl-3-vinyl- 2-[5-methoxyacetyl dl-15a-hydro      xy-1-methoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-decene      pentyl] 20-ethyl-2-nor-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        418 1-trans-iodo- 2-[5-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-      dioxo-  4-triphenylmethoxy-1-decene pentyl] 20-ethyl-20-nor-13-trans      prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE1 SERIES        419 1-trans-tri-n-butylstannyl-4-methyl- 2-[5-methoxyacetyl dl-16-hydro      xy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-decene      pentyl] 20-ethyl-2-nor-13-trans prostene   cyclopent-2-en-1-one 420      1-trans-tri-n-butylstannyl-5-methyl 2-[5-methoxyacetyl dl-16-hydroxy-1-me      thoxymethyl-1,9-dioxo-  4-trimethylsilyloxy-1-decene pentyl] 17-methyl-20      -ethyl-2-nor-13-trans prostene   cyclopent-2-en-1-one 421 1-trans-tri-n-b      utylstannyl-4-vinyl- 2-[5-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9      -dioxo-16-vinyl-  4-trimethylsilyloxy-1-decene pentyl] 20-ethyl-2-nor-13-      trans prostene   cyclopent-2-en-1-one 422 1-trans-tri-n-butylstannyl-4-tr      imethylsilylethynyl- 2-[5-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9      -dioxo-16-ethynyl-  4-trimethylsilyloxy-1-decene pentyl] 20-ethyl-2-nor-1      3-trans prostene   cyclopent-2-en-1-one 423 1-trans-tri-n-butylstannyl-5-      methylene 2-[5-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-      4-triethylsilyloxy-1-decene pentyl] 17-methylene-20-ethyl-2-nor-13-trans      prostene   cyclopent-2-en-1-one 424 1-trans-tri-n-butstannyl-4-methyl-5-m      ethylene 2-[5-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-me      thyl-  4-trimethylsilyloxy-1-decene pentyl] 17-methylene-20-ethyl-2-nor-1      3-trans prostene   cyclopent-2-en-1-one 425 1-trans-tri-n-butstannyl-4-di      methoxymethyl- 2-[5-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo      -16-formyl-  4-trimethylsilyloxy-1-decene pentyl] 20-ethyl-2-nor-13-trans       prostene   cyclopent-2-en-1-one 426 1-trans-tri-n-butylstannyl-4-fluorom      ethyl- 2-[5-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-fluo      romethyl-  4-trimethylsilyloxy-1-decene pentyl] 20-ethyl-2-nor-13-trans      prostene   cyclopent-2-en-1-one 427 1-trans-tri-n-butylstannyl-4-difluoro      methyl- 2-[5-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-dif      luoromethyl-  4-trimethylsilyloxy-1-decene pentyl] 20-ethyl-2-nor-13-tran      s prostene   cyclopent-2-en-1-one 428 1-trans-tri-n-butylstannyl-4-triflu      oromethyl- 2-[5-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-      trifluoromethyl-  4-trimethylsilyloxy-1-decene pentyl] 20-ethyl-2-nor-13-      trans prostene   cyclopent-2-en-1-one 429 1-trans-tri-n-butylstannyl-4-ch      loromethyl- 2-[5-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16      -chloromethyl-  4-trimethylsilyloxy-1-decene pentyl] 20-ethyl-2-nor-13-tr      ans prostene   cyclopent-2-en-1-one 430 1-trans-tri-n-butylstannyl-4-trim      ethylsilyloxymethyl- 2-[5-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9      -dioxo-16-hydroxymethyl-  4-trimethylsilyloxy-1-decene pentyl] 20-ethyl-2      -nor-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        431 1-trans-iodo- 2-[6-methoxyacetyl dl-15a-hydroxy-1-methoxymethyl-1,9      -dioxo-  3-triphenylmethoxy-1-heptene hexyl] 20-ethyl-2-nor-13-trans      prostene   cyclopent-2-en-1-one 432 1-trans-iodo-3-methyl- 2-[6-methoxyac      etyl dl-15a-hydroxy-1-methoxymethyl-1,9-dioxo-15-methyl-  3-trimethylsily      loxy-1-heptene hexyl] 20-nor-13-trans prostene   cyclopent-2-en-1-one      433 1-trans-iodo-4,4-dimethyl 2-[6-methoxyacetyl dl-15a-hydroxy-1-methoxy      methyl-1,9-dioxo-  3-trimethylsilyloxy-1-heptene hexyl] 16,16-dimethyl-20      -nor-13-trans prostene   cyclopent-2-en-1-one 434 1-trans-iodo-5,5-dimeth      yl 2-[6-methoxyacetyl dl-15a-hydroxy-1-methoxymethyl-1,9-dioxo-      3-triphenylmethoxy-1-octene hexyl] 17,17-dimethyl-13-trans prostene      cyclopent-2-en-1-one 435 1-trans-iodo-4-methyl 2-[6-methoxyacetyl      dl-15a-hydroxy-1-methoxymethyl-1,9-dioxo-  3-triphenylmethoxy-1-octene      hexyl] 16-methyl-13-trans prostene   cyclopent-2-en-1-one 436 1-trans-iod      o-4,4-trimethylene 2-[6-methoxyacetyl dl-15a-hydroxy-1-methoxymethyl-1,9-      dioxo-  3-trimethylsilyloxy-1-heptene hexyl] 16,16-trimethylene-20-nor-13      -trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE1 SERIES        437 1-trans-tri-n-butylstannyl-3-vinyl- 2-[6-methoxyacetyl dl-15a-hydro      xy-1-methoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-heptene      hexyl] 20-nor-13-trans prostene   cyclopent-2-en-1-one 438 1-trans-tri-n-      butylstannyl-4-phenoxy 2-[6-methoxyacetyl dl-15a-hydroxy-1-methoxymethyl-      1,9-dioxo-  3-triethylsilyloxy-1-butene hexyl] 16-phenoxy-17-20-tetranor-      13-trans prostene   cyclopent-2-en-1-one 439 1-trans-tri-n-butystannyl-4-      (p-fluorophenoxy) 2-[6-methoxyacetyl dl-15a-hydroxy-1-methoxymethyl-1,9-d      ioxo-  3-triethylsilyloxy-1-butene hexyl] 16-(p-fluorophenoxy)-17-20-tetr      anor-13-trans prostene   cyclopent-2-en-1-one 440 1-trans-tri-n-butylstan      nyl-4-(m-chlorophenoxy) 2-[6-methoxyacetyl dl-15a-hydroxy-1-methoxymethyl      -1,9-dioxo-  3-triethylsilyloxy-1-butene hexyl] 16-(m-chlorophenoxy)-17-2      0-tetranor-13-trans prostene   cyclopent-2-en-1-one 441 1-trans-tri-n-but      ylstannyl-4-(m-trifluoromethylphenoxy) 2-[6-methoxyacetyl dl-15a-hydroxy-      1-methoxymethyl-1,9-dioxo-  3-triethylsilyloxy-1-butene hexyl] 16-(m-trif      luoromethylphenoxy)-17-20-tetranor-13-trans prostene   cyclopent-2-en-1-o      ne        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        442 1-trans-iodo-5-phenyl 2-[6-methoxyacetyl dl-15a-hydroxy-1-methoxyme      thyl-1,9-dioxo-  3-triethylsilyloxy-1-pentene hexyl] 17-phenyl-18-20-trin      or-13-trans prostene   cyclopent-2-en-1-one 443 1-trans-iodo-4,4-dimethyl      -5-phenyl 2-[6-methoxyacetyl dl-15a-hydroxy-1-methoxymethyl-1,9-dioxo-      3-triethylsilyloxy-1-pentene hexyl] 16,16-dimethyl-17-phenyl-18-20-trinor      -13-trans prostene   cyclopent-2-en-1-one 444 1-trans-iodo-4-cyclopental      2-[6-methoxyacetyl dl-15a-hydroxy-1-methoxymethyl-1,9-dioxo-  3-triphenyl      methoxy-1-butene hexyl] 16-cyclopentyl-17-20-tetranor-13-trans prostene       cyclopent-2-en-1-one 445 1-trans-iodo-4-cyclohexyl 2-[6-methoxyacetyl      dl-15a-hydroxy-1-methoxymethyl-1,9-dioxo-  3-triphenylmethoxy-1-butene      hexyl] 16-cyclohexyl-17-20-tetranor-13-trans prostene   cyclopent-2-en-1-      one 446 1-trans-iodo- 2-[6-methoxyacetyl dl-16a-hydroxy-1-methoxymethyl-1      ,9-dioxo-  4-triphenylmethoxy-1-heptene hexyl] 20-nor-13-trans prostene       cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE1 SERIES        447 1-trans-tri-n-butylstannyl-4-methyl- 2-[6-methoxyacetyl dl-16-hydro      xy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-heptene      hexyl] 20-nor-13-trans prostene   cyclopent-2-en-1-one 448 1-trans-tri-n-      butylstannyl-4-ethyl- 2-[6-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,      9-dioxo-16-ethyl-  4-trimethylsilyloxy-1-octene hexyl] 13-trans prostene        cyclopent-2-en-1-one 449 1-trans-tri-n-butylstannyl-5-methyl- 2-[6-meth      oxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-  4-trimethylsilyloxy-1      -heptene hexyl] 17-methyl-20-nor-13-trans prostene   cyclopent-2-en-1-one         EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        450 1-trans-iodo-5,5-dimethyl 2-[6-methoxyacetyl dl-16-hydroxy-1-methox      ymethyl-1,9-dioxo-  4-trimethylsilyloxy-1-octene hexyl] 17,17-dimethyl-13      -trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE1 SERIES        451 1-trans-tri-n-butylstannyl-4-vinyl- 2-[6-methoxyacetyl dl-16-hydrox      y-1-methoxymethyl-1,9-dioxo-16-vinyl-  4-trimethylsilyloxy-1-heptene      hexyl] 20-nor-13-trans prostene   cyclopent-2-en-1-one 452 1-trans-tri-n-      butylstannyl-4-cyclopropyl- 2-[6-methoxyacetyl dl-16-hydroxy-1-methoxymet      hyl-1,9-dioxo-16-cyclopropyl-  4-trimethylsilyloxy-1-heptene hexyl]      13-trans prostene   cyclopent-2-en-1-one 453 1-trans-tri-n-butylstannyl-4      -trimethylsilylethynyl- 2-[6-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-      1,9-dioxo-16-ethynyl-  4-trimethylsilyloxy-1-heptene hexyl] 20-nor-13-tra      ns prostene   cyclopent-2-en-1-one 454 1-trans-tri-n-butylstannyl-5-methy      lene 2-[6-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-      4-triethylsilyloxy-1-heptene hexyl] 17-methylene-20-nor-13-trans      prostene   cyclopent-2-en-1-one 455 1-trans-tri-n-butylstannyl-4-methyl-5      -methylene 2-[6-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-      methyl-  4-trimethylsilyloxy-1-heptene hexyl] 17-methylene-20-nor-13-tran      s prostene   cyclopent-2-en-1-one 456 1-trans-tri-n-butylstannyl-4-dimeth      oxymethyl- 2-[6-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-      formyl-  4-trimethylsilyloxy-1-heptene hexyl] 20-nor-13-trans prostene      cyclopent-2-en-1-one 457 1-trans-tri-n-butylstannyl-4-fluoromethyl-      2-[6-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-fluoromethy      l-  4-trimethylsilyloxy-1-heptene hexyl] 20-nor-13-trans prostene      cyclopent-2-en-1-one 458 1-trans-tri-n-butylstannyl-4-difluoromethyl-      2-[6-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-difluoromet      hyl-  4-trimethylsilyloxy-1-heptene hexyl] 20-nor-13-trans prostene      cyclopent-2-en-1-one 459 1-trans-tri-n-butylstannyl-4-trifluoromethyl-      2-[6-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-trifluorome      thyl-  4-trimethylsilyloxy-1-heptene hexyl] 20-nor-13-trans prostene      cyclopent-2-en-1-one 460 1-trans-tri-n-butylstannyl-4-chloromethyl-      2-[6-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-chloromethy      l-  4-trimethylsilyloxy-1-heptene hexyl] 20-nor-13-trans prostene      cyclopent-2-en-1-one 461 1-trans-tri-n-butylstannyl-4-trimethylsilyloxyme      thyl- 2-[6-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-hydro      xymethyl-  4-trimethylsilyloxy-1-heptene hexyl] 20-nor-13-trans prostene        cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        462 1-trans-iodo-4-methyl-7-chloro 2-[6-methoxyacetyl dl-16-hydroxy-1-m      ethoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-heptene hexyl]      19-chloro-20-nor-13-trans prostene   cyclopent-2-en-1-one 463 1-trans-iod      o- 2-[6-methoxyacetyl dl-15a-hydroxy-1-methoxymethyl-1,9-dioxo-      3-triphenylmethoxy-1-octene hexyl] 13-trans prostene   cyclopent-2-en-1-o      ne 464 1-trans-iodo-3-methyl- 2-[6-methoxyacetyl dl-15a-hydroxy-1-methoxy      methyl-1,9-dioxo-15-methyl-  3-trimethylsilyloxy-1-octene hexyl]      13-trans prostene   cyclopent-2-en-1-one 465 1-trans-iodo-4,4-dimethyl      2-[6-methoxyacetyl dl-15a-hydroxy-1-methoxymethyl-1,9-dioxo-  3-trimethyl      silyloxy-1-octene hexyl] 16,16-dimethyl-13-trans prostene   cyclopent-2-e      n-1-one 466 1-trans-iodo-4,4-trimethylene 2-[6-methoxyacetyl dl-15a-hydro      xy-1-methoxymethyl-1,9-dioxo-  3-trimethylsilyloxy-1-octene hexyl]      16,16-trimethylene-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE1 SERIES        467 1-trans-tri-n-butylstannyl-3-vinyl- 2-[6-methoxyacetyl dl-15a-hydro      xy-1-methoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-octene      hexyl] 13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        468 1-trans-iodo- 2-[6-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-      dioxo-  4-triphenylmethoxy-1-octene hexyl] 13-trans prostene   cyclopent-      2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE1 SERIES        469 1-trans-tri-n-butylstannyl-4-methyl- 2-[6-methoxyacetyl dl-16-hydro      xy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-octene      hexyl] 13-trans prostene   cyclopent-2-en-1-one 470 1-trans-tri-n-butylst      annyl-5-methyl 2-[6-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo      -  4-trimethylsilyloxy-1-octene hexyl] 17-methyl-13-trans prostene      cyclopent-2-en-1-one 471 1-trans-tri-n-butylstannyl-4-vinyl- 2-[6-methoxy      acetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-vinyl-  4-trimethylsily      loxy-1-octene hexyl] 13-trans prostene   cyclopent-2-en-1-one 472      1-trans-tri-n-butylstannyl-4-trimethylsilylethynyl- 2-[6-methoxyacetyl      dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-ethynyl-  4-trimethylsilyloxy-      1-octene hexyl] 13-trans prostene   cyclopent-2-en-1-one 473 1-trans-tri-      n-butylstannyl-5-methylene 2-[6-methoxyacetyl dl-16-hydroxy-1-methoxymeth      yl-1,9-dioxo-  4-triethylsilyloxy-1-octene hexyl] 17-methylene-13-trans      prostene   cyclopent-2-en-1-one 474 1-trans-tri-n-butylstannyl-4-methyl-5      -methylene 2-[6-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-      methyl-  4-trimethylsilyloxy-1-octene hexyl] 17-methylene-13-trans      prostene   cyclopent-2-en-1-one 475 1-trans-tri-n-butylstannyl-4-dimethox      ymethyl- 2-[6-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-fo      rmyl-  4-trimethylsilyloxy-1-octene hexyl] 13-trans prostene   cyclopent-      2-en-1-one 476 1-trans-tri-n-butylstannyl-4-fluoromethyl- 2-[6-methoxyace      tyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-fluoromethyl-  4-trimethyl      silyloxy-1-octene hexyl] 13-trans prostene   cyclopent-2-en-1-one 477      1-trans-tri-n-butylstannyl-4-difluoromethyl- 2-[6-methoxyacetyl dl-16-hyd      roxy-1-methoxymethyl-1,9-dioxo-16-difluoromethyl- 4-trimethylsilyloxy-1-o      ctene hexyl] 13-trans prostene   cyclopent-2-en-1-one 478 1-trans-tri-n-b      utylstannyl-4-trifluoromethyl- 2-[6-methoxyacetyl dl-16-hydroxy-1-methoxy      methyl-1,9-dioxo-16-trifluoromethyl-  4-trimethylsilyloxy-1-octene      hexyl] 13-trans prostene   cyclopent-2-en-1-one 479 1-trans-tri-n-butylst      annyl-4-chloromethyl- 2-[6-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,      9-dioxo-16-chloromethyl-  4-trimethylsilyloxy-1-octene hexyl] 13-trans      prostene   cyclopent-2-en-1-one 480 1-trans-tri-n-butylstannyl-4-trimethy      lsilyloxymethyl- 2-[6-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-dio      xo-16-hydroxymethyl-  4-trimethylsilyloxy-1-octene hexyl] 13-trans      prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        481 1-trans-iodo- 2-[6-methoxyacetyl dl-15a-hydroxy-1-methoxymethyl-1,9      -dioxo-  3-triphenylmethoxy-1-nonene hexyl] 20-methyl-13-trans prostene       cyclopent-2-en-1-one 482 1-trans-iodo-3-methyl- 2-[6-methoxyacetyl      dl-15a-hydroxy-1-methoxymethyl-1,9-dioxo-15-methyl-  3-trimethylsilyloxy-      1-nonene hexyl] 20-methyl-13-trans prostene   cyclopent-2-en-1-one 483      1-trans-iodo-4,4-dimethyl 2-[6-methoxyacetyl dl-15a-hydroxy-1-methoxymeth      yl-1,9-dioxo-  3-trimethylsilyloxy-1-nonene hexyl] 16,16-dimethyl-20-meth      yl-13-trans prostene   cyclopent-2-en-1-one 484 1-trans-iodo-4,4-trimethy      lene 2-[6-methoxyacetyl dl-15a-hydroxy-1-methoxymethyl-1,9-dioxo-      3-trimethylsilyloxy-1-nonene hexyl] 16,16-trimethylene-20-methyl-13-trans       prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE1 SERIES        485 1-trans-tri-n-butylstannyl-3-vinyl 2-[6-methoxyacetyl dl-15a-hydrox      y-1-methoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-nonene      hexyl] 20-methyl-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        486 1-trans-iodo- 2-[6-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-      dioxo-  4-triphenylmethoxy-1-nonene hexyl] 20-methyl-13-trans prostene      cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE1 SERIES        487 1-trans-tri-n-butylstannyl-4-methyl 2-[6-methoxyacetyl dl-16-hydrox      y-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-nonene      hexyl] 20-methyl-13-trans prostene   cyclopent-2-en-1-one 488 1-trans-tri      -n-butylstannyl-5-methyl 2-[6-methoxyacetyl dl-16-hydroxy-1-methoxymethyl      -1,9-dioxo-  4-trimethylsilyloxy-1-nonene hexyl] 17-methyl-20-methyl-13-t      rans prostene   cyclopent-2-en-1-one 489 1-trans-tri-n-butylstannyl-4-vin      yl- 2-[6-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-vinyl-       4-trimethylsilyloxy-1-nonene hexyl] 20-methyl-13-trans prostene      cyclopent-2-en-1-one 490 1-trans-tri-n-butylstannyl-4-trimethylsilylethyn      yl- 2-[6-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-ethynyl        4-trimethylsilyloxy-1-nonene hexyl] 20-methyl-13-trans prostene      cyclopent-2-en-1-one 491 1-trans-tri-n-butylstannyl-5-methylene 2-[6-meth      oxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-  4-triethylsilyloxy-1-      nonene hexyl] 17-methylene-20-methyl-13-trans prostene   cyclopent-2-en-1      -one 492 1-trans-tri-n-butylstannyl-4-methyl-5-methylene 2-[6-methoxyacet      yl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilylox      y-1-nonene hexyl] 17-methylene-20-methyl-13-trans prostene   cyclopent-2-      en-1-one 493 1-trans-tri-n-butylstannyl-4-dimethoxymethyl- 2-[6-methoxyac      etyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-formyl-  4-trimethylsilyl      oxy-1-nonene hexyl] 20-methyl-13-trans prostene   cyclopent-2-en-1-one      494 1-trans-tri-n-butylstannyl-4-fluoromethyl- 2-[6-methoxyacetyl      dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-fluoromethyl-  4-trimethylsily      loxy-1-nonene hexyl] 20-methyl-13-trans prostene   cyclopent-2-en-1-one      495 1-trans-tri-n-butylstannyl-4-difluoromethyl- 2-[6-methoxyacetyl      dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-difluoromethyl-  4-trimethylsi      lyloxy-1-nonene hexyl] 20-methyl-13-trans prostene   cyclopent-2-en-1-one       496 1-trans-tri-n-butylstannyl-4-trifluoromethyl- 2-[6-methoxyacetyl      dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-trifluoromethyl-  4-trimethyls      ilyloxy-1-nonene hexyl] 20-methyl-13-trans prostene   cyclopent-2-en-1-on      e 497 1-trans-tri-n-butylstannyl-4-chloromethyl- 2-[6-methoxyacetyl      dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-chloromethyl-  4-trimethylsily      loxy-1-nonene hexyl] 20-methyl-13-trans prostene   cyclopent-2-en-1-one      498 1-trans-tri-n-butylstannyl-4-trimethylsilyloxymethyl- 2-[6-methoxyace      tyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-hydroxymethyl-  4-trimethy      lsilyloxy-1-nonene hexyl] 20-methyl-13-trans prostene   cyclopent-2-en-1-      one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        499 1-trans-iodo- 2-[6-methoxyacetyl dl-15a-hydroxy-1-methoxymethyl-1,9      -dioxo-  3-triphenylmethoxy-1-decene hexyl] 20-ethyl-13-trans prostene      cyclopent-2-en-1-one 500 1-trans-iodo-3-methyl- 2-[6-methoxyacetyl      dl-15a-hydroxy-1-methoxymethyl-1,9-dioxo-15-methyl-  3-trimethylsilyloxy-      1-decene hexyl] 20-ethyl-13-trans prostene   cyclopent-2-en-1-one 501      1-trans-iodo-4,4-dimethyl 2-[6-methoxyacetyl dl-15a-hydroxy-1-methoxymeth      yl-1,9-dioxo-  3-trimethylsilyloxy-1-decene hexyl] 16,16-dimethyl-20-ethy      l-13-trans prostene   cyclopent-2-en-1-one 502 1-trans-iodo-4,4-trimethyl      ene 2-[6-methoxyacetyl dl-15a-hydroxy-1-methoxymethyl-1,9-dioxo-      3-trimethylsilyloxy-1-decene hexyl] 16,16-trimethylene-20-ethyl-13-trans      prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE1 SERIES        503 1-trans-tri-n-butylstannyl-3-vinyl- 2-[6-methoxyacetyl dl-15a-hydro      xy-1-methoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-decene      hexyl] 20-ethyl-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        504 1-trans-iodo- 2-[6-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-      dioxo-  4-triphenylmethoxy-1-decene hexyl] 20-ethyl-13-trans prostene      cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE1 SERIES        505 1-trans-tri-n-butylstannyl-4-methyl- 2-[6-methoxyacetyl dl-16-hydro      xy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-decene      hexyl] 20-ethyl-13-trans prostene   cyclopent-2-en-1-one 506 1-trans-tri-      n-butylstannyl-5-methyl 2-[6-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-      1,9-dioxo-  4-trimethylsilyloxy-1-decene hexyl] 17-methyl-20-ethyl-13-tra      ns prostene   cyclopent-2-en-1-one 507 1-trans-tri-n-butylstannyl-4-vinyl      - 2-[6-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-vinyl-      4-trimethylsilyloxy-1-decene hexyl] 20-ethyl-13-trans prostene      cyclopent-2-en-1-one 508 1-trans-tri-n-butylstannyl-4-trimethylsilylethyn      yl- 2-[6-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-ethynyl      -  4-trimethylsilyloxy-1-decene hexyl] 20-ethyl-13-trans prostene      cyclopent-2-en-1-one 509 1-trans-tri-n-butylstannyl-5-methylene 2-[6-meth      oxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-  4-triethylsilyloxy-1-      decene hexyl] 17-methylene-20-ethyl-13-trans prostene   cyclopent-2-en-1-      one 510 1-trans-tri-n-butylstannyl-4-methyl-5-methylene 2-[6-methoxyacety      l dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy      -1-decene hexyl] 17-methylene-20-ethyl-13-trans prostene   cyclopent-2-en      -1-one 511 1-trans-tri-n-butylstannyl-4-dimethoxymethyl- 2-[6-methoxyacet      yl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-formyl-  4-trimethylsilylox      y-1-decene hexyl] 20-ethyl-13-trans prostene   cyclopent-2-en-1-one 512      1-trans-tri-n-butylstannyl-4-fluoromethyl- 2-[6-methoxyacetyl dl-16-hydro      xy-1-methoxymethyl-1,9-dioxo-16-fluoromethyl-  4-trimethylsilyloxy-1-dece      ne hexyl] 20-ethyl-13-trans prostene   cyclopent-2-en-1-one 513 1-trans-t      ri-n-butylstannyl-4-difluoromethyl- 2-[6-methoxyacetyl dl-16-hydroxy-1-me      thoxymethyl-1,9-dioxo-16-difluoromethyl-  4-trimethylsilyloxy-1-decene      hexyl] 20-ethyl-13-trans prostene   cyclopent-2-en-1-one 514 1-trans-tri-      n-butylstannyl-4-trifluoromethyl- 2-[6-methoxyacetyl dl-16-hydroxy-1-meth      oxymethyl-1,9-dioxo-16-trifluoromethyl-  4-trimethylsilyloxy-1-decene      hexyl] 20-ethyl-13-trans prostene   cyclopent-2-en-1-one 515 1-trans-tri-      n-butylstannyl-4-chloromethyl- 2-[6-methoxyacetyl dl-16-hydroxy-1-methoxy      methyl-1,9-dioxo-16-chloromethyl-  4-trimethylsilyloxy-1-decene hexyl]      20-ethyl-13-trans prostene   cyclopent-2-en-1-one 516 1-trans-tri-n-butyl      stannyl-4-trimethylsilyloxymethyl- 2-[6-methoxyacetyl dl-16-hydroxy-1-met      hoxymethyl-1,9-dioxo-16-hydroxymethyl-  4-trimethylsilyloxy-1-decene      hexyl] 20-ethyl-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        517 1-trans-iodo- 2-[7-methoxyacetyl dl-15a-hydroxy-1-methoxymethyl-1,9      -dioxo-  3-triphenylmethoxy-1-heptene heptyl] 20-nor-2-homo-13-trans      prostene   cyclopent-2-en-1-one 518 1-trans-iodo-3-methyl- 2-[7-methoxyac      etyl dl-15a-hydroxy-1-methoxymethyl-1,9-dioxo-15-methyl-  3-trimethylsily      loxy-1-heptene heptyl] 20-nor-2-homo-13-trans-prostene   cyclopent-2-en-1      -one 519 1-trans-iodo-4,4-dimethyl 2-[7-methoxyacetyl dl-15a-hydroxy-1-me      thoxymethyl-1,9-dioxo-  3-trimethylsilyloxy-1-heptene heptyl] 16,16-dimet      hyl-20-nor-2-homo-13-trans prostene   cyclopent-2-en-1-one 520 1-trans-io      do-5,5-dimethyl 2-[7-methoxyacetyl dl-15a-hydroxy-1-methoxymethyl-1,9-dio      xo-  3-triphenylmethoxy-1-octene heptyl] 17,17-dimethyl-2-homo-13-trans      prostene   cyclopent-2-en-1-one 521 1-trans-iodo-4-methyl 2-[7-methoxyace      tyl dl-15a-hydroxy-1-methoxymethyl-1,9-dioxo-  3-triphenylmethoxy-1-octen      e heptyl] 16-methyl-2-homo-13-trans prostene   cyclopent-2-en-1-one 522      1-trans-iodo-4,4-trimethylene 2-[7-methoxyacetyl dl-15a-hydroxy-1-methoxy      methyl-1,9-dioxo-  3-trimethylsilyloxy-1-heptene heptyl] 16,16-trimethyle      ne-20-nor-2-homo-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE1 SERIES        523 1-trans-tri-n-butylstannyl-3-vinyl- 2-[7-methoxyacetyl dl-15a-hydro      xy-1-methoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-heptene      heptyl] 20-nor-2-homo-13-trans prostene   cyclopent-2-en-1-one 524      1-trans-tri-n-butylstannyl-4-phenoxy 2-[7-methoxyacetyl dl-15a-hydroxy-1-      methoxymethyl-1,9-dioxo-  3-triethylsilyloxy-1-butene heptyl] 16-phenoxy-      2-homo-17-20-tetranor-13-trans prostene   cyclopent-2-en-1-one 525      1-trans-tri-n-butylstannyl-4-(p-fluorophenoxy) 2-[7-methoxyacetyl      dl-15a-hydroxy-1-methoxymethyl-1,9-dioxo-  3-triethylsilyloxy-1-butene      heptyl] 16-(p-fluorophenoxy)-2-homo-17-20-tetranor-13-trans prostene      cyclopent-2-en-1-one 526 1-trans-tri-n-butylstannyl-4-(m-chlorophenoxy)      2-[7-methoxyacetyl dl-15a-hydroxy-1-methoxymethyl-1,9-dioxo-  3-triethyls      ilyloxy-1-butene heptyl] 16-(m-chlorophenoxy)-2-homo-17-20-tetranor-13-tr      ans prostene   cyclopent-2-en-1-one 527 1-trans-tri-n-butylstannyl-4-(m-t      rifluoromethylphenoxy) 2-[7-methoxyacetyl dl-15a-hydroxy-1-methoxymethyl-      1,9-dioxo-  3-triethylsilyloxy-1-butene heptyl] 16-(m-trifluoromethylphen      oxy)-2-homo-17-20-tetranor-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        528 1-trans-iodo-5-phenyl 2-[7-methoxyacetyl dl-15a-hydroxy-1-methoxyme      thyl-1,9-dioxo-  3-triethylsilyloxy-1-pentene heptyl] 17-phenyl-2-homo-18      -20-trinor-13-trans prostene   cyclopent-2-en-1-one 529 1-trans-iodo-4,4-      dimethyl-5-phenyl 2-[7-methoxyacetyl dl-15a-hydroxy-1-methoxymethyl-1,9-d      ioxo-  3-triethylsilyloxy-1-pentene heptyl] 16,16-dimethyl-17-phenyl-2-ho      mo-18-20-trinor-13-trans prostene   cyclopent-2-en-1-one 530 1-trans-iodo      -4-cyclopentyl 2-[7-methoxyacetyl dl-15a-hydroxy-1-methoxymethyl-1,9-diox      o-  3-triphenylmethoxy-1-butene heptyl] 16-cyclopentyl-2-homo-17-20-tetra      nor-13-trans prostene   cyclopent-2-en-1-one 531 1-trans-iodo-4-cyclohexy      l 2-[7-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-ethyl-      3-triphenylmethoxy-1-butene heptyl] 2-homo-13-trans prostene   cyclopent-      2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEXOY      PGE1 SERIES        535 1-trans-tri-n-butylstannyl-5-methyl 2-[7-methoxyacetyl dl-16-hydrox      y-1-methoxymethyl-1,9-dioxo-  4-trimethylsilyloxy-1-heptene heptyl]      17-methyl-20-nor-2-homo-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        536 1-trans-iodo-5,5-dimethyl 2-[7-methoxyacetyl dl-16-hydroxy-1-methox      ymethyl-1,9-dioxo-  4-trimethylsilyloxy-1-octene heptyl] 17,17-dimethyl-2      -homo-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE1 SERIES        537 1-trans-tri-n-butylstannyl-4-vinyl- 2-[7-methoxyacetyl dl-16-hydrox      y-1-methoxymethyl-1,9-dioxo-16-vinyl-  4-trimethylsilyloxy-1-heptene      heptyl] 20-nor-2-homo-13-trans prostene   cyclopent-2-en-1-one 538      1-trans-tri-n-butylstannyl-4-cyclopropyl- 2-[7 -methoxyacetyl dl-16-hydro      xy-1-methoxymethyl-1,9-dioxo-16-cyclopropyl-  4-trimethylsilyloxy-1-octen      e heptyl] 2-homo-13-trans prostene   cyclopent-2-en-1-one 539 1-trans-tri      -n-butylstannyl-4-trimethylsilylethynyl- 2-[7 -methoxyacetyl dl-16-hydrox      y-1-methoxymethyl-1,9-dioxo-16-ethynyl-  4-trimethylsilyloxy-1-heptene      heptyl] 20-nor-2-homo-13-trans prostene   cyclopent-2-en-1-one 540      1-trans-tri-n-butylstannyl-5-methylene 2-[7-methoxyacetyldl-16-hydroxy-1-      methoxymethyl-1,9-dioxo-  4-triethylsilyloxy-1-heptene heptyl] 17-methyle      ne-20-nor-2-homo-13-trans prostene   cyclopent-2-en-1-one 541 1-trans-tri      -n-butylstannyl-4-methyl-5-methylene 2-[7-methoxyacetyl dl-16-hydroxy-1-m      ethoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-heptene heptyl]      17-methylene-20-nor-2-homo-13-trans prostene   cyclopent-2-en-1-one 542      1-trans-tri-n-butylstannyl-4-dimethoxymethyl- 2-[7 -methoxyacetyl      dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-formyl-  4-trimethylsilyloxy-1      -heptene heptyl] 20-nor-2-homo-13-trans prostene   cyclopent-2-en-1-one      543 1-trans-tri-n-butylstannyl-4-fluoromethyl- 2[7-methoxyacetyl      dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-fluoromethyl-  4-trimethylsily      loxy-1-heptene heptyl] 20-nor-2-homo-13-trans prostene   cyclopent-2-en-1      -one 544 1-trans-tri-n-butylstannyl-4-difluoromethyl- 2-[7-methoxyacetyl      dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-difluoromethyl-  4-trimethylsi      lyloxy-1-heptene heptyl] 20-nor-2-homo-13-trans prostene 545 1-trans-tri-      n-butylstannyl-4-trifluoromethyl- 2-[7-methoxyacetyl dl-16-hydroxy-1-meth      oxymethyl-1,9-dioxo-16-trifluoromethyl-  4-trimethylsilyloxy-1-heptene      heptyl] 20-nor-2-homo-13-trans prostene   cyclopent-2-en-1-one 546      1-trans-tri-n-butylstannyl-4-chloromethyl- 2-[7-methoxyacetyl dl-16-hydro      xy-1-methoxymethyl-1,9-dioxo-16-chloromethyl-  4-trimethylsilyloxy-1-hept      ene heptyl] 20-nor-2-homo-13-trans prostene   cyclopent-2-en-1-one 547      1-trans-tri-n-butylstannyl-4-trimethylsilyloxymethyl- 2[7-methoxyacetyl      dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-hydroxymethyl-  4-trimethylsil      yloxy-1-heptene heptyl] 20-nor-2-homo-13-trans prostene   cyclopent-2-en-      1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        548 1-trans-iodo-4-methyl-7-chloro 2-[7-methoxyacetyl dl-16-hydroxy-1-m      ethoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-heptene heptyl]      19-chloro-2-homo-20-nor-13-trans prostene   cyclopent-2-en-1-one 549      1-trans-iodo- 2-[7-methoxyacetyl dl-15a-hydroxy-1-methoxymethyl-1,9-dioxo      -  3-triphenylmethoxy-1-octene heptyl] 2-homo-13-trans prostene      cyclopent-2-en-1-one 550 1-trans-iodo-3-methyl- 2-[7-methoxyacetyl      dl-15a-hydroxy-1-methoxymethyl,9-dioxo-15-methyl-  3-trimethylsilyloxy-1-      octene heptyl] 2-homo-13-trans prostene   cyclopent-2-en-i-one 551      1-trans-iodo-4,4-dimethyl 2-[7-methoxyacetyl dl-15a-hydroxy-1-methoxymeth      yl-1,9-dioxo-  3-trimethylsilyloxy-1-octene heptyl] 16,16-dimethyl-2-homo      -13-trans prostene   cyclopent-2-en-1-one 552 1-trans-iodo-4,4-trimethyle      ne 2-[7-methoxyacetyl dl-15a-hydroxy-1-methoxymethyl-1,9-dioxo-      3-trimethylsilyloxy-1-octene heptyl] 16,16-trimethylene-2-homo-13-trans      prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYLCOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE1 SERIES        553 1-trans-tri-n-butylstannyl-3-vinyl- 2[7 -methoxyacetyl dl-15a-hydro      xy-1-methoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-octene      heptyl] 2-homo-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        554 1-trans-iodo- 2-[7-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-      dioxo-  4-triphenylmethoxy-1-octene heptyl] 2-homo-13-trans prostene      cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE1 SERIES        555 1-trans-tri-n-butylstannyl-4-methyl- 2-[7-methoxyacetyl dl-16-hydro      xy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-octene      heptyl] 2-homo-13-trans prostene   cyclopent-2-en-1-one 556 1-trans-tri-n      -butylstannyl-5-methyl 2-[7-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1      ,9-dioxo-  4-trimethylsilyloxy-1-octene heptyl] 17-methyl-2-homo-13-trans       prostene   cyclopent-2-en-1-one 557 1-trans-tri-n-butylstannyl-4-vinyl-      2-[7-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-vinyl-      4-trimethylsilyloxy-1-octene heptyl] 2-homo-13-trans prostene   cyclopent      -2-en-1-one 558 1-trans-tri-n-butylstannyl-4-trimethylsilylethynyl-      2-[7-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-ethynyl-      4-trimethylsilyloxy-1-octene heptyl] 2-homo-13-trans prostene   cyclopent      -2-en-1-one 559 1-trans-tri-n-butylstannyl-5-methylene 2-[7-methoxyacetyl       dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-  4-triethylsilyloxy-1-octene      heptyl] 17-methylene-2-homo-13-trans prostene   cyclopent-2-en-1-one 560      1-trans-tri-n-butylstannyl-4-methyl-5-methylene 2-[7-methoxyacetyl      dl-16-hydroxy-1-methoxymethyl-1,9--dioxo-16-methyl-  4-trimethylsilyloxy-      1-octene heptyl]  17-methylene-2-homo-13-trans prostene   cyclopent-2-en-      1-one 561 1-trans-tri-n-butylstannyl-4-dimethoxymethyl- 2-[7-methoxyacety      l dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-formyl-  4-trimethylsilyloxy      -1-octene heptyl] 2-homo-13-trans prostene   cyclopent-2-en-1-one 562      1-trans-tri-n-butylstannyl-4-fluoromethyl- 2-[7-methoxyacetyl dl-16-hydro      xy-1-methoxymethyl-1,9-dioxo-16-fluoromethyl-  4-trimethylsilyloxy-1-octe      ne heptyl] 2-homo-13-trans prostene   cyclopent-2-en-1-one 563 1-trans-tr      i-n-butylstannyl-4-difluoromethyl- 2-[7-methoxyacetyl dl-16-hydroxy-1-met      hoxymethyl-1,9-dioxo-16-difluoromethyl-  4-trimethylsilyloxy-1-octene      heptyl] 2-homo-13-trans prostene   cyclopent-2-en-1-one 564 1-trans-tri-n      -butylstannyl-4-trifluoromethyl- 2-[7-methoxyacetyl dl-16-hydroxy-1-metho      xymethyl-1,9-dioxo-16-trifluoromethyl-  4-trimethylsilyloxy-1-octene      heptyl] 2-homo-13-trans prostene   cyclopent-2-en-1-one 565 1-trans-tri-n      -butylstannyl-4-chloromethyl- 2-[7-methoxyacetyl dl-16-hydroxy-1-methoxym      ethyl-1,9-dioxo-16-chloromethyl-  4-trimethylsilyloxy-1-octene heptyl]      2-homo-13-trans prostene   cyclopent-2-en-1-one 566 1-trans-tri-n-butylst      annyl-4-trimethylsilyloxymethyl- 2-[7-methoxyacetyl dl-16-hydroxy-1-metho      xymethyl-1,9-dioxo-16-hydroxymethyl-  4-trimethylsilyloxy-1-octene      heptyl] 2-homo-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        567 1-trans-iodo- 2-[7-methoxyacetyl dl-15a-hydroxy-1-methoxymethyl-1,9      -dioxo-  3-triphenylmethoxy-1-nonene heptyl] 20-methyl-2-homo-13-trans      prostene   cyclopent-2-en-1-one 568 1-trans-iodo-3-methyl- 2-[7-methoxyac      etyl dl-15a-hydroxy-1-methoxymethyl-1,9-dioxo-15-methyl-  3-trimethylsily      loxy-1-nonene heptyl] 20-methyl-2-homo-13-trans prostene   cyclopent-2-en      -1-one 569 1-trans-iodo-4,4-dimethyl 2-[  7-methoxyacetyl dl-15a-hydroxy-      1-methoxymethyl-1,9-dioxo-  3-trimethylsilyloxy-1-nonene heptyl]      16,16-dimethyl-20-methyl-2-homo-13-trans prostene   cyclopent-2-en-1-one      570 1-trans-iodo-4,4-trimethylene 2-[7-methoxyacetyl dl-15a-hydroxy-1-met      hoxymethyl-1,9-dioxo-  3-trimethylsilyloxy-1-nonene heptyl] 16,16-trimeth      ylene-20-methyl-2-homo-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE1 SERIES        571 1-trans-tri-n-butylstannyl-3-vinyl- 2-[7-methoxyacetyl dl-15a-hydro      xy-1-methoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-nonene      heptyl] 20-methyl-2-homo-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        572 1-trans-iodo- 2-[7-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-      dioxo-  4-triphenylmethoxy-1-nonene heptyl] 20-methyl-2-homo-13-trans      prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE1 SERIES        573 1-trans-tri-n-butylstannyl-4-methyl- 2-[7-methoxyacetyl dl-16-hydro      xy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-nonene      heptyl] 20-methyl-2-homo-13-trans prostene   cyclopent-2-en-1-one 574      1-trans-tri-n-butylstannyl-5-methyl 2-[7-methoxyacetyl dl-16-hydroxy-1-me      thoxymethyl-1,9-dioxo-  4-trimethylsilyloxy-1-nonene heptyl] 17-methyl-20      -methyl-2-homo-13-trans prostene   cyclopent-2-en-1-one 575 1-trans-tri-n      -butylstannyl-4-vinyl- 2-[7-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1      ,9-dioxo-16-vinyl-  4-trimethylsilyloxy-1-nonene heptyl] 20-methyl-2-homo      -13-trans prostene   cyclopent-2-en-1-one 576 1-trans-tri-n-butylstannyl-      4-trimethylsilylethynyl- 2-[7-methoxyacetyl dl-16-hydroxy-1-methoxymethyl      -1,9-dioxo-16-ethynyl-  4-trimethylsilyloxy-1-nonene heptyl] 20-methyl-2-      homo-13-trans prostene   cyclopent-2-en-1-one 577 1-trans-tri-n-butylstan      nyl-5-methylene 2-[7-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-diox      o-  4-triethylsilyloxy-1-nonene heptyl] 17-methylene-20-methyl-2-homo-13-      trans prostene   cyclopent-2-en-1-one 578 1-trans-tri-n-butylstannyl-4-me      thyl-5-methylene 2-[7-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-dio      xo-16-methyl-  4-trimethylsilyloxy-1-nonene heptyl] 17-methylene-20-methy      l-2-homo-13-trans prostene   cyclopent-2-en-1-one 579 1-trans-tri-n-butyl      stannyl-4-dimethoxymethyl- 2-[7-methoxyacetyl dl-16-hydroxy-1-methoxymeth      yl-1,9-dioxo-16-formyl-  4-trimethylsilyloxy-1-nonene heptyl] 20-methyl-2      -homo-13-trans prostene   cyclopent-2-en-1-one 580 1-trans-tri-n-butylsta      nnyl-4-fluoromethyl- 2-[7-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9      -dioxo-16-fluoromethyl-  4-trimethylsilyloxy-1-nonene heptyl] 20-methyl-2      -homo-13-trans prostene   cyclopent-2-en-1-one 581 1-trans-tri-n-butylsta      nnyl-4-difluoromethyl- 2-[7-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1      ,9-dioxo-16-difluoromethyl-  4-trimethylsilyloxy-1-nonene heptyl]      20-methyl-2-homo-13-trans prostene   cyclopent-2-en-1-one 582 1-trans-tri      -n-butylstannyl-4-trifluoromethyl- 2-[7-methoxyacetyl dl-16-hydroxy-1-met      hoxymethyl-1,9-dioxo-16-trifluoromethyl-  4-trimethylsilyloxy-1-nonene      heptyl] 20-methyl-2-homo-13-trans prostene   cyclopent-2-en-1-one 583      1-trans-tri-n-butylstannyl-4-chloromethyl- 2-[7-methoxyacetyl dl-16-hydro      xy-1-methoxymethyl-1,9-dioxo-16-chloromethyl-  4-trimethylsilyloxy-1-none      ne heptyl] 20-methyl-2-homo-13-trans prostene   cyclopent-2-en-1-one 584      1-trans-tri-n-butylstannyl-4-trimethylsilyloxymethyl- 2-[7-methoxyacetyl      dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-hydroxymethyl-  4-trimethylsil      yloxy-1-nonene heptyl] 20-methyl-2-homo-13-trans prostene   cyclopent-2-e      n-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        585 1-trans-iodo- 2-[7-methoxyacetyl dl-15a-hydroxy-1-methoxymethyl-1,9      -dioxo-  3-triphenylmethoxy-1-decene heptyl] 20-ethyl-2-homo-13-trans      prostene   cyclopent-2-en-1-one 586 1-trans-iodo-3-methyl- 2-[7-methoxyac      etyl dl-15a-hydroxy-1-methoxymethyl-1,9-dioxo-15-methyl-  3-trimethylsily      loxy-1-decene heptyl] 20-ethyl-2-homo-13-trans prostene   cyclopent-2-en-      1-one 587 1-trans-iodo-4,4-dimethyl 2-[7-methoxyacetyl dl-15a-hydroxy-1-m      ethoxymethyl-1,9-dioxo-  3-trimethylsilyloxy-1-decene heptyl] 16,16-dimet      hyl-20-ethyl-2-homo-13-trans prostene   cyclopent-2-en-1-one 588      1-trans-iodo-4,4-trimethylene 2-[7-methoxyacetyl dl-15a-hydroxy-1-methoxy      methyl-1,9-dioxo-  3-trimethylsilyloxy-1-decene heptyl] 16,16-trimethylen      e-20-ethyl-2-homo-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE1 SERIES        589 1-trans-tri-n-butylstannyl-3-vinyl- 2-[7-methoxyacetyl dl-15a-hydro      xy-1-methoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-decene      heptyl] 20-ethyl-2-homo-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        590 1-trans-iodo- 2-[7-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-      dioxo-  4-triphenylmethoxy-1-decene heptyl] 20-ethyl-2-homo-13-trans      prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE1 SERIES        591 1-trans-tri-n-butylstannyl-4-methyl- 2-[7-methoxyacetyl dl-16-hydro      xy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-decene      heptyl] 20-ethyl-2-homo-13-trans prostene   cyclopent-2-en-1-one 592      1-trans-tri-n-butylstannyl-5-methyl 2-[7-methoxyacetyl dl-16-hydroxy-1-me      thoxymethyl-1,9-dioxo-  4-trimethylsilyloxy-1-decene heptyl] 17-methyl-20      -ethyl-2-homo-13-trans prostene   cyclopent-2-en-1-one 593 1-trans-tri-n-      butylstannyl-4-vinyl- 2-[7-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,      9-dioxo-16-vinyl-  4-trimethylsilyloxy-1-decene heptyl] 20-ethyl-2-homo-1      3-trans prostene   cyclopent-2-en-1-one 594 1-trans-tri-n-butylstannyl-4-      trimethylsilylethynyl- 2-[7-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1      ,9-dioxo-16-ethynyl-  4-trimethylsilyloxy-1-decene heptyl] 20-ethyl-2-hom      o-13-trans prostene   cyclopent-2-en-1-one 595 1-trans-tri-n-butylstannyl      -5-methylene 2-[7-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-       4-triethylsilyloxy-1-decene heptyl] 17-methylene-20-ethyl-2-homo-13-tran      s prostene   cyclopent-2-en-1-one 596 1-trans-tri-n-butylstannyl-4-methyl      -5-methylene 2-[7-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-1      6-methyl-  4-trimethylsilyloxy-1-decene heptyl] 17-methylene-20-ethyl-2-h      omo-13-trans prostene   cyclopent-2-en-1-one 597 1-trans-tri-n-butylstann      yl-4-dimethoxymethyl- 2-[7-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,      9-dioxo-16-formyl-  4-trimethylsilyloxy-1-decene heptyl] 20-ethyl-2-homo-      13-trans prostene   cyclopent-2-en-1-one 598 1-trans-tri-n-butylstannyl-4      -fluoromethyl- 2-[7-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo      -16-fluoromethyl-  4-trimethylsilyloxy-1-decene heptyl] 20-ethyl-2-homo-1      3-trans prostene   cyclopent-2-en-1-one 599 1-trans-tri-n-butylstannyl-4-      difluoromethyl- 2-[7-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-diox      o-16-difluoromethyl-  4-trimethylsilyloxy-1-decene heptyl] 20-ethyl-2-hom      o-13-trans prostene   cyclopent-2-en-1-one 600 1-trans-tri-n-butylstannyl      -4-trifluoromethyl- 2-[7-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-      dioxo-16-trifluoromethyl-  4-trimethylsilyloxy-1-decene heptyl] 20-ethyl-      2-homo-13-trans prostene   cyclopent-2-en-1-one 601 1-tran-tri-n-butylsta      nnyl-4-chloromethyl- 2-[7-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9      -dioxo-16-chloromethyl-  4-trimethylsilyloxy-1-decene heptyl] 20-ethyl-2-      homo-13-trans prostene   cyclopent-2-en-1-one 602 1-trans-tri-n-butylstan      nyl-4-trimethylsilyloxymethyl- 2-[7-methoxyacetyl dl-16-hydroxy-1-methoxy      methyl-1,9-dioxo-16-hydroxymethyl-  4-trimethylsilyloxy-1-decene heptyl]      20-ethyl-2-homo-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        603 1-trans-tri-n-butylstannyl-4-methyl- 2-[6-methoxyjacetyl dl-11a,16-      dihydroxy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1,7-o      ctadiene pentyl]-4-trimethylsiloxy 2-nor-13-trans-19 prostadiene      cyclopent-2-en-1-one 604 1-trans-tri-n-butylstannyl-4-methyl- 2-[6-methox      yacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-methyl-      4-trimethylsilyloxy-1,7-octadiene hexyl]-4-trimethylsiloxy 13-trans-19      prostadiene   cyclopent-2-en-1-one 605 1-trans-tri-n-butylstannyl-4-methy      l- 2-[7-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-me      thyl-  4-trimethylsilyloxy-1,7-octadiene heptyl]-4-trimethylsiloxy      2-homo-13-trans-19 prostadiene   cyclopent-2-en-1-one 606 1-trans-tri-n-b      utylstannyl-4-methyl- 2-[6-methoxyacetyl nat-11a,16-dihydroxy-1-methoxyme      thyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1,7-octadiene hexyl]-4R-tr      imethylsiloxy 13-trans-19 prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE1 SERIES        607 1-trans-tri-n-butylstannyl-4-methyl- 2-[5-methoxyacetyl dl-16-hydro      xy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1,7-octadien      e pentyl] 2-nor-13-trans-19 prostadiene   cyclopent-2-en-1-one 608      1-trans-tri-n-butylstannyl-4-methyl- 2-[6-methoxyacetyl dl-16-hydroxy-1-m      ethoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1,7-octadiene      hexyl] 13-trans-19 prostadiene   cyclopent-2-en-1-one 609 1-trans-tri-n-b      utylstannyl-4-methyl- 2-[7-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,      9-dioxo-16-methyl-  4-trimethylsilyloxy-1,7-octadiene heptyl] 2-homo-13-t      rans-19 prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        610 1-trans-iodo- 2-[5-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethy      l-1,9-dioxo-  4-triphenylmethoxy-1,5-heptadiene pentyl]-4-trimethylsiloxy       20-nor-2-nor-13-trans-17-trans prostadiene   cyclopent-2-en-1-one 611      1-trans-iodo-4-methyl- 2-[5-methoxyacetyl dl-11a,16-dihydroxy-1-methoxyme      thyl-1,9-dioxo-16-methyl-  4-trimethylsiloxy-1,5-heptadiene pentyl]-4-tri      methylsiloxy 20-nor-2-nor-13-trans-17-trans prostadiene   cyclopent-2-en-      1-one 612 1-trans-iodo- 2-[5-methoxyacetyl dl-11a,16-dihydroxy-1-methoxym      ethyl-1,9-dioxo-  4-triphenylmethoxy-1,5-octadiene pentyl]-4-trimethylsil      oxy 2-nor-13-trans-17-trans prostadiene   cyclopent-2-en-1-one 613      1-trans-iodo-4-methyl- 2-[5-methoxyacetyl dl-11a,16-dihydroxy-1-methoxyme      thyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1,5-octadiene pentyl]-4-tr      imethylsiloxy 2-nor-13-trans-17-trans prostadiene   cyclopent-2-en-1-one      614 1-trans-iodo- 2-[5-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-      1,9-dioxo-  4-triphenylmethoxy-1,5-nonadiene pentyl]-4-trimethylsiloxy      20-methyl-2-nor-13-trans-17-trans prostadiene   cyclopent-2-en-1-one 615      1-trans-iodo-4-methyl- 2-[5-methoxyacetyl dl-11a,16-dihydroxy-1-methoxyme      thyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1,5-nonadiene pentyl]-4-tr      imethylsiloxy 20-methyl-2-nor-13-trans-17-trans prostadiene   cyclopent-2      -en-1-one 616 1-trans-iodo- 2-[5-methoxyacetyl dl-11a,16-dihydroxy-1-meth      oxymethyl-1,9-dioxo-  4-triphenylmethoxy-1,5-decadiene pentyl]-4-trimethy      lsiloxy 20-ethyl-2-nor-13-trans-17-trans prostadiene   cyclopent-2-en-1-o      ne 617 1-trans-iodo-4-methyl- 2-[5-methoxyacetyl dl-11a,16-dihydroxy-1-me      thoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1,5-decadiene      pentyl]-4-trimethylsiloxy 20-ethyl-2-nor-13-trans-17-trans prostadiene      cyclopent-2-en-1-one 618 1-trans-iodo- 2-[6-methoxyacetyl dl-11a,16-dihyd      roxy-1-methoxymethyl-1,9-dioxo-  4-triphenylmethoxy-1,5-heptadiene      hexyl]-4-trimethylsiloxy 20-nor-13-trans-17-trans prostadiene   cyclopent      -2-en-1-one 619 1-trans-iodo-4-methyl- 2-[6-methoxyacetyl dl-11a,16-dihyd      roxy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1,5-heptad      iene hexyl]-4-trimethylsiloxy 20-nor-13-trans-17-trans prostadiene      cyclopent-2-en-1-one 620 1-trans-iodo- 2-[6-methoxyacetyl dl-11a,16-dihyd      roxy-1-methoxymethyl-1,9-dioxo-  4-triphenylmethoxy-1,5-octadiene      hexyl]-4-trimethylsiloxy 13-trans-17-trans prostadiene   cyclopent-2-en-1      -one 621 1-trans-iodo-4-methyl- 2-[6-methoxyacetyl dl-11a,16-dihydroxy-1-      methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1,5-octadiene      hexyl]-4-trimethylsiloxy 13-trans-17-trans prostadiene   cyclopent-2-en-1      -one 622 1-trans-iodo- 2-[6-methoxyacetyl dl-11a,16-dihydroxy-1-methoxyme      thyl-1,9-dioxo-  4-riphenylmethoxy-1,5-nonadiene hexyl]-4-trimethylsiloxy       20-methyl-13-trans-17-trans prostadiene   cyclopent-2-en-1-one 623      1-trans-iodo-4-methyl- 2-[6-methoxyacetyl dl-11a,16-dihydroxy-1-methoxyme      thyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1,5-nonadiene hexyl]-4-tri      methylsiloxy 20-methyl-13-trans-17-trans prostadiene   cyclopent-2-en-1-o      ne 624 1-trans-iodo- 2-[6-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymeth      yl-1,9-dioxo-  4-triphenylmethoxy-1,5-decadiene hexyl]-4-trimethylsiloxy      20-ethyl-13-trans-17-trans prostadiene   cyclopent-2-en-1-one 625      1-trans-iodo-4-methyl- 2-[6-methoxyacetyl dl-11a,16-dihydroxy-1-methoxyme      thyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1,5-decadiene hexyl]-4-tri      methylsiloxy 20-ethyl-13-trans-17-trans prostadiene   cyclopent-2-en-1-on      e 626 1-trans-iodo 2-[7-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl      -1,9-dioxo-  4-triphenylmethoxy-1,5-heptadiene heptyl]-4-trimethylsiloxy      20-nor-2-homo-13-trans-17-trans prostadiene   cyclopent-2-en-1-one 627      1-trans-iodo-4-methyl- 2-[7-methoxyacetyl dl-11a,16-dihydroxy-1-methoxyme      thyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1,5-heptadiene heptyl]-4-t      rimethylsiloxy 20-nor-2-homo-13-trans-17-trans prostadiene   cyclopent-2-      en-1-one 628 1-trans-iodo- 2-[7-methoxyacetyl dl-11a,16-dihydoxy-1-methox      ymethyl-1,9-dioxo-  4-triphenylmethoxy-1,5-octadiene heptyl]-4-trimethyls      iloxy2-homo-13-trans-17-trans prostadiene   cyclopent-2-en-1-one 629      1-trans-iodo-4-methyl- 2-[7-methoxyacetyl dl-11a,16-dihydroxy-1-methoxyme      thyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1,5-octadiene heptyl]-4-tr      imethylsiloxy 2-homo-13-trans-17-trans prostadiene   cyclopent-2-en-1-one       630 1-trans-iodo- 2-[7-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl      -1,9-dioxo-  4-triphenylmethoxy-1,5-nonadiene heptyl[-4-trimethylsiloxy      20-methyl-2-homo-13-trans-17-trans prostadiene   cyclopent-2-en-1-one      631 1-trans-iodo-4-methyl- 2-[7-methoxyacetyl dl-11a,16-dihydroxy-1-metho      xymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1,5-nonadiene      heptyl]-4-trimethylsiloxy 20-methyl-2-homo-13-trans-17-trans prostadiene        cyclopent-2-en-1-one 632 1-trans-iodo- 2-[7-methoxyacetyl dl-11a,16-dih      ydroxy-1-methoxymethyl-1,9-dioxo-  4-triphenylmethoxy-1,5-decadiene      heptyl]-4-trimethylsiloxy 20-ethyl-2-homo-13-trans-17-trans prostadiene       cyclopent-2-en-1-one 633 1-trans-iodo-4-methyl- 2-[7-methoxyacetyl      dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsily      loxy-1,5-decadiene heptyl]-4-trimethylsiloxy 20-ethyl-2-homo-13-trans-17-      trans prostadiene   cyclopent-2-en-1-one 634 1-trans-iodo- 2-[6-methoxyac      etyl nat-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-  4-triphenylmethoxy-      1,5-heptadiene heptyl]-4R-trimethylsiloxy 20-nor-13-trans-17-trans      prostadiene   cyclopent-2-en-1-one 635 1-trans-iodo-4-methyl- 2-[6-methox      yacetyl nat-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-methyl-      4-trimethylsilyloxy-1,5-heptadiene hexyl]-4R-trimethylsiloxy 20-nor-13-tr      ans-17-trans prostadiene   cyclopent-2-en-1-one 636 1-trans-iodo-      2[6-methoxyacetyl nat-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-      4-triphenylmethoxy-1,5-octadiene hexyl]-4R-trimethylsiloxy 13-trans-17-tr      ans prostadiene   cyclopent-2-en-1-one 637 1-trans-iodo-4-methyl-      2-[6-methoxyacetyl nat-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-meth      yl-  4-trimethylsilyloxy-1,5-octadiene hexyl]-4R-trimethylsiloxy      13-trans-17-trans prostadiene   cyclopent-2-en-1-one 638 1-trans-iodo-      2-[6-methoxyacetyl nat-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-      4-triphenylmethoxy-1,5-nonadiene hexyl]-4R-trimethylsiloxy 20-methyl-13-t      rans-17-trans prostadiene   cyclopent-2-en-1-one 639 1-trans-iodo-4-methy      l- 2-[6-methoxyacetyl nat-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-m      ethyl-  4-trimethylsilyloxy-1,5-nonadiene hexyl]-4R-trimethylsiloxy      20-methyl-13-trans-17-trans prostadiene   cyclopent-2-en-1-one 640      1-trans-iodo- 2-[6-methoxylacetyl nat-11a,16-dihydroxy-1-methoxymethyl-1,      9-dioxo-  4-triphenylmethoxy-1,5-decadiene hexyl]-4R-trimethylsiloxy      20-ethyl-13-trans-17-trans prostadiene   cyclopent-2-en-1-one 641      1-trans-iodo-4-methyl- 2-[6-methoxyacetyl nat-11a,16-dihydroxy-1-methoxym      ethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1,5-decadiene hexyl]-4R-t      rimethylsiloxy 20-ethyl-13-trans-17-trans prostadiene   cyclopent-2-en-1-      one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        642 1-trans-iodo- 2-[5-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-      dioxo-  4-triphenylmethoxy-1,5-heptadiene pentyl] 20-nor-2-nor-13-trans-1      7-trans prostadiene   cyclopent-2-en-1-one 643 1-trans-iodo-4-methyl-      2-[5-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-methyl-      4-trimethylsilyloxy-1,5-heptadiene pentyl] 20-nor-2-nor-13-trans-17-trans       prostadiene   cyclopent-2-en-1-one 644 1-trans-iodo- 2-[5-methoxyacetyl      dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-  4-triphenylmethoxy-1,5-octadien      e pentyl] 2-nor-13-trans-17-trans prostadiene   cyclopent-2-en-1-one 645      1-trans-iodo-4-methyl- 2-[5-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1      ,9-dioxo-16-methyl-  4-trimethylsilyloxy-1,5-octadiene pentyl] 2-nor-13-t      rans-17-trans prostadiene   cyclopent-2-en-1-one 646 1-trans-iodo-      2-[5-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-  4-triphenylm      ethoxy-1,5-nonadiene pentyl] 20-methyl-2-nor-13-trans-17-trans prostadien      e   cyclopent-2-en-1-one 647 1-trans-iodo-4-methyl- 2-[5-methoxyacetyl      dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1      ,5-nonadiene pentyl] 20-methyl-2-nor-13-trans-17-trans prostadiene      cyclopent-2-en-1-one 648 1-trans-iodo- 2-[5-methoxyacetyl dl-16-hydroxy-1      -methoxymethyl-1,9-dioxo-  4-triphenylmethoxy-1,5-decadiene pentyl]      20-ethyl-2-nor-13-trans-17-trans prostadiene   cyclopent-2-en-1-one 649      1-trans-iodo-4-methyl- 2-[5-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1      ,9-dioxo-16-methyl-  4-trimethylsilyloxy-1,5-decadiene pentyl] 20-ethyl-2      -nor-13-trans-17-trans prostadiene   cyclopent-2-en-one 650 1-trans-iodo-       2-[6-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-  4-triphenyl      methoxy-1,5-heptadiene hexyl] 20-nor-13-trans-17-trans prostadiene      cyclopent-2-en-1-one 651 1-trans-iodo-4-methyl- 2-[6-methoxyacetyl      dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1      ,5-heptadiene hexyl] 20-nor-13-trans-17-trans prostadiene   cyclopent-2-e      n-1-one 652 1-trans-iodo- 2-[6-methoxyacetyl dl-16-hydroxy-1-methoxymethy      l-1,9-dioxo-  4-triphenylmethoxy-1,5-octadiene hexyl] 13-trans-17-trans      prostadiene   cyclopent-2-en-1-one 653 1-trans-iodo-4-methyl- 2-[6-methox      yacetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsi      lyloxy-1,5-octadiene hexyl] 13-trans-17-trans prostadiene   cyclopent-2-e      n-1-one 654 1-trans-iodo- 2-[6-methoxyacetyl dl-16-hydroxy-1-methoxymethy      l-1,9-dioxo-  4-triphenylmethoxy-1,5-nonadiene hexyl] 20-methyl-13-trans-      17-trans prostadiene   cyclopent-2-en-1-one 655 1-trans-iodo-4-methyl-      2-[6-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-methyl-      4-trimethylsilyloxy-1,5-nonadiene hexyl] 20-methyl-13-trans-17-trans      prostadiene   cyclopent-2-en-1-one 656 1-trans-iodo- 2-[6-methoxyacetyl      dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-  4-triphenylmethoxy-1,5-decadien      e hexyl] 20-ethyl-13-trans-17-trans prostadiene   cyclopent-2-en-1-one      657 1-trans-iodo-4-methyl- 2-[6-methoxyacetyl dl-16-hydroxy-1-methoxymeth      yl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1,5-decadiene hexyl]      20-ethyl-13-trans-17-trnas prostadiene 658 1-trans-iodo- 2-[7-methoxyacet      yl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-  4-triphenylmethoxy-1,5-hepta      diene heptyl] 20-nor-2-homo-13-trans-17-trans prostadiene   cyclopent-2-e      n-1-one 659 1-trans-iodo-4-methyl- 2-[7-methoxyacetyl dl-16-hydroxy-1-met      hoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1,5-heptadiene      heptyl] 20-nor-2-homo-13-trans-17-trans prostadiene   cyclopent-2-en-1-on      e 660 1-trans-iodo- 2-[7-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-      dioxo-  4-triphenylmethoxy-1,5-octadiene heptyl] 2-homo-13-trans-17-trans       prostadiene   cyclopent-2-en-1-one 661 1-trans-iodo-4-methyl- 2-[7-metho      xyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethyls      ilyloxy-1,5-octadiene heptyl] 2-homo-13-trans-17-trans prodtadiene      cyclopent-2-en-1-one 662 1-trans-iodo- 2-[7-methoxyacetyl dl-16-hydroxy-1      -methoxymethyl-1,9-dioxo-  4-triphenylmethoxy-1,5-nonadiene heptyl]      20-methyl-2-homo-13-trans-17-trans prostadiene   cyclopent-2-en-1-one      663 1-trans-iodo-4-methyl- 2-[7-methoxyacetyl dl-16-hydroxy-1-methoxymeth      yl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1,5-nonadiene heptyl]      20-methyl-2-homo-13-trans-17-trans prostadiene   cyclopent-2-en-1-one      664 1-trans-iodo- 2-[7-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-di      oxo-  4-triphenylmethoxy-1,5-decadiene heptyl] 20-ethyl-2-homo-13-trans-1      7-trans prostadiene   cyclopent-2-en-1-one 665 1-trans-iodo-4-methyl-      2-[7-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-methyl-      4-trimethylsilyloxy-1,5-decadiene heptyl] 20-ethyl-2-homo-13-trans-17-tra      ns prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        666 1-trans ertho-iodo- 2-[5-methoxyacetyl dl erthro-11a,15a,16-trihydr      oxy-1-methoxymethyl-1,9-dioxo-  3,4-isopropylidenedioxy-1-heptene      pentyl]-4-trimethylsiloxy 20-nor-2-nor-13-trans prostene   cyclopent-2-en      -1-one 667 1-trans erthro-iodo- 2-[5-methoxyacetyl dl erthro-11a,15a,16-t      rihydroxy-1-methoxymethyl-1,9-dioxo-  3,4-isopropylidenedioxy-1-octene      pentyl]-4-trimethylsiloxy 2-nor-13-trans prostene   cyclopent-2-en-1-one      668 1-trans erthro-iodo- 2-[5-methoxyacetyl dl erthro-11a,15a,16-trihydro      xy-1-methoxymethyl-1,9-dioxo-  3,4-isopropylidenedioxy-1-nonene pentyl]-4      -trimethylsiloxy 20-methyl-2-nor-13-trans prostene   cyclopent-2-en-1-one       669 1-trans erthro-iodo- 2-[5-methoxyacetyl dl erthro-11a,15a,16-trihydr      oxy-1-methoxymethyl-1,9-dioxo-  3,4-isopropylidenedioxy-1-decene      pentyl]-4-trimethylsiloxy 20-ethyl-2-nor-13-trans prostene   cyclopent-2-      en-1-one 670 1-trans erthro-iodo- 2-[6-methoxyacetyl dl erthro-11a,15a,16      -trihydroxy-1-methoxymethyl-1,9-dioxo-  3,4-isopropylidenedioxy-1-heptene       hexyl]-4-trimethylsiloxy 20-nor-13-trans prostene   cyclopent-2-en-1-one       671 1-trans erthro-iodo- 2-[6-methoxyacetyl dl erthro-11a,15a,16-trihydr      oxy-1-methoxymethyl-1,9-dioxo-  3,4-isopropylidenedioxy-1-octene      hexyl]-4-trimethylsiloxy 13-trans prostene   cyclopent-2-en-1-one 672      1-trans erthro-iodo- 2-[6-methoxyacetyl dl erthro-11a,15a,16-trihydroxy-1      -methoxymethyl-1,9-dioxo-  3,4-isopropylidenedioxy-1-nonene hexyl]-4-trim      ethylsiloxy 20-methyl-13-trans prostene   cyclopent-2-en-1-one 673      1-trans erthro-iodo- 2-[6-methoxyacetyl dl erthro-11a,15a,16-trihydroxy-1      -methoxymethyl-1,9-dioxo-  3,4-isopropylidenedioxy-1-decene hexyl]-4-trim      ethylsiloxy 20-ethyl-13-trans prostene   cyclopent-2-en-1-one 674      1-trans erthro-iodo- 2-[7-methoxyacetyl dl erthro-11a,15a,16-trihydroxy-1      -methoxymethyl-1,9-dioxo-  3,4-isopropylidenedioxy-1-heptene heptyl]-4-tr      imethylsiloxy 20-nor-2-homo-13-trans prostene   cyclopent-2-en-1-one 675      1-trans erthro-iodo- 2-[7-methoxyacetyl dl erthro-11a,15a,16-trihydroxy-1      -methoxymethyl-1,9-dioxo-  3,4-isopropylidenedioxy-1-octene heptyl]-4-tri      methylsiloxy 2-homo-13-trans prostene   cyclopent-2-en-1-one 676 1-trans      erthro-iodo- 2-[7-methoxyacetyl dl erthro-11a,15a,16-trihydroxy-1-methoxy      methyl-1,9-dioxo-  3,4-isopropylidenedioxy-1-nonene heptyl]-4-trimethylsi      loxy 20-methyl-2-homo-13-trans prostene   cyclopent-2-en-1-one 677      1-trans erthro-iodo- 2-[7-methoxyacetyl dl erthro-11a,15a,16-trihydroxy-1      -methoxymethyl-1,9-dioxo-  3,4-isopropylidenedioxy-1-decene heptyl]-4-tri      methylsiloxy 20-ethyl-2-homo-13-trans prostene   cyclopent-2-en-1-one      678 1-trans erthro-iodo- 2-[6-methoxyacetyl nat erthro-11a,15a,16-trihydr      oxy-1-methoxymethyl-1,9-dioxo-  3,4-isopropylidenedioxy-1-heptene      hexyl]-4R-trimethylsiloxy 20-nor-13-trans prostene   cyclopent-2-en-1-one       679 1-trans erthro-iodo- 2-[6-methoxyacetyl nat erthro-11a,15a,16-trihyd      roxy-1-methoxymethyl-1,9-dioxo-  3,4-isopropylidenedioxy-1-octene      hexyl]-4R-trimethylsiloxy 13-trans prostene   cyclopent-2-en-1-one 680      1-trans erthro-iodo- 2-[6-methoxyacetyl nat erthro-11a,15a,16-trihydroxy-      1-methoxymethyl-1,9-dioxo-  3,4-isopropylidenedioxy-1-nonene hexyl]-4R-tr      imethylsiloxy 20-methyl-13-trans prostene   cyclopent-2-en-1-one 681      1-trans erthro-iodo- 2-[6-methoxyacetyl nat erthro-11a,15a,16-trihydroxy-      1-methoxymethyl-1,9-dioxo-  3,4-isopropylidenedioxy-1-decene hexyl]-4R-tr      imethylsiloxy 20-ethyl-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        682 1-trans erthro-iodo- 2-[5-methoxyacetyl dl erthro-15a,16-dihydroxy-      1-methoxymethyl-1,9-dioxo-  3,4-isopropylidenedioxy-1-heptene pentyl]      20-nor-2-nor-13-trans prostene   cyclopent-2-en-1-one 683 1-trans      erthro-iodo- 2-[5-methoxyacetyl dl erthro-15a,16-dihydroxy-1-methoxymethy      l-1,9-dioxo-  3,4-isopropylidenedioxy-1-octene pentyl] 2-nor-13-trans      prostene   cyclopent-2-en-1-one 684 1-trans erthro-iodo- 2-[5-methoxyacet      yl dl erthro-15a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-  3,4-isopropylid      enedioxy-1-nonene pentyl] 20-methyl-2-nor-13-trans prostene   cyclopent-2      -en-1-one 685 1-trans erthro-iodo- 2-[5-methoxyacetyl dl erthro-15a,16-di      hydroxy-1-methoxymethyl-1,9-dioxo-  3,4-isopropylidenedioxy-1-decene      pentyl] 20-ethyl-2-nor-13-trans prostene   cyclopent-2-en-1-one 686      1-trans erthro-iodo- 2-[6-methoxyacetyl dl erthro-15a,16-dihydroxy-1-meth      oxymethyl-1,9-dioxo-  3,4-isopropylidenedioxy-1-heptene hexyl] 20-nor-13-      trans prostene   cyclopent-2-en-1-one 687 1-trans erthro-iodo- 2-[6-metho      xyacetyl dl erthro-15a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-  3,4-isopr      opylidenedioxy-1-octene hexyl] 13-trans prostene   cyclopent-2-en-1-one      688 1-trans erthro-iodo- 2-[6-methoxyacetyl dl erthro-15a,16-dihydroxy-1-      methoxymethyl-1,9-dioxo-  3,4-isopropylidenedioxy-1-nonene hexyl]      20-methyl-13-trans prostene   cyclopent-2-en-1-one 689 1-trans erthro-iod      o- 2-[6-methoxyacetyl dl erthro-15a,16-dihydroxy-1-methoxymethyl-1,9-diox      o-  3,4-isopropylidenedioxy-1-decene hexyl] 20-ethyl-13-trans prostene      cyclopent-2-en-1-one 690 1-trans erthro-iodo- 2-[7-methoxyacetyl dl      erthro-15a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-  3,4-isopropylidenedio      xy-1-heptene heptyl]- 20-nor-2-homo-13-trans prostene   cyclopent-2-en-1-      one 691 1-trans erthro-iodo- 2-[7-methoxyacetyl dl erthro-15a,16-dihydrox      y-1-methoxymethyl-1,9-dioxo-  3,4-isopropylidenedioxy-1-octene heptyl]      2-homo-13-trans prostene   cyclopent-2-en-1-one 692 1-trans erthro-iodo-      2-[7-methoxyacetyl dl erthro-15a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-       3,4-isopropylidenedioxy-1-nonene heptyl]- 20-methyl-2-homo-13-trans      prostene   cyclopent-2-en-1-one 693 1-trans erthro-iodo-4-methoxy      2-[7-methoxyacetyl dl erthro-15a-hydroxy-1-methoxymethyl-1,9-dioxo-      3-trimethylsilyloxy-1-decene heptyl]- 16-methoxy-20-ethyl-2-homo-13-trans       prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        694 1-trans threo-iodo- 2-[5-methoxyacetyl dl threo-11a,15a,16-trihydro      xy-1-methoxymethyl-1,9-dioxo-  3,4-isopropylidenedioxy-1-heptene      pentyl]-4-trimethylsiloxy 20-nor-2-nor-13-trans prostene   cyclopent-2-en      -1-one 695 1-trans threo-iodo- 2-[5-methoxyacetyl dl threo-11a,15a,16-tri      hydroxy-1-methoxymethyl-1,9-dioxo-  3,4-isopropylidenedioxy-1-octene      pentyl]-4-trimethylsiloxy 2-nor-13-trans prostene   cyclopent-2-en-1-one      696 1-trans threo-iodo- 2-[5-methoxyacetyl dl threo-11a,15a,16-trihydroxy      -1-methoxymethyl-1,9-dioxo-  3,4-isopropylidenedioxy-1-nonene pentyl]-4-t      rimethylsiloxy 20-methyl-2-nor-13-trans prostene   cyclopent-2-en-1-one      697 1-trans threo-iodo- 2-[5-methoxyacetyl dl threo-11a,15a,16-trihydroxy      -1-methoxymethyl-1,9-dioxo-  3,4-isopropylidenedioxy-1-decene pentyl]-4-t      rimethylsiloxy 20-ethyl-2-nor-13-trans prostene   cyclopent-2-en-1-one      698 1-trans threo-iodo- 2-[6-methoxyacetyl dl threo-11a,15a,16-trihydroxy      -1-methoxymethyl-1,9-dioxo-  3,4-isopropylidenedioxy-1-heptene hexyl]-4-t      rimethylsiloxy 20-nor-13-trans prostene   cyclopent-2-en-1-one 699      1-trans threo-iodo- 2-[6-methoxyacetyl dl threo-11a,15a,16-trihydroxy-1-m      ethoxymethyl-1,9-dioxo-  3,4-isopropylidenedioxy-1-octene hexyl]-4-trimet      hylsiloxy 13-trans prostene   cyclopent-2-en-1-one 700 1-trans threo-iodo      - 2-[6-methoxyacetyl dl threo-11a,15a,16-trihydroxy-1-methoxymethyl-1,9-d      ioxo-  3,4-isopropylidenedioxy-1-nonene hexyl]-4-trimethylsiloxy      20-methyl-13-trans prostene   cyclopent-2-en-1-one 701 1-trans threo-iodo      - 2-[6-methoxyacetyl dl threo-11a,15a,16-trihydroxy-1-methoxymethyl-1,9-d      ioxo-  3,4-isopropylidenedioxy-1-decene hexyl]-4-trimethylsiloxy      20-ethyl-13-trans prostene   cyclopent-2-en-1-one 702 1-trans threo-iodo-       2-[7-methoxyacetyl dl threo-11a,15a,16-trihydroxy-1-methoxymethyl-1,9-di      oxo-  3,4-isopropylidenedioxy-1-heptene heptyl]-4-trimethylsiloxy      20-nor-2-homo-13-trans prostene   cyclopent-2-en-1-one 703 1-trans      threo-iodo- 2-[7-methoxyacetyl dl threo-11a,15a,16-trihydroxy-1-methoxyme      thyl-1,9-dioxo-  3,4-isopropylidenedioxy-1-octene heptyl]-4-trimethylsilo      xy 2-homo-13-trans prostene   cyclopent-2-en-1-one 704 1-trans threo-iodo      - 2-[7-methoxyacetyl dl threo-11a,15a,16-trihydroxy-1-methoxymethyl-1,9-d      ioxo-  3,4-isopropylidenedioxy-1-nonene heptyl]-4-trimethylsiloxy      20-methyl-2-homo-13-trans prostene   cyclopent-2-en-1-one 705 1-trans      threo-iodo- 2-[7-methoxyacetyl dl threo-11a,15a,16-trihydroxy-1-methoxyme      thyl-1,9-dioxo-  3,4-isopropylidenedioxy-1-decene heptyl]-4-trimethylsilo      xy 20-ethyl-2-homo-13-trans prostene   cylcopent-2-en-1-one 706 1-trans      threo-iodo- 2-[6-methoxyacetyl nat threo-11a,15a,16-trihydroxy-1-methoxym      ethyl-1,9-dioxo-  3,4-isopropylidenedioxy-1-heptene hexyl]-4R-trimethylsi      loxy 20-nor-13-trans prostene   cyclopent-2-en-1-one 707 1-trans      threo-iodo- 2-[6-methoxyacetyl nat threo-11a,15a,16-trihydroxy-1-methoxym      ethyl-1,9-dioxo-  3,4-isopropylidenedioxy-1-octene hexyl]-4R-trimethylsil      oxy 13-trans prostene   cyclopent-2-en-1-one 708 1-trans threo-iodo-      2-[6-methoxyacetyl nat threo-11a,15a,16-trihydroxy-1-methoxymethyl-1,9-di      oxo-  3,4-isopropylidenedioxy-1-nonene hexyl]-4R-trimethylsiloxy      20-methyl-13-trans prostene   cyclopent-2-en-1-one 709 1-trans threo-iodo      - 2-[6-methoxyacetyl nat threo-11a,15a,16-trihydroxy-1-methoxymethyl-1,9-      dioxo-  3,4-isopropylidenedioxy-1-decene hexyl]-4R-trimethylsiloxy      20-ethyl-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        710 1-trans threo-iodo- 2-[5-methoxyacetyl dl threo-15a,16-dihydroxy-1-      methoxymethyl-1,9-dioxo-  3,4-isopropylidenedioxy-1-heptene pentyl]      20-nor-2-nor-13-trans prostene   cyclopent-2-en-1-one 711 1-trans      threo-iodo- 2-[5-methoxyacetyl dl threo-15a,16-dihydroxy-1-methoxymethyl-      1,9-dioxo-  3,4-isopropylidenedioxy-1-octene pentyl]- 2-nor-13-trans      prostene   cyclopent-2-en-1-one 712 1-trans threo-iodo- 2-[5-methoxyacety      l dl threo-15a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-  3,4-isopropyliden      edioxy-1-nonene pentyl]- 20-methyl-2-nor-13-trans prostene   cyclopent-2-      en-1-one 713 1-trans threo-iodo- 2-[5-methoxyacetyl dl threo-15a,16-dihyd      roxy-1-methoxymethyl-1,9-dioxo-  3,4-isopropylidenedioxy-1-decene      pentyl]- 20-ethyl-2-nor-13-trans prostene   cyclopent-2-en-1-one 714      1-trans threo-iodo- 2-[6-methoxyacetyl dl threo-15a,16-dihydroxy-1-methox      ymethyl-1,9-dioxo-  3,4-isopropylidenedioxy-1-heptene hexyl]- 20-nor-13-t      rans prostene   cyclopent-2-en-1-one 715 1-trans threo-iodo- 2-[6-methoxy      acetyl dl threo-15a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-  3,4-isopropy      lidenedioxy-1-octene hexyl]- 13-trans prostene   cyclopent-2-en-1-one      716 1-trans threo-iodo- 2-[6-methoxyacetyl dl threo-15a,16-dihydroxy-1-me      thoxymethyl-1,9-dioxo-  3,4-isopropylidenedioxy-1-nonene hexyl]-      20-methyl-2-nor-13-trans prostene   cyclopent-2-en-1-one 717 1-trans      threo-iodo- 2-[6-methoxyacetyl dl threo-15a,16-dihydroxy-1-methoxymethyl-      1,9-dioxo-  3,4-isopropylidenedioxy-1-decene hexyl]- 20-ethyl-13-trans      prostene   cyclopent-2-en-1-one 718 1-trans threo-iodo- 2-[7-methoxyacety      l dl threo-15a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-  3,4-isopropyliden      edioxy-1-heptene heptyl]- 20-nor-2-homo-13-trans prostene   cyclopent-2-e      n-1-one 719 1-trans threo-iodo- 2-[7-methoxyacetyl dl threo-15a,16-dihydr      oxy-1-methoxymethyl-1,9-dioxo-  3,4-isopropylidenedioxy-1-octene      heptyl]- 2-homo-13-trans prostene   cyclopent-2-en-1-one 720 1-trans      threo-iodo- 2-[7-ethoxyacetyl dl threo-15a,16-dihydroxy-1-methoxymethyl-1      ,9-dioxo-  3,4-isopropylidenedioxy-1-nonene heptyl]- 20-methyl-2-homo-13-      trans prostene   cyclopent-2-en-1-one 721 1-trans threo-iodo- 2-[7-methox      yacetyl dl threo-15a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-  3,4-isoprop      ylidenedioxy-1-decene heptyl]- 20-ethyl-2-homo-13-trans prostene      cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        722 1-trans erthro-iodo-4-methoxy 2-[5-methoxyacetyl dl erthro-11a,15a-      dihydroxy-1-methoxymethyl-1,9-dioxo-  3-trimethylsilyloxy-1-heptene      pentyl]-4-trimethylsilyloxy 16-methoxy-20-nor-2-nor-13-trans prostene      cyclopent-2-en-1-one 723 1-trans erthro-iodo-4-methoxy 2-[5-methoxyacetyl       dl erthro-11a,15a-dihydroxy-1-methoxymethyl-1,9-dioxo-  3-trimethylsilyl      oxy-1-octene pentyl]-4-trimethylsiloxy 16-methoxy-2-nor-13-trans      prostene   cyclopent-2-en-1-one 724 1-trans erthro-iodo-4-methoxy      2-[5-methoxyacetyl dl erthro-11a,15a-dihydroxy-1-methoxymethyl-1,9-dioxo-        3-trimethylsilyloxy-1-nonene pentyl]-4-trimethylsiloxy 16-methoxy-20-me      thyl-2-nor-13-trans prostene   cyclopent-2-en-1-one 725 1-trans erthro-io      do-4-methoxy 2-[5-methoxyacetyl dl erthro-11a,15a-dihydroxy-1-methoxymeth      yl-1,9-dioxo-  3-trimethylsilyloxy-1-decene pentyl]-4-trimethylsiloxy      16-methoxy-20-ethyl-2-nor-13-trans prostene   cyclopent-2-en-1-one 726      1-trans erthro-iodo-4-methoxy 2-[6-methoxyacetyl dl erthro-11a,15a-dihydr      oxy-1-methoxymethyl-1,9-dioxo-  3-trimethylsilyloxy-1-heptene hexyl]-4-tr      imethylsiloxy 16-methoxy-20-nor-13-trans prostene   cyclopent-2-en-1-one      727 1-trans erthro-iodo-4-methoxy 2-[6-methoxyacetyl dl erthro-11a,15a-di      hydroxy-1-methoxymethyl-1,9-dioxo-  3-trimethylsilyloxy-1-octene      hexyl]-4-trimethylsiloxy 16-methoxy-13-trans prostene   cyclopent-2-en-1-      one 728 1-trans erthro-iodo-4-methoxy 2-[6-methoxyacetyl dl erthro-11a,15      a-dihydroxy-1-methoxymethyl-1,9-dioxo-  3-trimethylsilyloxy-1-nonene      hexyl]-4-trimethylsiloxy 16-methoxy-20-methyl-13-trans prostene      cyclopent-2-en-1-one 729 1-trans erthro-iodo-4-methoxy 2-[6-methoxyacetyl       dl erthro-11a,15a-dihydroxy-1-methoxymethyl-1,9-dioxo-  3-trimethylsilyl      oxy-1-decene hexyl]-4-trimethylsiloxy 16-methoxy-20-methyl-13-trans      prostene   cyclopent-2-en-1-one 730 1-trans erthro-iodo-4-methoxy      2-[7-methoxyacetyl dl erthro-11a,15a-dihydroxy-1-methoxymethyl-1,9-dioxo-        3-trimethylsilyloxy-1-heptene heptyl]-4-trimethylsiloxy 16-methoxy-20-n      or-2-homo-13-trans prostene   cyclopent-2-en-1-one 731 1-trans erthro-iod      o-4-methoxy 2-[7-methoxyacetyl dl erthro-11a,15a-dihydroxy-1-methoxymethy      l-1,9-dioxo-  3-trimethylsilyloxy-1-octene heptyl]-4-trimethylsiloxy      16-methoxy-2-homo-13-trans prostene   cyclopent-2-en-1-one 732 1-trans      erthro-iodo-4-methoxy 2-[7-methoxyacetyl dl erthro-11a,15a-dihydroxy-1-me      thoxymethyl-1,9-dioxo-  3-trimethylsilyloxy-1-nonene heptyl]-4-trimethyls      iloxy 16-methoxy-20-methyl-2-homo-13-trans prostene   cyclopent-2-en-1-on      e 733 1-trans erthro-iodo-4-methoxy 2-[7-methoxyacetyl dl erthro-11a,15a-      dihydroxy-1-methoxymethyl-1,9-dioxo-  3-trimethylsilyloxy-1-decene      heptyl]-4-trimethylsiloxy 16-methoxy-20-ethyl-2-homo-13-trans prostene      cyclopent-2-en-1-one 734 1-trans erthro-iodo-4-methoxy 2-[6-methoxyacetyl       nat erthro-11a,15a-dihydroxy-1-methoxymethyl-1,9-dioxo-  3-trimethylsily      loxy-1-heptene hexyl]-4R-trimethylsiloxy 16-methoxy-20-nor-13-trans      prostene   cyclopent-2-en-1-one 735 1-trans erthro-iodo-4-methoxy      2-[6-methoxyacetyl nat erthro-11a,15a-dihydroxy-1-methoxymethyl-1,9-dioxo      -  3-trimethylsilyloxy-1-octene hexyl]-4R-trimethylsiloxy 16-methoxy-13-t      rans prostene   cyclopent-2-en-1-one 736 1-trans erthro-iodo-4-methoxy      2-[6-methoxyacetyl nat erthro-11a,15a-dihydroxy-1-methoxymethyl-1,9-dioxo      -  3-trimethylsilyloxy-1-nonene hexyl]-4R-trimethylsiloxy 16-methoxy-20-m      ethyl-13-trans prostene   cyclopent-2-en-1-one 737 1-trans erthro-iodo-4-      methoxy 2-[6-methoxyacetyl nat erthro-11a,15a-dihydroxy-1-methoxymethyl-1      ,9-dioxo-  3-trimethylsilyloxy-1-decene hexyl]-4R-trimethylsiloxy      16-methoxy-20-ethyl-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        738 1-trans erthro-iodo-4-methoxy 2-[5-methoxyacetyl dl erthro-11a,15a-      hydroxy-1-methoxymethyl-1,9-dioxo-  3-trimethylsilyloxy-1-heptene      pentyl] 16-methoxy-20-nor-2-nor-13-trans prostene   cyclopent-2-en-1-one      739 1-trans erthro-iodo-4-methoxy 2-[5-methoxyacetyl dl erthro-15a-hydrox      y-1-methoxymethyl-1,9-dioxo-  3-trimethylsilyloxy-1-octene pentyl]-      16-methoxy-2-nor-13-trans prostene   cyclopent-2-en-1-one 740 1-trans      erthro-iodo-4-methoxy 2-[5-methoxyacetyl dl erthro-15a-hydroxy-1-methoxym      ethyl-1,9-dioxo-  3-trimethylsilyloxy-1-nonene pentyl]- 16-methoxy-20-met      hyl-2-nor-13-trans prostene   cyclopent-2-en-1-one 741 1-trans erthro-iod      o-4-methoxy 2-[5-methoxyacetyl dl erthro-15a-hydroxy-1-methoxymethyl-1,9-      dioxo-  3-trimethylsilyloxy-1-decene pentyl]- 16-methoxy-20-ethyl-2-nor-1      3-trans prostene   cyclopent-2-en-1-one 742 1-trans erthro-iodo-4-methoxy       2-[6-methoxyacetyl dl erthro-15a-hydroxy-1-methoxymethyl-1,9-dioxo-      3-trimethylsilyloxy-1-heptene hexyl]- 16-methoxy-20-nor-13-trans      prostene   cyclopent-2-en-1-one 743 1-trans erthro-iodo-4-methoxy      2-[6-methoxyacetyl dl erthro-15a-hydroxy-1-methoxymethyl-1,9-dioxo-      3-trimethylsilyloxy-1-octene hexyl]- 16-methoxy-13-trans prostene      cyclopent-2-en-1-one 744 1-trans erthro-iodo-4-methoxy 2-[6-methoxyacetyl       dl erthro-15a-hydroxy-1-methoxymethyl-1,9-dioxo-  3-trimethylsilyloxy-1-      nonene hexyl]- 16-methoxy-20-methyl-13-trans prostene  cyclopent-2-en-1-o      ne 745 1-trans erthro-iodo-4-methoxy 2-[6-methoxyacetyl dl erthro-15a-hyd      roxy-1-methoxymethyl-1,9-dioxo-  3-trimethylsilyloxy-1-decene hexyl]      16-methoxy-20-ethyl-13-trans prostene   cyclopent-2-en-1-one 746 1-trans      erthro-iodo-4-methoxy 2-[7-methoxyacetyl dl erthro-15a-hydroxy-1-methoxym      ethyl-1,9-dioxo-  3-trimethylsilyloxy-1-heptene heptyl]- 16-methoxy-20-no      r-2-homo-13-trans prostene   cyclopent-2-en-1-one 747 1-trans erthro-iodo      -4-methoxy 2-[7-methoxyacetyl dl erthro-15a-hydroxy-1-methoxymethyl-1,9-d      ioxo-  3-trimethylsilyloxy-1-octene heptyl]- 16-methoxy-2-homo-13-trans      prostene   cyclopent-2-en-1-one 748 1-trans erthro-iodo-4-methoxy      2-[7-methoxyacetyl dl erthro-15a-hydroxy-1-methoxymethyl-1,9-dioxo-      3-trimethylsilyloxy-1-nonene heptyl]- 16-methoxy-20-methyl-2-homo-13-tran      s prostene   cyclopent-2-en-1-one 749 1-trans erthro-iodo- 2-[7-methoxyac      etyl dl erthro-15a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-  3,4-isopropyl      idenedioxy-1-decene heptyl]- 20-ethyl-2-homo-13-trans prostene      cyclopent-2-en-1-one

    TABLE IA       EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES       1 1-trans-tri-n-butylstannyl-7-thia 2-[5-methoxyacetyl dl-11a,16-dihydro      xy-1-methoxymethyl-1,9-dioxo-  4-triethylsilyloxy-1-octene pentyl]-4-trim      ethylsiloxy 19-thia-2-nor-13-trans prostene   cyclopent-2-en-1-one  2      1-trans-tri-n-butylstannyl-4-methyl-7-thia 2-[5-methoxyacetyl dl-11a,16-d      ihydroxy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-octe      ne pentyl]-4-trimethylsiloxy 19-thia-2-nor-13-trans prostene   cyclopent-      2-en-1-one  3 1-trans-tri-n-butylstannyl-7-oxa 2-[5-methoxyacetyl      dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-  4-triethylsilyloxy-1-octe      ne pentyl]-4-trimethylsiloxy 19-oxa-2-nor-13-trans prostene   cyclopent-2      -en-1-one       4 1-trans-tri-n-butylstannyl-4-methyl-7-oxa 2-[5-methoxyacetyl dl-11a,16      -dihydroxy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-oc      tene pentyl]-4-trimethylsiloxy 19-oxa-2-nor-13-trans prostene   cyclopent      -2-en-1-one       5 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[5-methoxyacetyl dl-11a,16      -dihydroxy-1-methoxymethyl-1,9-dioxo-16-bromomethyl-  4-trimethylsilyloxy      -1-heptene pentyl]-4-trimethylsiloxy 20-nor-2-nor-13-trans prostene      cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES       6 1-trans-iodo-4-allenyl- 2-[5-methoxyacetyl dl-11a,16-dihydroxy-1-metho      xymethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-heptene pentyl]-4-t      rimethylsiloxy 20-nor-2-nor-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES         7 1-trans-tri-n-butylstannyl-4-bromomethyl-2-[5-methoxyacetyl      dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-bromomethyl-  4-trimethy      lsilyloxy-1-octene pentyl]-4-trimethylsiloxy 2-nor-13-trans prostene      cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES       8 1-trans-iodo-4-allenyl- 2-[5-methoxyacetyl dl-11a,16-dihydroxy-1-metho      xymethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-octene pentyl]-4-tr      imethylsiloxy 2-nor-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES         9 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[5-methoxyacetyl      dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-bromomethyl-  4-trimethy      lsilyloxy-1-nonene pentyl]-4-trimethylsiloxy 20-methyl-2-nor-13-trans      prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        10 1-trans-iodo-4-allenyl- 2-[5-methoxyacetyl dl-11a,16-dihydroxy-1-met      hoxymethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-nonene pentyl]-4-      trimethylsiloxy 20-methyl-2-nor-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        11 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[5-methoxyacetyl      dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-bromomethyl-  4-trimethy      lsilyloxy-1-decene pentyl]-4-trimethylsiloxy 20-ethyl-2-nor-13-trans      prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        12 1-trans-iodo-4-allenyl- 2-[5-methoxyacetyl dl-11a,16-dihydroxy-1-met      hoxymethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-decene pentyl]-4-      trimethylsiloxy 20-ethyl-2-nor-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        13 1-trans-tri-n-butylstannyl-7-thia 2-[6-methoxyacetyl dl-11a,16-dihyd      roxy-1-methoxymethyl-1,9-dioxo-  4-triethylsilyloxy-1-octene hexyl]-4-tri      methylsiloxy 19-thia-13-trans prostene   cyclopent-2-en-1-one 14      1-trans-tri-n-butylstannyl-4-methyl-7-thia 2-[6-methoxyacetyl dl-11a,16-d      ihydroxy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-octe      ne hexyl]-4-trimethylsiloxy 19-thia-13-trans prostene   cyclopent-2-en-1-      one 15 1-trans-tri-n-butylstannyl-7-oxa 2-[6-methoxyacetyl dl-11a,16-dihy      droxy-1-methoxymethyl-1,9-dioxo-  4-triethylsilyloxy-1-octene hexyl]-4-tr      imethylsiloxy 19-oxa-13-trans prostene   cyclopent-2-en-1-one 16      1-trans-tri-n-butylstannyl-4-methyl-7-oxa 2-[6-methoxyacetyl dl-11a,16-di      hydroxy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-octen      e hexyl]-4-trimethylsiloxy 19-oxa-13-trans prostene   cyclopent-2-en-1-on      e 17 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[6-methoxyacetyl      dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-bromomethyl-  4-trimethy      lsilyloxy-1-heptene hexyl]-4-trimethylsiloxy 20-nor-13-trans prostene      cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        18 1-trans-iodo-4-allenyl- 2-[6-methoxyacetyl dl-11a,16-dihydroxy-1-met      hoxymethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-heptene hexyl]-4-      trimethylsiloxy 20-nor-13-trans prostene   cyclopent2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        19 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[6-methoxyacetyl      dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-bromomethyl-  4-trimethy      lsilyloxy-1-octene hexyl]-4-trimethylsiloxy 13-trans prostene   cyclopent      -2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        20 1-trans-iodo-4-allenyl- 2-[6-methoxyacetyl dl-11a,16-dihydroxy-1-met      hoxymethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-octene hexyl]-4-t      rimethylsiloxy 13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        21 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[6-methoxyacetyl      dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-bromomethyl  4-trimethyl      silyloxy-1-nonene hexyl]-4-trimethylsiloxy 20-methyl-13-trans prostene      cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        22 1-trans-iodo-4-allenyl- 2-[6-methoxyacetyl dl-11a,16-dihydroxy-1-met      hoxymethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-nonene hexyl]-4-t      rimethylsiloxy 20-methyl-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        23 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[6-methoxyacetyl      dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-bromomethyl-  4-trimethy      lsilyloxy-1-decene hexyl]-4-trimethylsiloxy 20-ethyl-13-trans prostene      cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        24 1-trans-iodo-4-allenyl- 2-[6-methoxyacetyl dl-11a,16-dihydroxy-1-met      hoxymethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-decene hexyl]-4-t      rimethylsiloxy 20-ethyl-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        25 1-trans-tri-n-butylstannyl-7-thia 2-[7-methoxyacetyl dl-11a,16-dihyd      roxy-1-methoxymethyl-1,9-dioxo-  4-triethylsilyloxy-1-octene heptyl]-4-tr      imethylsiloxy 19-thia-2-homo-13-trans prostene   cyclopent-2-en-1-one 26      1-trans-tri-n-butylstannyl-4-methyl-7-thia 2-[7-methoxyacetyl dl-11a,16-d      ihydroxy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-octe      ne heptyl]-4-trimethylsiloxy 19-thia-2-homo-13-trans prostene   cyclopent      -2-en-1-one 27 1-trans-tri-n-butylstannyl-7-oxa 2-[7-methoxyacetyl      dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-  4-triethylsilyloxy-1-octe      ne heptyl]-4-trimethylsiloxy 19-oxa-2-homo-13-trans prostene   cyclopent-      2-en-1-one 28 1-trans-tri-n-butylstannyl-4-methyl-7-oxa 2-[7-methoxyacety      l dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsi      lyloxy-1-octene heptyl]-4-trimethylsiloxy 19-oxa-2-homo-13-trans      prostene   cyclopent-2-en-1-one 29 1-trans-tri-n-butylstannyl-4-bromometh      yl- 2-[7-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-b      romomethyl-  4-trimethylsilyloxy-1-heptene heptyl]-4-trimethylsiloxy      20-nor-2-homo-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        30 1-trans-iodo-4-allenyl- 2-[7-methoxyacetyl dl-11a,16-dihydroxy-1-met      hoxymethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-heptene heptyl]-4      -trimethylsiloxy 20-nor-2-homo-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        31 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[7-methoxyacetyl      dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-bromomethyl-  4-trimethy      lsilyloxy-1-octene heptyl]-4-trimethylsiloxy 2-homo-13-trans prostene      cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        32 1-trans-iodo-4-allenyl- 2-[7-methoxyacetyl dl-11a,16-dihydroxy-1-met      hoxymethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-octene heptyl]-4-      trimethylsiloxy 2-homo-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        33 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[7-methoxyacetyl      dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-bromomethyl-  4-trimethy      lsilyloxy-1-nonene heptyl]-4-trimethylsiloxy 20-methyl-2-homo-13-trans      prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        34 1-trans-iodo-4-allenyl- 2-[7-methoxyacetyl dl-11a,16-dihydroxy-1-met      hoxymethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-nonene heptyl]-4-      trimethylsiloxy 20-methyl-2-homo-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        35 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[7-methoxyacetyl      dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-bromomethyl-  4-trimethy      lsilyloxy-1-decene heptyl]-4-trimethylsiloxy 20-ethyl-2-homo-13-trans      prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        36 1-trans-iodo-4-allenyl- 2-[7-methoxyacetyl dl-11a,16-dihydroxy-1-met      hoxymethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-decene heptyl]-4-      trimethylsiloxy 20-ethyl-2-homo-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        37 1-trans-tri-n-butylstannyl-7-thia 2-[6-methoxyacetyl nat-11a,16-dihy      droxy-1-methoxymethyl-1,9-dioxo-  4-triethylsilyloxy-1-octene hexyl]-4R-t      rimethylsiloxy 19-thia-13-trans prostene   cyclopent-2-en-1-one 38      1-trans-tri-n-butylstannyl-4-methyl-7-thia- 2-[6-methoxyacetyl nat-11a,16      -dihydroxy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-oc      tene hexyl]-4R-trimethylsiloxy 19-thia-13-trans prostene   cyclopent-2-en      -1-one 39 1-trans-tri-n-butylstannyl-7-oxa 2-[6-methoxyacetyl nat-11a,16-      dihydroxy-1-methoxymethyl-1,9-dioxo-  4-triethylsilyloxy-1-octene      hexyl]-4R-trimethylsiloxy 19-oxa-13-trans prostene   cyclopent-2-en-1-one       40 1-trans-tri-n-butylstannyl-4-methyl-7-oxa 2-[6-methoxyacetyl      nat-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsil      yloxy-1-octene hexyl]-4R-trimethylsiloxy 19-oxa-13-trans prostene      cyclopent-2-en-1-one 41 1-trans-tri-n-butylstannyl-4-bromomethyl-      2-[6-methoxyacetyl nat-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-brom      omethyl-  4-trimethylsilyloxy-1-heptene hexyl]-4R-trimethylsiloxy      20-nor-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        42 1-trans-iodo-4-allenyl- 2-[6-methoxyacetyl nat-11a,16-dihydroxy-1-me      thoxymethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-heptene      hexyl]-4R-trimethylsiloxy 20-nor-13-tran prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        43 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[6-methoxyacetyl      nat-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-bromomethyl-  4-trimeth      ylsilyloxy-1-octene hexyl]-4R-trimethylsiloxy 13-trans prostene      cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        44 1-trans-iodo-4-allenyl- 2-[6-methoxyacetyl nat-11a,16-dihydroxy-1-me      thoxymethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-octene hexyl]-4R      -trimethylsiloxy 13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        45 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[6-methoxyacetyl      nat-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-bromomethyl-  4-trimeth      ylsilyloxy-1-nonene hexyl]-4R-trimethylsiloxy 20-methyl-13-trans      prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        46 1-trans-iodo-4-allenyl- 2-[6-methoxymethyl nat-11a,16-dihydroxy-1-me      thoxymethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-nonene hexyl]-4R      -trimethylsiloxy 20-methyl-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        47 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[6-methoxyacetyl      nat-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-bromomethyl-  4-trimeth      ylsilyloxy-1-decene hexyl]-4R-trimethylsiloxy 20-ethyl-13-trans prostene        cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        48 1-trans-iodo-4-allenyl- 2-[6-methoxyacetyl nat-11a,16-dihydroxy-1-me      thoxymethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-decene hexyl]-4R      -trimethylsiloxy 20-ethyl-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        49 1-trans-tri-n-butylstannyl-7-thia 2-[5-methoxyacetyl dl-16-hydroxy-1      -methoxymethyl-1,9-dioxo-  4-triethylsilyloxy-1-octene pentyl] 19-thia-2-      nor-13-trans prostene   cyclopent-2-en-1-one 50 1-trans-tri-n-butylstanny      l-4-methyl-7-thia 2-[5-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-di      oxo-16-methyl-  4-trimethylsilyloxy-1-octene pentyl] 19-thia-2-nor-13-tra      ns prostene   cyclopent-2-en-1-one 51 1-trans-tri-n-butylstannyl-7-oxa      2-[5-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-  4-triethylsi      lyloxy-1-octene pentyl] 19-oxa-2-nor-13-trans prostene   cyclopent-2-en-1      -one 52 1-trans-tri-n-butylstannyl-4-methyl-7-oxa 2-[5-methoxyacetyl      dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1      -octene pentyl] 19-oxa-2-nor-13-trans prostene   cyclopent-2-en-1-one 53      1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[5-methoxyacetyl dl-16-hydrox      y-1-methoxymethyl-1,9-dioxo-16-bromomethyl-  4-trimethylsilyloxy-1-hepten      e pentyl] 20-nor-2-nor-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        54 1-trans-iodo-4-allenyl- 2-[5-methoxyacetyl dl-16-hydroxy-1-methoxyme      thyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-heptene pentyl]      20-nor-2-nor-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        55 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[5-methoxyacetyl      dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-bromomethyl-  4-trimethylsilyl      oxy-1-octene pentyl] 2-nor-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        56 1-trans-iodo-4-allenyl- 2-[5-methoxyacetyl dl-16-hydroxy-1-methoxyme      thyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-octene pentyl]      2-nor-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        57 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[5-methoxyacetyl      dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-bromomethyl-  4-trimethylsilyl      oxy-1-nonene pentyl] 20-methyl-2-nor-13-trans prostene   cyclopent-2-en-1      -one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        58 1-trans-iodo-4-allenyl- 2-[5-methoxyacetyl dl-16-hydroxy-1-methoxyme      thyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-nonene pentyl]      20-methyl-2-nor-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        59 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[5-methoxyacetyl      dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-bromomethyl-  4-trimethylsilyl      oxy-1-decene pentyl] 20-ethyl-2-nor-13-trans prostene   cyclopent-2-en-1-      one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        60 1-trans-iodo-4-allenyl 2-[5-methoxyacetyl dl-16-hydroxy-1-methoxymet      hyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-decene pentyl] 20-ethyl-      2-nor-13-trans prostene   cyclopent-2-en-1-one         EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        61 1-trans-tri-n-butylstannyl-7-thia 2-[6-methoxyacetyl dl-16-hydroxy-1      -methoxymethyl-1,9-dioxo-  4-triethylsilyloxy-1-octene hexyl] 19-thia-13-      trans prostene   cyclopent-2-en-1-one 62 1-trans-tri-n-butylstannyl-4-met      hyl-7-thia 2-[6-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-      methyl-  4-trimethylsilyloxy-1-octene hexyl] 19-thia-13-trans prostene      cyclopent-2-en-1-one 63 1-trans-tri-n-butylstannyl-7-oxa 2-[6-methoxyacet      yl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-  4-triethylsilyloxy-1-octene      hexyl] 19-oxa-13-trans prostene   cyclopent-2-en-1-one 64 1-trans-tri-n-b      utylstannyl-4-methyl-7-oxa 2-[6-methoxyacetyl dl-16-hydroxy-1-methoxymeth      yl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-octene hexyl] 19-oxa-13-tr      ans prostene   cyclopent-2-en-1-one 65 1-trans-tri-n-butylstannyl-4-bromo      methyl- 2-[6-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-bro      momethyl-  4-trimethylsilyloxy-1-heptene hexyl] 20-nor-13-trans prostene        cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        66 1-trans-iodo-4-allenyl- 2-[6-methoxymethyl dl-16-hydroxy-1-methoxyme      thyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-heptene hexyl]      20-nor-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        67 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[6-methoxyacetyl      dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-bromomethyl-  4-trimethylsilyl      oxy-1-octene hexyl] 13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        68 1-trans-iodo-4-allenyl- 2-[6-methoxyacetyl dl-16-hydroxy-1-methoxyme      thyl-1,9-dioxo-16-allenyl  4-trimethylsilyloxy-1-octene hexyl] 13-trans      prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        69 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[6-methoxyacetyl      dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-bromomethyl-  4-trimethylsilyl      oxy-1-nonene hexyl] 20-methyl-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        70 1-trans-iodo-4-allenyl- 2-[6-methoxyacetyl dl-16-hydroxy-1-methoxyme      thyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-nonene hexyl] 20-methyl      -13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        71 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[6-methoxyacetyl      dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-bromomethyl-  4-trimethylsilyl      oxy-1-decene hexyl] 20-ethyl-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        72 1-trans-iodo-4-allenyl- 2-[6-methoxyacetyl dl-16-hydroxy-1-methoxyme      thyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-decene hexyl] 20-ethyl-      13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        73 1-trans-tri-n-butylstannyl-7-thia 2-[7-methoxyacetyl dl-16-hydroxy-1      -methoxymethyl-1,9-dioxo-  4-triethylsilyloxy-1-octene heptyl] 19-thia-2-      homo-13-trans prostene   cyclopent-2-en-1-one 74 1-trans-tri-n-butylstann      yl-4-methyl-7-thia 2-[7-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-d      ioxo-16-methyl-  4-trimethylsilyloxy-1-octene heptyl] 19-thia-2-homo-13-t      rans prostene   cyclopent-2-en-1-one 75 1-trans-tri-n-butylstannyl-7-oxa      2-[7-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-  4-triethylsi      lyloxy-1-octene heptyl] 19-oxa-2-homo-13-trans prostene   cyclopent-2-en-      1-one 76 1-trans-tri-n-butylstannyl-4-methyl-7-oxa 2-[7-methoxyacetyl      dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1      -octene heptyl] 19-oxa-2-homo-13-trans prostene   cyclopent-2-en-1-one      77 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[7-methoxyacetyl dl-16-hyd      roxy-1-methoxymethyl-1,9-dioxo-16-bromomethyl-  4-trimethylsilyloxy-1-hep      tene heptyl] 20-nor-2-homo-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        78 1-trans-iodo-4-allenyl- 2-[7-methoxyacetyl dl-16-hydroxy-1-methoxyme      thyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-heptene heptyl]      20-nor-2-homo-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        79 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[7-methoxyacetyl      dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-bromomethyl-  4-trimethylsilyl      oxy-1-octene heptyl] 2-homo-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        80 1-trans-iodo-4-allenyl- 2-[7-methoxyacetyl dl-16-hydroxy-1-methoxyme      thyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-octene heptyl]      2-homo-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        81 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[7-methoxyacetyl      dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-bromomethyl-  4-trimethylsilyl      oxy-1-nonene heptyl] 20-methyl-2-homo-13-trans prostene   cyclopent-2-en-      1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        82 1-trans-iodo-4-allenyl- 2-[7-methoxyacetyl dl-16-hydroxy-1-methoxyme      thyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-nonene heptyl]      20-methyl-2-homo-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        83 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[7-methoxyacetyl      dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-bromomethyl-  4-trimethylsilyl      oxy-1-decene heptyl] 20-ethyl-2-homo-13-trans prostene   cyclopent-2-en-1      -one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        84 1-trans-iodo-4-allenyl- 2-[7-methoxyacetyl dl-16-hydroxy-1-methoxyme      thyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-decene heptyl]      20-ethyl-2-homo-13-trans prostene   cyclopent-2-en-1-one

    TABLE II       EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES       1 1-trans-tri-n-butylstannyl-7-thia 2-[5-methoxyacetyl dl-11a,16-dihydro      xy-1-methoxymethyl-1,9-dioxo-  4-triethylsilyloxy-1-octene pent-2-cis-eny      l]-4-trimethylsiloxy 19-thia-2-nor-5-cis-13-trans prostadiene   cyclopent      -2-en-1-one       2 1-trans-tri-n-butylstannyl-4-methyl-7-thia 2-[5-methoxyacetyl      dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsily      loxy-1-octene pent-2-cis-enyl]-4-trimethylsiloxy 19-thia-2-nor-5-cis-13-t      rans prostadiene   cyclopent-2-en-1-one       3 1-trans-tri-n-butylstannyl-7-oxa 2-[5-methoxyacetyl dl-11a,16-dihydrox      y-1-methoxymethyl-1,9-dioxo-  4-triethylsilyloxy-1-octene pent-2-cis-enyl      ]-4-trimethylsiloxy 19-oxa-2-nor-5-cis-13-trans prostadiene   cyclopent-2      -en-1-one       4 1-trans-tri-n-butylstannyl-4-methyl-7-oxa 2-[5-methoxyacetyl dl-11a,16      -dihydroxy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-oc      tene pent-2-cis-enyl]-4-trimethylsiloxy 19-oxa-2-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one       5 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[5-methoxyacetyl dl-11a,16      -dihydroxy-1-methoxymethyl-1,9-dioxo-16-bromomethyl-  4-trimethylsilyloxy      -1-heptene pent-2-cis-enyl]-4-trimethylsiloxy 20-nor-2-nor-5-cis-13-trans       prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES       6 1-trans-iodo-4-allenyl- 2-[5-methoxyacetyl dl-11a,16-dihydroxy-1-metho      xymethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-heptene pent-2-cis-      enyl]-4-trimethylsiloxy 20-nor-2-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES         7 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[5-methoxyacetyl      dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-bromomethyl-  4-trimethy      lsilyloxy-1-octene pent-2-cis-enyl]-4-trimethylsiloxy 2-nor-5-cis-13-tran      s prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES       8 1-trans-iodo-4-allenyl- 2-[5-methoxyacetyl dl-11a,16-dihydroxy-1-metho      xymethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-octene pent-2-cis-e      nyl]-4-trimethylsiloxy 2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-      1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES         9 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[5-methoxyacetyl      dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-bromomethyl-  4-trimethy      lsilyloxy-1-nonene pent-2-cis-enyl]-4-trimethylsiloxy 20-methyl-2-nor-5-c      is-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        10 1-trans-iodo-4-allenyl- 2-[5-methoxyacetyl dl-11a,16-dihydroxy-1-met      hoxymethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-nonene pent-2-cis      -enyl]-4-trimethylsiloxy 20-methyl-2-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        11 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[5-methoxyacetyl      dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-bromomethyl-  4-trimethy      lsilyloxy-1-decene pent-2-cis-enyl]-4-trimethylsiloxy 20-ethyl-2-nor-5-ci      s-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        12 1-trans-iodo-4-allenyl- 2-[5-methoxyacetyl dl-11a,16-dihydroxy-1-met      hoxymethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-decene pent-2-cis      -enyl]-4-trimethylsiloxy 20-ethyl-2-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        13 1-trans-tri-n-butylstannyl-7-thia 2-[6-methoxyacetyl dl-11a,16-dihyd      roxy-1-methoxymethyl-1,9-dioxo-  4-triethylsilyloxy-1-octene hex-2-cis-en      yl]-4-trimethylsiloxy 19-thia-5-cis-13-trans prostadiene   cyclopent-2-en      -1-one 14 1-trans-tri-n-butylstannyl-4-methyl-7-thia 2-[6-methoxyacetyl      dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsily      loxy-1-octene hex-2-cis-enyl]-4-trimethylsiloxy 19-thia-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 15 1-trans-tri-n-butylstannyl-7-oxa      2-[6-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-      4-triethylsilyloxy-1-octene hex-2-cis-enyl]-4-trimethylsiloxy 19-oxa-5-ci      s-13-trans prostadiene   cyclopent-2-en-1-one 16 1-trans-tri-n-butylstann      yl-4-methyl-7-oxa 2-[6-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-      1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-octene hex-2-cis-enyl]-4-trim      ethylsiloxy19-oxa-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 17      1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[6-methoxyacetyl dl-11a,16-di      hydroxy-1-methoxymethyl-1,9-dioxo-16-bromomethyl-  4-trimethylsilyloxy-1-      heptene hex-2-cis-enyl]-4-trimethylsiloxy 20-nor-5-cis-13-trans prostadie      ne   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        18 1-trans-iodo-4-allenyl- 2-[6-methoxyacetyl dl-11a,16-dihydroxy-1-met      hoxymethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-heptene hex-2-cis      -enyl]-4-trimethylsiloxy 20-nor-5-cis-13-trans prostadiene   cyclopent-2-      en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        19 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[6-methoxyacetyl      dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-bromomethyl-  4-trimethy      lsilyloxy-1-octene hex-2-cis-enyl]-4-trimethylsiloxy 5-cis-13-trans      prostadiene   cyclopent-2-en-1-one         EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        20 1-trans-iodo-4-allenyl- 2-[6-methoxyacetyl dl-11a,16-dihydroxy-1-met      hoxymethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-octene hex-2-cis-      enyl]-4-trimethylsiloxy 5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        21 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[6-methoxyacetyl      dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-bromomethyl-  4-trimethy      lsilyloxy-1-nonene hex-2-cis-enyl]-4-trimethylsiloxy 20-methyl-5-cis-13-t      rans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        22 1-trans-iodo-4-allenyl- 2-[6-methoxyacetyl dl-11a,16-dihydroxy-1-met      hoxymethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-nonene hex-2-cis-      enyl]-4-trimethylsiloxy 20-methyl-5-cis-13-trans prostadiene   cyclopent-      2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        23 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[6-methoxyacetyl      dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-bromomethyl-  4-trimethy      lsilyloxy-1-decene hex-2-cis-enyl]-4-trimethylsiloxy 20-ethyl-5-cis-13-tr      ans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        24 1-trans-iodo-4-allenyl- 2-[6-methoxyacetyl dl-11a,16-dihydroxy-1-met      hoxymethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-decene hex-2-cis-      enyl]-4-trimethylsiloxy 20-ethyl-5-cis-13-trans prostadiene   cyclopent-2      -en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        25 1-trans-tri-n-butylstannyl-7-thia 2-[7-methoxyacetyl dl-11a,16-dihyd      roxy-1-methoxymethyl-1,9-dioxo-  4-triethylsilyloxy-1-octene hept-2-cis-e      nyl]  -4-trimethylsiloxy 19-thia-2-homo-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 26 1-trans-tri-n-butylstannyl-4-methyl-7-thia      2-[7-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-methy      l-  4-trimethylsilyloxy-1-octene hept-2-cis-enyl]-4-trimethylsiloxy      19-thia-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 27      1-trans-tri-n-butylstannyl-7-oxa 2-[7-methoxyacetyl dl-11a,16-dihydroxy-1      -methoxymethyl-1,9-dioxo-  4-triethylsilyloxy-1-octene hept-2-cis-enyl]-4      -trimethylsiloxy 19-oxa-2-homo-5-cis-13-trans prostadiene   cyclopent-2-e      n-1-one 28 1-trans-tri-n-butylstannyl-4-methyl-7-oxa 2-[7-methoxyacetyl      dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsily      loxy-1-octene hept-2-cis-enyl]-4-trimethylsiloxy 19-oxa-2-homo-5-cis-13-t      rans prostadiene   cyclopent-2-en-1-one 29 1-trans-tri-n-butylstannyl-4-b      romomethyl- 2-[7-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-di      oxo-16-bromomethyl-  4-trimethylsilyloxy-1-heptene hept-2-cis-enyl]-4-tri      methylsiloxy 20-nor-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-      one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        30 1-trans-iodo-4-allenyl- 2-[7-methoxyacetyl dl-11a,16-dihydroxy-1-met      hoxymethyl-1,9-dioxo-16-allenyl-  4-trimethylsiloxy-1-heptene hept-2-cis-      enyl]-4-trimethylsiloxy 20-nor-2-homo-5-cis-13-trans prostadiene      cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        31 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[7-methoxyacetyl      dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-bromomethyl-  4-trimethy      lsilyloxy-1-octene hept-2-cis-enyl]-4-trimethylsiloxy 2-homo-5-cis-13-tra      ns prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        32 1-trans-iodo-4-allenyl- 2-[ 7-methoxyacetyl dl-11a,16-dihydroxy-1-me      thoxymethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-octene hept-2-ci      s-enyl]-4-trimethylsiloxy 2-homo-5-cis-13-trans prostadiene   cyclopent-2      -en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        33 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[7-methoxyacetyl      dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-bromomethyl-  4-trimethy      lsilyloxy-1-nonene hept-2-cis-enyl]-4-trimethylsiloxy 20-methyl-2-homo-5-      cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        34 1-trans-iodo-4-allenyl- 2-[7-methoxyacetyl dl-11a,16-dihydroxy-1-met      hoxymethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-nonene hept-2-cis      -enyl]-4-trimethylsiloxy 20-methyl-2-homo-5-cis-13-trans prostadiene      cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        35 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[7-methoxyacetyl      dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-bromomethyl-  4-trimethy      lsilyloxy-1-decene hept-2-cis-enyl]-4-trimethylsiloxy 20-ethyl-2-homo-5-c      is-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        36 1-trans-iodo-4-allenyl- 2-[7-methoxyacetyl dl-11a,16-dihydroxy-1-met      hoxymethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-decene hept-2-cis      -enyl]-4-trimethylsiloxy 20-ethyl-2-homo-5-cis-13-trans prostadiene      cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        37 1-trans-tri-n-butylstannyl-7-thia 2-[6-methoxyacetyl nat-11a,16-dihy      droxy-1-methoxymethyl-1,9-dioxo-  4-triethylsilyloxy-1-octene hex-2-cis-e      nyl]-4R-trimethylsiloxy 19-thia-5-cis-13-trans prostadiene   cyclopent-2-      en-1-one 38 1-trans-tri-n-butylstannyl-4-methyl-7-thia 2-[6-methoxyacetyl       nat-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsi      lyloxy-1-octene hex-2-cis-enyl]-4R-trimethylsiloxy 19-thia-5-cis-13-trans       prostadiene   cyclopent-2-en-1-one 39 1-trans-tri-n-butylstannyl-7-oxa      2-[6-methoxyacetyl nat-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-      4-triethylsilyloxy-1-octene hex-2-cis-enyl]-4R-trimethylsiloxy 19-oxa-5-c      is-13-trans prostadiene   cyclopent-2-en-1-one 40 1-trans-tri-n-butylstan      nyl-4-methyl-7-oxa 2-[6-methoxyacetyl nat-11a,16-dihydroxy-1-methoxymethy      l-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-octene hex-2-cis-enyl]-4R-t      rimethylsiloxy 19-oxa-5-cis-13-trans prostadiene   cyclopent-2-en-1-one      41 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[6-methoxyacetyl nat-11a,1      6-dihydroxy-1-methoxymethyl-1,9-dioxo-16-bromomethyl-  4-trimethylsilylox      y-1-heptene hex-2-cis-enyl]-4R-trimethylsiloxy 20-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        42 1-trans-iodo-4-allenyl- 2-[6-methoxyacetyl nat-11a,16-dihydroxy-1-me      thoxymethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-heptene      hex-2-cis-enyl]-4R-trimethylsiloxy 20-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        43 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[6-methoxyacetyl      nat-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-bromomethyl-  4-trimeth      ylsilyloxy-1-octene hex-2-cis-enyl]-4R-trimethylsiloxy 5-cis-13-trans      prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        44 1-trans-iodo-4-allenyl- 2-[6-methoxyacetyl nat-11a,16-dihydroxy-1-me      thoxymethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-octene hex-2-cis      -enyl]  -4R-trimethylsiloxy 5-cis-13-trans prostadiene   cyclopent-2-en-1      -one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        45 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[6-methoxyacetyl      nat-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-bromomethyl-  4-trimeth      ylsilyloxy-1-nonene hex-2-cis-enyl]-4R-trimethylsiloxy 20-methyl-5-cis-13      -trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        46 1-trans-iodo-4-allenyl- 2-[6-methoxyacetyl nat-11a,16-dihydroxy-1-me      thoxymethyl-1,9-dioxo-16-allenyl-  4-trimethylsiloxy-1-nonene hex-2-cis-e      nyl]-4R-trimethylsiloxy 20-methyl-5-cis-13-trans prostadiene   cyclopent-      2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        47 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[6-methoxyacetyl      nat-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-bromomethyl-  4-trimeth      ylsilyloxy-1-decene hex-2-cis-enyl]-4R-trimethylsiloxy 20-ethyl-5-cis-13-      trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        48 1-trans-iodo-4-allenyl- 2-[6-methoxyacetyl nat-11a,16-dihydroxy-1-me      thoxymethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-decene hex-2-cis      -enyl]-4R-trimethylsiloxy 20-ethyl-5-cis-13-trans prostadiene   cyclopent      -2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        49 1-trans-tri-n-butylstannyl-7-thia 2-[5-methoxyacetyl dl-16-hydroxy-1      -methoxymethyl-1,9-dioxo-  4-triethylsilyloxy-1-octene pent-2-cis-enyl]      19-thia-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 50      1-trans-tri-n-butylstannyl-4-methyl-7-thia 2-[5-methoxyacetyl dl-16-hydro      xy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-octene      pent-2-cis-enyl]  19-thia-2-nor-5-cis-13-trans prostadiene   cyclopent-2-      en-1-one 51 1-trans-tri-n-butylstannyl-7-oxa 2-[5-methoxyacetyl dl-16-hyd      roxy-1-methoxymethyl-1,9-dioxo-  4-triethylsilyloxy-1-octene pent-2-cis-e      nyl] 19-oxa-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 52      1-trans-tri-n-butylstannyl-4-methyl-7-oxa 2-[5-methoxyacetyl dl-16-hydrox      y-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-octene      pent-2-cis-enyl] 19-oxa-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en      -1-one 53 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[5-methoxyacetyl      dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-bromomethyl-  4-trimethylsilyl      oxy-1-heptene pent-2-cis-enyl] 20-nor-2-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        54 1-trans-iodo-4-allenyl- 2-[5-methoxyacetyl dl-16-hydroxy-1-methoxyme      thyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-heptene pent-2-cis-enyl      ] 20-nor-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        55 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[5-methoxyacetyl      dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-bromomethyl-  4-trimethylsilyl      oxy-1-octene pent-2-cis-enyl] 2-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        56 1-trans-iodo-4-allenyl- 2-[5-methoxyacetyl dl-16-hydroxy-1-methoxyme      thyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-octene pent-2-cis-enyl]       2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        57 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[5-methoxyacetyl      dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-bromomethyl-  4-trimethylsilyl      oxy-1-nonene pent-2-cis-enyl] 20-methyl-2-nor-5-cis-13-trans prostadiene        cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        58 1-trans-iodo-4-allenyl- 2-[5-methoxyacetyl dl-16-hydroxy-1-methoxyme      thyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-nonene pent-2-cis-enyl]       20-methyl-2-nor-5-cis-13-trans prostadiene  cyclopent-2-en-1-one       EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        59 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[5-methoxyacetyl      dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-bromomethyl-  4-trimethylsilyl      oxy-1-decenepent-2-cis-enyl] 20-ethyl-2-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        60 1-trans-iodo-4-allenyl- 2-[5-methoxyacetyl dl-16-hydroxy-1-methoxyme      thyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-decene pent-2-cis-enyl]       20-ethyl-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one       EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        61 1-trans-tri-n-butylstannyl-7-thia 2-[6-methoxyacetyl dl-16-hydroxy-1      -methoxymethyl-1,9-dioxo-  4-trimethylsilyloxy-1-octene hex-2-cis-enyl]      19-thia-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 62 1-trans-tri-      n-butylstannyl-4-methyl-7-thia 2-[6-methoxyacetyl dl-16-hydroxy-1-methoxy      methyl-1,9-dioxo-16-methyl- 4-trimethylsilyloxy-1-octenehex-2-cis-enyl]      19-thia-5-cis-13-trans prostadiene  cyclopent-2-en-1-one63 1-trans-tri-n-      butylstannyl-7-oxa- 2-[6-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-      dioxo- 4-triethylsilyloxy-1-octene hex-2-cis-enyl] 19-oxa-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 64 1-trans-tri-n-butylstannyl-4-methyl      -7-oxa 2-[6-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-meth      yl-  4-trimethylsilyloxy-1-octene hex-2-cis-enyl] 19-oxa-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one65 1-trans-tri-n-butylstannyl-4-bromome      thyl- 2-[6-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-bromo      methyl-  4-trimethylsilyloxy-1-heptene hex-2-cis-enyl] 20-nor-5-cis-13-tr      ans prostadiene  cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        66 1-trans-iodo-4-allenyl- 2-[6-methoxyacetyl dl-16-hydroxy-1-methoxyme      thyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-heptene hex-2-cis-enyl]       20-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one       EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        67 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[6-methoxyacetyl      dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-bromomethyl-  4-trimethylsilyl      oxy-1-octene hex-2-cis-enyl] 5-cis-13-trans prostadiene   cyclopent-2-en-      1-one       EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        68 1-trans-iodo-4-allenyl- 2-[6-methoxyacetyl dl-16-hydroxy-1-methoxyme      thyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-octene hex-2-cis-enyl]      5-cis-13-trans prostadiene   cyclopent-2-en-1-one       EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES       69 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[6-methoxyacetyl      dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-bromomethyl- 4-trimethylsilylo      xy-1-nonene hex-2-cis-enyl] 20-methyl-5-cis-13-trans prostadiene      cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES       701-trans-iodo-4-allenyl- 2-[6-methoxyacetyl dl-16-hydroxy-1-methoxymeth      yl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-nonene hex-2-cis-enyl]      20-methyl-5-cis-13-trans prostadiene  cyclopent-2-en-1-one         EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES       71 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[6-methoxyacetyl      dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-bromomethyl- 4-trimethylsilylo      xy-1-decene hex-2-cis-enyl] 20-ethyl-5-cis-13-trans prostadiene      cyclopent-2-en-1-one       EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES       72 1-trans-iodo-4-allenyl- 2-[6-methoxyacetyl dl-16-hydroxy-1-methoxymet      hyl-1,9-dioxo-16-allenyl- 4-trimethylsilyloxy-1-decene hex-2-cis-enyl]      20-ethyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one       EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        73 1-trans-tri-n-butylstannyl-7-thia 2-[7-methoxyacetyl dl-16-hydroxy-1      -methoxymethyl-1,9-dioxo-  4-triethylsilyloxy-1-octene hept-2-cis-enyl]      19-thia-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one74      1-trans-tri-n-butylstannyl-4-methyl-7-thia 2-[7-methoxyacetyl dl-16-hydro      xy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-octene      hept-2-cis-enyl] 19-thia-2-homo-5-cis-13-trans prostadiene  cyclopent-2-e      n-1-one 75 1-trans-tri-n-butylstannyl-7-oxa 2-[7-methoxyacetyl dl-16-hydr      oxy-1-methoxymethyl-1,9-dioxo-  4-triethylsilyloxy-1-octene hept-2-cis-en      yl] 19-oxa-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one76      1-trans-tri-n-butylstannyl-4-methyl-7-oxa2-[7-methoxyacetyl dl-16-hydroxy      -1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-octene      hept-2-cis-enyl] 19-oxa-2-homo-5-cis-13-trans prostadiene   cyclopent-2-e      n-1-one 77 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[7-methoxyacetyl      dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-bromomethyl-  4-trimethylsilyl      oxy-1-heptene hept-2-cis-enyl] 20-nor-2-homo-5-cis-13-trans prostadiene       cyclopent-2-en-1-one       EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        78 1-trans-iodo-4-allenyl- 2[7-methoxyacetyl dl-16-hydroxy-1-methoxymet      hyl-1,9-dioxo-16-allenyl- 4-trimethylsilyloxy-1-heptene hept-2-cis-enyl]      20-nor-2-homo-5-cis-13-trans prostadiene  cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        79 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[7-methoxyacetyl      dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-bromomethyl-  4-trimethylsilyl      oxy-1-octene hept-2-cis-enyl] 2-homo-5-cis-13-trans prostadiene      cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        80 1-trans-iodo-4-allenyl- 2-[7-methoxyacetyl dl-16-hydroxy-1-methoxyme      thyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-octene hept-2-cis-enyl]       2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        81 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[7-methoxyacetyl      dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-bromomethyl-  4-trimethylsilyl      oxy-1-nonene hept-2-cis-enyl] 20-methyl-2-homo-5-cis-13-trans prostadiene         cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        82 1-trans-iodo-4-allenyl- 2-[7-methoxyacetyl dl-16-hydroxy-1-methoxyme      thyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-nonene hept-2-cis-enyl]       20-methyl-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        83 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[7-methoxyacetyl      dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-bromomethyl-  4-trimethylsilyl      oxy-1-decene hept-2-cis-enyl] 20-ethyl-2-homo-5-cis-13-trans prostadiene        cyclopent-2-en-1-one         EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        84 1-trans-iodo-4-allenyl- 2-[7-methoxyacetyl dl-16-hydroxy-1-methoxyme      thyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-decene hept-2-cis-enyl]       20-ethyl-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one

    TABLE III       EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES       1 1-trans-iodo- 2-[5-methoxyacetyl dl-11a,15a-dihydroxy-1-methoxymethyl-      1,9-dioxo-  3-triphenylmethoxy-1-heptene pent-2-cis-enyl]-4-trimethylsilo      xy 20-nor-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one  2      1-trans-iodo-3-methyl- 2-[5-methoxyacetyl dl-11a,15a-dihydroxy-1-methoxym      ethyl-1,9-dioxo-15-methyl-  3-trimethylsilyloxy-1-heptene pent-2-cis-enyl      ]-4-trimethylsiloxy 20-nor-2-nor-5-cis-13-trans prostadiene   cyclopent-2      -en-1-one       3 1-trans-iodo-4,4-dimethyl 2-[5-methoxyacetyl dl-11a,15a-dihydroxy-1-me      thoxymethyl-1,9-dioxo-  3-trimethylsilyloxy-1-heptene pent-2-cis-enyl]-4-      trimethylsiloxy 16,16-dimethyl-20-nor-2-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one  4 1-trans-iodo-5,5-dimethyl 2-[5-methoxyacetyl      dl-11a,15a-dihydroxy-1-methoxymethyl-1,9-dioxo-  3-triphenylmethoxy-1-oct      ene pent-2-cis-enyl]-4-trimethylsiloxy 17,17-dimethyl-2-nor-5-cis-13-tran      s prostadiene   cyclopent-2-en-1-one       5 1-trans-iodo-4-methyl 2-[5-methoxyacetyl dl-11a,15a-dihydroxy-1-methox      ymethyl-1,9-dioxo-  3-triphenylmethoxy-1-octene pent-2-cis-enyl]-4-trimet      hylsiloxy 16-methyl-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-o      ne       6 1-trans-iodo-4,4-trimethylene 2-[5-methoxyacetyl dl-11a,15a-dihydroxy-      1-methoxymethyl-1,9-dioxo-  3-trimethylsilyloxy-1-heptene pent-2-cis-enyl      ]-4-trimethylsiloxy 16,16-trimethylene-20-nor-2-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES       7 1-trans-tri-n-butylstannyl-3-vinyl- 2-[5-methoxyacetyl dl-11a,15a-dihy      droxy-1-methoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-heptene      pent-2-cis-enyl]-4-trimethylsiloxy 20-nor-2-nor-5-cis-13-trans prostadien      e   cyclopent-2-en-1-one  8 1-trans-tri-n-butylstannyl-4-phenoxy      2-[5-methoxyacetyl dl-11a,15a-dihydroxy-1-methoxymethyl-1,9-dioxo-      3-triethylsilyloxy-1-butene pent-2-cis-enyl]-4-trimethylsiloxy 16-phenoxy      -2-nor-17-20-tetranor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one      9 1-trans-tri-n-butylstannyl-4-(p-fluorophenoxy) 2-[5-methoxyacetyl      dl-11a,15a-dihydroxy-1-methoxymethyl-1,9-dioxo-  3-triethylsilyloxy-1-but      ene pent-2-cis-enyl]-4-trimethylsiloxy 16-(p-fluorophenoxy)-2-nor-17-20-t      etranor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 10 1-trans-tri-      n-butylstannyl-4-(m-chlorophenoxy) 2-[5-methoxyacetyl dl-11a,15a-dihydrox      y-1-methoxymethyl-1,9-dioxo-  3-triethylsilyloxy-1-butene pent-2-cis-enyl      ]-4-trimethylsiloxy 16-(m-chlorophenoxy)-2-nor-17-20-tetranor-5-cis-13-tr      ans prostadiene   cyclopent-2-en-1-one 11 1-trans-tri-n-butylstannyl-4-(m      -trifluoromethylphenoxy) 2-[5-methoxyacetyl dl-11a,15a-dihydroxy-1-methox      ymethyl-1,9-dioxo-  3-triethylsilyloxy-1-butene pent-2-cis-enyl]-4-trimet      hylsiloxy 16-(m-trifluoromethylphenoxy)-2-nor-17-20-tetranor-5-cis-13-tra      ns   cyclopent-2-en-1-one prostadiene        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        12 1-trans-iodo-5-phenyl 2-[5-methoxyacetyl dl-11a,15a-dihydroxy-1-meth      oxymethyl-1,9-dioxo-  3-triethylsilyloxy-1-pentene pent-2-cis-enyl]-4-tri      methylsiloxy 17-phenyl-2-nor-18-20-trinor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 13 1-trans-iodo-4,4-dimethyl-5-phenyl 2-[5-methoxyac      etyl dl-11a,15a-dihydroxy-1-methoxymethyl-1,9-dioxo-  3-triethylsilyloxy-      1-pentene pent-2-cis-enyl]-4-trimethylsiloxy 16,16-dimethyl-17-phenyl-2-n      or-18-20-trinor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 14      1-trans-iodo-4-cyclopentyl 2-[5-methoxyacetyl dl-11a,15a-dihydroxy-1-meth      oxymethyl-1,9-dioxo-  3-triphenylmethoxy-1-butene pent-2-cis-enyl]-4-trim      ethylsiloxy 16-cyclopentyl-2-nor-17-20-tetranor-5-cis-13-trans prostadien      e   cyclopent-2-en-1-one 15 1-trans-iodo-4-cyclohexyl 2-[5-methoxyacetyl      dl-11a,15a-dihydroxy-1-methoxymethyl-1,9-dioxo-  3-triphenylmethoxy-1-but      ene pent-2-cis-enyl]-4-trimethylsiloxy 16-cyclohexyl-2-nor-17-20-tetranor      -5-cis-13-trans prostadiene   cyclopent-2-en-1-one 16 1-trans-iodo-      2-[5-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-      4-triphenylmethoxy-1-heptene pent-2-cis-enyl]-4-trimethylsiloxy 20-nor-2-      nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        17 1-trans-tri-n-butylstannyl-4-methyl- 2-[5-methoxyacetyl dl-11a,16-di      hydroxy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-hepte      ne pent-2-cis-enyl]-4-trimethylsiloxy 20-nor-2-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 18 1-trans-tri-n-butylstannyl-4-ethyl-       2-[5-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-ethy      l-  4-trimethylsilyloxy-1-octene pent-2-cis-enyl]-4-trimethylsiloxy      2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 19 1-trans-tri-n-      butylstannyl-5-methyl- 2-[5-methoxyacetyl dl-11a,16-dihydroxy-1-methoxyme      thyl-1,9-dioxo-  4-trimethylsilyloxy-1-heptene pent-2-cis-enyl]-4-trimeth      ylsiloxy 17-methyl-20-nor-2-nor-5-cis-13-trans prostadiene   cyclopent-2-      en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        20 1-trans-iodo-5,5-dimethyl 2-[5-methoxyacetyl dl-11a,16-dihydroxy-1-m      ethoxymethyl-1,9-dioxo-  4-trimethylsilyloxy-1-octene pent-2-cis-enyl]-4-      trimethylsiloxy 17,17-dimethyl-2-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        21 1-trans-tri-n-butylstannyl-4-vinyl- 2-[5-methoxyacetyl dl-11a,16-dih      ydroxy-1-methoxymethyl-1,9-dioxo-16-vinyl-  4-trimethylsilyloxy-1-heptene       pent-2-cis-enyl]  -4-trimethylsiloxy 20-nor-2-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 22 1-trans-tri-n-butylstannyl-4-cyclop      ropyl- 2-[5-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-1      6-cyclopropyl-  4-trimethylsilyloxy-1-octene pent-2-cis-enyl]-4-trimethyl      siloxy 2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 23      1-trans-tri-n-butylstannyl-4-trimethylsilylethynyl- 2-[5-methoxyacetyl      dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-ethynyl-  4-trimethylsil      yloxy-1-heptene pent-2-cis-enyl]-4-trimethylsiloxy 20-nor-2-nor-5-cis-13-      trans prostadiene   cyclopent-2-en-1-one 24 1-trans-tri-n-butylstannyl-4-      methylene 2-[5-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-diox      o-  4-triethylsilyloxy-1-heptene pent-2-cis-enyl]-4-trimethylsiloxy      17-methylene-20-nor-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-o      ne 25 1-trans-tri-n-butylstannyl-4-methyl-5-methylene 2-[5-methoxyacetyl      dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsily      loxy-1-heptene pent-2-cis-enyl]-4-trimethylsiloxy 17-methylene-20-nor-2-n      or-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 26 1-trans-tri-n-but      ylstannyl-4-dimethoxymethyl- 2-[5-methoxyacetyl dl-11a,16-dihydroxy-1-met      hoxymethyl-1,9-dioxo-16-formyl-  4-trimethylsilyloxy-1-heptene pent-2-cis      -enyl]-4-trimethylsiloxy 20-nor-2-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 27 1-trans-tri-n-butylstannyl-4-fluoromethyl-      2-[5-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-fluor      omethyl-  4-trimethylsilyloxy-1-heptene pent-2-cis-enyl]-4-trimethylsilox      y 20-nor-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 28      1-trans-tri-n-butylstannyl-4-difluoromethyl- 2-[5-methoxyacetyl dl-11a,16      -dihydroxy-1-methoxymethyl-1,9-dioxo-16-difluoromethyl-  4-trimethylsilyl      oxy-1-heptene pent-2-cis-enyl]-4-trimethylsiloxy 20-nor-2-nor-5-cis-13-tr      ans prostadiene   cyclopent-2-en-1-one 29 1-trans-tri-n-butylstannyl-4-tr      ifluoromethyl- 2-[5-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9      -dioxo-16-trifluoromethyl-  4-trimethylsilyloxy-1-heptene pent-2-cis-enyl      ]-4-trimethylsiloxy 20-nor-2-nor-5-cis-13-trans prostadiene   cyclopent-2      -en-1-one 30 1-trans-tri-n-butylstannyl-4-chloromethyl- 2-[5-methoxyacety      l dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-chloromethyl-      4-trimethylsilyloxy-1-heptene pent-2-cis-enyl]-4-trimethylsiloxy      20-nor-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 31      1-trans-tri-n-butylstannyl-4-trimethylsilyloxymethyl- 2-[5-methoxyacetyl      dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-hydroxymethyl-      4-trimethylsilyloxy-1-heptene pent-2-cis-enyl]-4-trimethylsiloxy      20-nor-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        32 1-trans-iodo-4-methyl-7-chloro 2-[5-methoxyacetyl dl-11a,16-dihydrox      y-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-heptene      pent-2-cis-enyl]-4-trimethylsiloxy 19-chloro-2-nor-20-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 33 1-trans-iodo- 2-[5-methoxyacetyl      dl-11a,15a-dihydroxy-1-methoxymethyl-1,9-dioxo-  3-triphenylmethoxy-1-oct      ene pent-2-cis-enyl]-4-trimethylsiloxy 2-nor-5-cis-13-trans prostadiene       cyclopent-2-en-1-one 34 1-trans-iodo-3-methyl- 2-[5-methoxyacetyl      dl-11a,15a-dihydroxy-1-methoxymethyl-1,9-dioxo-15-methyl-  3-trimethylsil      yloxy-1-octene pent-2-cis-enyl]-4-trimethylsiloxy 2-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 35 1-trans-iodo-4,4-dimethyl 2-[5-meth      oxyacetyl dl-11a,15a-dihydroxy-1-methoxymethyl-1,9-dioxo-  3-trimethylsil      yloxy-1-octene pent-2-cis-enyl]-4-trimethylsiloxy 16,16-dimethyl-2-nor-5-      cis-13-trans prostadiene   cyclopent-2-en-1-one 36 1-trans-iodo-4,4-trime      thylene 2-[5-methoxyacetyl dl-11a,15a-dihydroxy-1-methoxymethyl-1,9-dioxo      -  3-trimethylsilyloxy-1-octene pent-2-cis-enyl]-4-trimethylsiloxy      16,16-trimethylene-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-on      e        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        37 1-trans-tri-n-butylstannyl-3-vinyl- 2-[5-methoxyacetyl dl-11a,15a-di      hydroxy-1-methoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-octene       pent-2-cis-enyl]-4-trimethylsiloxy 2-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        38 1-trans-iodo- 2-[5-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl      -1,9-dioxo-  4-triphenylmethoxy-1-octene pent-2-cis-enyl]-4-trimethylsilo      xy 2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        39 1-trans-tri-n-butylstannyl-4-methyl- 2-[5-methoxyacetyl dl-11a,16-di      hydroxy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-octen      e pent-2-cis-enyl]-4-trimethylsiloxy 2-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 40 1-trans-tri-n-butylstannyl-5-methyl 2-[5-methoxya      cetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-  4-trimethylsilyloxy      -1-octene pent-2-cis-enyl]-4-trimethylsiloxy 17-methyl-2-nor-5-cis-13-tra      ns prostadiene   cyclopent-2-en-1-one 41 1-trans-tri-n-butylstannyl-4-vin      yl- 2-[5-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-v      inyl-  4-trimethylsilyloxy-1-octene pent-2-cis-enyl]-4-trimethylsiloxy      2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 42 1-trans-tri-n-      butylstannyl-4-trimethylsilylethynyl- 2-[5-methoxyacetyl dl-11a,16-dihydr      oxy-1-methoxymethyl-1,9-dioxo-16-ethynyl-  4-trimethylsilyloxy-1-octene      pent-2-cis-enyl]-4-trimethylsiloxy 2-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 43 1-trans-tri-n-butylstannyl-5-methylene 2-[5-metho      xyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-  4-triethylsilylo      xy-1-octene pent-2-cis-enyl]-4-trimethylsiloxy 17-methylene-2-nor-5-cis-1      3-trans prostadiene   cyclopent-2-en-1-one 44 1-trans-tri-n-butylstannyl-      4-methyl-5-methylene 2-[5-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymeth      yl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-octene pent-2-cis-enyl]-4-      trimethylsiloxy 17-methylene-2-nor-5-cis-13-trans prostadiene   cyclopent      -2-en-1-one 45 1-trans-tri-n-butylstannyl-4-dimethoxymethyl- 2-[5-methoxy      acetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-formyl-      4-trimethylsilyloxy-1-octene pent-2-cis-enyl]-4-trimethylsiloxy 2-nor-5-c      is-13-trans prostadiene   cyclopent-2-en-1-one 46 1-trans-tri-n-butylstan      nyl-4-fluoromethyl- 2-[5-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethy      l-1,9-dioxo-16-fluoromethyl-  4-trimethylsilyloxy-1-octene pent-2-cis-eny      l]-4-trimethylsiloxy 2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-      one 47 1-trans-tri-n-butylstannyl-4-difluoromethyl- 2-[5-methoxyacetyl      dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-difluoromethyl-      4-trimethylsilyloxy-1-octene pent-2-cis-enyl]-4-trimethylsiloxy 2-nor-5-c      is-13-trans prostadiene   cyclopent-2-en-1-one 48 1-trans-tri-n-butylstan      nyl-4-fluoromethyl- 2-[5-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethy      l-1,9-dioxo-16-trifluoromethyl-  4-trimethylsilyloxy-1-octene pent-2-cis-      enyl]-4-trimethylsiloxy 2-nor-5-cis-13-trans prostadiene   cyclopent-2-en      -1-one 49 1-trans-tri-n-butylstannyl-4-chloromethyl- 2-[5-methoxyacetyl      dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-chloromethyl-  4-trimeth      ylsilyloxy-1-octene pent-2-cis-enyl]-4-trimethylsiloxy 2-nor-5-cis-13-tra      ns prostadiene   cyclopent-2-en-1-one 50 1-trans-tri-n-butylstannyl-4-tri      methylsilyloxymethyl- 2-[5-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymet      hyl-1,9-dioxo-16-hydroxymethyl-  4-trimethylsilyloxy-1-octene pent-2-cis-      enyl]-4-trimethylsiloxy 2-nor-5-cis-13-trans prostadiene   cyclopent-2-en      -1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        51 1-trans-iodo- 2-[5-methoxyacetyl dl-11a,15a-dihydroxy-1-methoxymethy      l-1,9-dioxo-  3-triphenylmethoxy-1-nonene pent-2-cis-enyl]-4-trimethylsil      oxy 20-methyl-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 52      1-trans-iodo-3-methyl- 2-[5-methoxyacetyl dl-11a,15a-dihydroxy-1-methoxym      ethyl-1,9-dioxo-15-methyl-  3-trimethylsilyloxy-1-nonene pent-2-cis-enyl]      -4-trimethylsiloxy 20-methyl-2-nor-5-cis-13-trans prostadiene   cyclopent      -2-en-1-one 53 1-trans-iodo-4,4-dimethyl 2-[5-methoxyacetyl dl-11a,15a-di      hydroxy-1-methoxymethyl-1,9-dioxo-  3-trimethylsilyloxy-1-nonene      pent-2-cis-enyl]-4-trimethylsiloxy 16,16-dimethyl-20-methyl-2-nor-5-cis-1      3-trans prostadiene   cyclopent-2-en-1-one 54 1-trans-iodo-4,4-trimethyle      ne 2-[5-methoxyacetyl dl-11a,15a-dihydroxy-1-methoxymethyl-1,9-dioxo-      3-trimethylsilyloxy-1-nonene pent-2-cis-enyl]-4-trimethylsiloxy 16,16-tri      methylene-20-methyl-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-o      ne        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        55 1-trans-tri-n-butylstannyl-3-vinyl- 2-[5-methoxyacetyl dl-11a,15a-di      hydroxy-1-methoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-nonene       pent-2-cis-enyl]-4-trimethylsiloxy 20-methyl-2-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        56 1-trans-iodo- 2-[5-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl      -1,9-dioxo-  4-triphenylmethoxy-1-nonene pent-2-cis-enyl]-4-trimethylsilo      xy 20-methyl-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        57 1-trans-tri-n-butylstannyl-4-methyl- 2-[5-methoxyacetyl dl-11a,16-di      hydroxy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-nonen      e pent-2-cis-enyl]-4-trimethylsiloxy 20-methyl-2-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 58 1-trans-tri-n-butylstannyl-5-methyl       2-[5-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-      4-trimethylsilyloxy-1-nonene pent-2-cis-enyl]-4-trimethylsiloxy 17-methyl      -20-methyl-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 59      1-trans-tri-n-butylstannyl-4-vinyl- 2-[5-methoxyacetyl dl-11a,16-dihydrox      y-1-methoxymethyl-1,9-dioxo-16-vinyl-  4-trimethylsilyloxy-1-nonene      pent-2-cis-enyl]-4-trimethylsiloxy 20-methyl-2-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 60 1-trans-tri-n-butylstannyl-4-trimet      hylsilylethynyl- 2-[5-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1      ,9-dioxo-16-ethynyl-  4-trimethylsilyloxy-1-nonene pent-2-cis-enyl]-4-tri      methylsiloxy 20-methyl-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-      1-one 61 1-trans-tri-n-butylstannyl-5-methylene 2-[5-methoxyacetyl      dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-  4-triethylsilyloxy-1-none      ne pent-2-cis-enyl]-4-trimethylsiloxy 17-methylene-20-methyl-2-nor-5-cis-      13-trans prostadiene   cyclopent-2-en-1-one 62 1-trans-tri-n-butylstannyl      -4-methyl-5-methylene 2-[5-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymet      hyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-nonene pent-2-cis-enyl]-4      -trimethylsiloxy 17-methylene-20-methyl-2-nor-5-cis-13-trans prostadiene        cyclopent-2-en-1-one 63 1-trans-tri-n-butylstannyl-4-dimethoxymethyl-      2-[5-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-formy      l-  4-trimethylsilyloxy-1-nonene pent-2-cis-enyl]-4-trimethylsiloxy      20-methyl-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 64      1-trans-tri-n-butylstannyl-4-fluoromethyl- 2-[5-methoxyacetyl dl-11a,16-d      ihydroxy-1-methoxymethyl-1,9-dioxo-16-fluoromethyl-  4-trimethylsilyloxy-      1-nonene pent-2-cis-enyl]-4-trimethylsiloxy 20-methyl-2-nor-5-cis-13-tran      s prostadiene   cyclopent-2-en-1-one 65 1-trans-tri-n-butylstannyl-4-difl      uoromethyl- 2-[5-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-di      oxo-16-difluoromethyl-  4-trimethylsilyloxy-1-nonene pent-2-cis-enyl]-4-t      rimethylsiloxy 20-methyl-2-nor-5-cis-13-trans prostadiene   cyclopent-2-e      n-1-one 66 1-trans-tri-n-butylstannyl-4-trifluoromethyl- 2-[5-methoxyacet      yl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-trifluoromethyl-      4-trimethylsilyloxy-1-nonene pent-2-cis-enyl]-4-trimethylsiloxy 20-methyl      -2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 67 1-trans-tri-n      -butylstannyl-4-chloromethyl- 2-[5-methoxyacetyl dl-11a,16-dihydroxy-1-me      thoxymethyl-1,9-dioxo-16-chloromethyl-  4-trimethylsilyloxy-1-nonene      pent-2-cis-enyl]-4-trimethylsiloxy 20-methyl-2-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 68 1-trans-tri-n-butylstannyl-4-trimet      hylsilyloxymethyl- 2-[5-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl      -1,9-dioxo-16-hydroxymethyl-  4-trimethylsilyloxy-1-nonene pent-2-cis-eny      l]-4-trimethylsiloxy 20-methyl-2-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        69 1-trans-iodo- 2-[5-methoxyacetyl dl-11a,15a-dihydroxy-1-methoxymethy      l-1,9-dioxo-  3-triphenylmethoxy-1-decene pent-2-cis-enyl]-4-trimethylsil      oxy 20-ethyl-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 70      1-trans-iodo-3-methyl- 2-[5-methoxyacetyl dl-11a,15a-dihydroxy-1-methoxym      ethyl-1,9-dioxo-15-methyl-  3-trimethylsilyloxy-1-decene pent-2-cis-enyl]      -4-trimethylsiloxy 20-ethyl-2-nor-5-cis-13-trans prostadiene   cyclopent-      2-en-1-one 71 1-trans-iodo-4,4-dimethyl 2-[5-methoxyacetyl dl-11a,15a-dih      ydroxy-1-methoxymethyl-1,9-dioxo-  3-trimethylsilyloxy-1-decene pent-2-ci      s-enyl]-4-trimethylsiloxy 16,16-dimethyl-20-ethyl-2-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 72 1-trans-iodo-4,4-trimethylene      2-[5-methoxyacetyl dl-11a,15a-dihydroxy-1-methoxymethyl-1,9-dioxo-      3-trimethylsilyloxy-1-decene pent-2-cis-enyl]-4-trimethylsiloxy 16,16-tri      methylene-20-ethyl-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-on      e        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        73 1-trans-tri-n-butylstannyl-3-vinyl- 2-[5-methoxyacetyl dl-11a,15a-di      hydroxy-1-methoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-decene       pent-2-cis-enyl]-4-trimethylsiloxy 20-ethyl-2-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        74 1-trans-iodo- 2-[5-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl      -1,9-dioxo-  4-triphenylmethoxy-1-decene pent-2-cis-enyl]-4-trimethylsilo      xy 20-ethyl-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        75 1-trans-tri-n-butylstannyl-4-methyl- 2-[5-methoxyacetyl dl-11a,16-di      hydroxy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-decen      e pent-2-cis-enyl]-4-trimethylsiloxy 20-ethyl-2-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 76 1-trans-tri-n-butylstannyl-5-methyl       2-[5-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-      4-trimethylsilyloxy-1-decene pent-2-cis-enyl]-4-trimethylsiloxy 17-methyl      -20-ethyl-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 77      1-trans-tri-n-butylstannyl-4-vinyl- 2-[5-methoxyacetyl dl-11a,16-dihydrox      y-1-methoxymethyl-1,9-dioxo-16-vinyl-  4-trimethylsilyloxy-1-decene      pent-2-cis-enyl]-4-trimethylsiloxy 20-ethyl-2-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 78 1-trans-tri-n-butylstannyl-4-trimet      hylsilylethynyl- 2-[5-methoxyacetyyl dl-11a,16-dihydroxy-1-methoxymethyl-      1,9-dioxo-16-ethynyl-  4-trimethylsilyloxy-1-decene pent-2-cis-enyl]-4-tr      imethylsiloxy 20-ethyl-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-      1-one 79 1-trans-tri-n-butylstannyl-5-methylene 2-[5-methoxyacetyl      dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-  4-triethylsilyloxy-1-dece      ne pent-2-cis-enyl]-4-trimethylsiloxy 17-methylene-20-ethyl-2-nor-5-cis-1      3-trans prostadiene   cyclopent-2-en-1-one 80 1-trans-tri-n-butylstannyl-      4-methyl-5-methylene 2-[5-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymeth      yl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-decene pent-2-cis-enyl]-4-      trimethylsiloxy 17-methylene-20-ethyl-2-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 81 1-trans-tri-n-butylstannyl-4-dimethoxymethyl-      2-[5-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-formy      l-  4-trimethylsilyloxy-1-decene pent-2-cis-enyl]-4-trimethylsiloxy      20-ethyl-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 82      1-trans-tri-n-butylstannyl-4-fluoromethyl- 2-[5-methoxyacetyl dl-11a,16-d      ihydroxy-1-methoxymethyl-1,9-dioxo-16-fluoromethyl-  4-trimethylsilyloxy-      1-decene pent-2-cis-enyl]-4-trimethylsiloxy 20-ethyl-2-nor-5-cis-13-trans       prostadiene   cyclopent-2-en-1-one 83 1-trans-tri-n-butylstannyl-4-diflu      oromethyl- 2-[5-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dio      xo-16-difluoromethyl-  4-trimethylsilyloxy-1-decene pent-2-cis-enyl]-4-tr      imethylsiloxy 20-ethyl-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-      1-one 84 1-trans-tri-n-butylstannyl-4-trifluoromethyl- 2-[5-methoxyacetyl       dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-trifluoromethyl-      4-trimethylsilyloxy-1-decene pent-2-cis-enyl]-4-trimethylsiloxy 20-ethyl-      2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 85 1-trans-tri-n-      butylstannyl-4-chloromethyl- 2-[5-methoxyacetyl dl-11a,16-dihydroxy-1-met      hoxymethyl-1,9-dioxo-16-chloromethyl-  4-trimethylsilyloxy-1-decene      pent-2-cis-enyl]-4-trimethylsiloxy 20-ethyl-2-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 86 1-trans-tri-n-butylstannyl-4-trimet      hylsilyloxymethyl- 2-[5-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl      -1,9-dioxo-16-hydroxymethyl-  4-trimethylsilyloxy-1-decene pent-2-cis-eny      l]-4-trimethylsiloxy 20-ethyl-2-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        87 1-trans-iodo- 2-[6-methoxyacetyl dl-11a,15a-dihydroxy-1-methoxymethy      l-1,9-dioxo-  3-triphenylmethoxy-1-heptene hex-2-cis-enyl]-4-trimethylsil      oxy 20-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 88 1-trans-i      odo-3-methyl- 2-[6-methoxyacetyl dl-11a,15a-dihydroxy-1-methoxymethyl-1,9      -dioxo-15-methyl-  3-trimethylsilyloxy-1-heptene hex-2-cis-enyl]-4-trimet      hylsiloxy 20-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 89      1-trans-iodo-4,4-dimethyl 2-[6-methoxyacetyl dl-11a,15a-dihydroxy-1-metho      xymethyl-1,9-dioxo-  3-trimethylsilyloxy-1-heptene hex-2-cis-enyl]-4-trim      ethylsiloxy 16,16-dimethyl-20-nor-5-cis-13-trans prostadiene   cyclopent-      2-en-1-one 90 1-trans-iodo-5,5-dimethyl 2-[6-methoxyacetyl dl-11a,15a-dih      ydroxy-1-methoxymethyl-1,9-dioxo-  3-triphenylmethoxy-1-octene hex-2-cis-      enyl]-4-trimethylsiloxy 17,17-dimethyl-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 91 1-trans-iodo-4-methyl 2-[6-methoxyacetyl      dl-11a,15a-dihydroxy-1-methoxymethyl-1,9-dioxo-  3-triphenylmethoxy-1-oct      ene hex-2-cis-enyl]-4-trimethylsiloxy 16-methyl-5-cis-13-trans prostadien      e   cyclopent-2-en-1-one 92 1-trans-iodo-4,4-trimethylene 2-[6-methoxyace      tyl dl-11a,15a-dihydroxy-1-methoxymethyl-1,9-dioxo-  3-trimethylsilyloxy-      1-heptene hex-2-cis-enyl]-4-trimethylsiloxy 16,16-trimethylene-20-nor-5-c      is-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        93 1-trans-tri-n-butylstannyl-3-vinyl- 2-[6-methoxyacetyl dl-11a,15a-di      hydroxy-1-methoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-hepten      e hex-2-cis-enyl]-4-trimethylsiloxy 20-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 94 1-trans-tri-n-butylstannyl-4-phenoxy 2-[6-methoxy      acetyl dl-11a,15a-dihydroxy-1-methoxymethyl-1,9-dioxo-  3-triethylsilylox      y-1-butene hex-2-cis-enyl]-4-trimethylsiloxy 16-phenoxy-17-20-tetranor-5-      cis-13-trans prostadiene   cyclopent-2-en-1-one 95 1-trans-tri-n-butylsta      nnyl-4-(p-fluorophenoxy) 2-[6-methoxyacetyl dl-11a,15a-dihydroxy-1-methox      ymethyl-1,9-dioxo-  3-triethylsilyloxy-1-butene hex-2-cis-enyl]-4-trimeth      ylsiloxy 16-(p-fluorophenoxy)-17-20-tetranor-5-cis-13-trans prostadiene       cyclopent-2-en-1-one 96 1-trans-tri-n-butylstannyl-4-(m-chlorophenoxy)      2-[6-methoxyacetyl dl-11a,15a-dihydroxy-1-methoxymethyl-1,9-dioxo-      3-triethylsilyloxy-1-butene hex-2-cis-enyl]-4-trimethylsiloxy 16-(m-chlor      ophenoxy-17-20-tetranor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one       97 1-trans-tri-n-butylstannyl-4-(m-trifluoromethylphenoxy) 2-[6-methoxya      cetyl dl-11a,15a-dihydroxy-1-methoxymethyl-1,9-dioxo-  3-triethylsilyloxy      -1-butene hex-2-cis-enyl]-4-trimethylsiloxy 16-(m-trifluoromethylphenoxy)      -17-20-tetranor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        98 1-trans-iodo-5-phenyl 2-[6-methoxyacetyl dl-11a,15a-dihydroxy-1-meth      oxymethyl-1,9-dioxo-  3-triethylsilyloxy-1-pentene hex-2-cis-enyl]-4-trim      ethylsiloxy 17-phenyl-18-20-trinor-5-cis-13-trans prostadiene   cyclopent      -2-en-1-one 99 1-trans-iodo-4,4-dimethyl-5-phenyl 2-[6-methoxyacetyl      dl-11a,15a-dihydroxy-1-methoxymethyl-1,9-dioxo-  3-triethylsilyloxy-1-pen      tene hex-2-cis-enyl]-4-trimethylsiloxy 16,16-dimethyl-17-phenyl-18-20-tri      nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 100 1-trans-iodo-4-      cyclopentyl 2-[6-methoxyacetyl dl-11a,15a-dihydroxy-1-methoxymethyl-1,9-d      ioxo-  3-triphenylmethoxy-1-butene hex-2-cis-enyl]-4-trimethylsiloxy      16-cyclopentyl-17-20-tetranor-5-cis-13-trans prostadiene   cyclopent-2-en      -1-one 101 1-trans-iodo-4-cyclohexyl 2-[6-methoxyacetyl dl-11a,15a-dihydr      oxy-1-methoxymethyl-1,9-dioxo-  3-triphenylmethoxy-1-butene hex-2-cis-eny      l]-4-trimethylsiloxy 16-cyclohexyl-17-20-tetranor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 102 1-trans-iodo- 2-[6-methoxyacetyl      dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-  4-triphenylmethoxy-1-hept      ene hex-2-cis-enyl]-4-trimethylsiloxy 20-nor-5-cis-13-trans prostadiene       cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        103 1-trans-tri-n-butylstannyl-4-methyl- 2-[6-methoxyacetyl dl-11a,16-d      ihydroxy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-hept      ene hex-2-cis-enyl]-4-trimethylsiloxy 20-nor-5-cis-13-trans prostadiene       cyclopent-2-en-1-one 104 1-trans-tri-n-butylstannyl-4-ethyl- 2-[6-methox      yacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-ethyl-      4-trimethylsilyloxy-1-octene hex-2-cis-enyl]-4-trimethylsiloxy 5-cis-13-t      rans prostadiene   cyclopent-2-en-1-one 105 1-trans-tri-n-butylstannyl-5-      methyl- 2-[6-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-        4-trimethylsilyloxy-1-heptene hex-2-cis-enyl]-4-trimethylsiloxy      17-methyl-20-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        106 1-trans-iodo-5,5-dimethyl 2-[6-methoxyacetyl dl-11a,16-dihydroxy-1-      methoxymethyl-1,9-dioxo-  4-trimethylsilyloxy-1-octene hex-2-cis-enyl]-4-      trimethylsiloxy 17,17-dimethyl-5-cis-13-trans prostadiene   cyclopent-2-e      n-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        107 1-trans-tri-n-butylstannyl-4-vinyl- 2-[6-methoxyacetyl dl-11a,16-di      hydroxy-1-methoxymethyl-1,9-dioxo-16-vinyl-  4-trimethylsilyloxy-1-hepten      e hex-2-cis-enyl]-4-trimethylsiloxy 20-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 108 1-trans-tri-n-butylstannyl-4-cyclopropyl-      2-[6-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-cyclo      propyl-  4-trimethylsilyloxy-1-octene hex-2-cis-enyl]-4-trimethylsiloxy      5-cis-13-trans prostadiene   cyclopent-2-en-1-one 109 1-trans-tri-n-butyl      stannyl-4-trimethylsilylethynyl- 2-[6-methoxyacetyl dl-11a,16-dihydroxy-1      -methoxymethyl-1,9-dioxo-16-ethynyl-  4-trimethylsilyloxy-1-heptene      hex-2-cis-enyl]-4-trimethylsiloxy 20-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 110 1-trans-tri-n-butylstannyl-5-methylene 2-[6-meth      oxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-  4-triethylsilyl      oxy-1-heptene hex-2-cis-enyl]-4-trimethylsiloxy 17-methylene-20-nor-5-cis      -13-trans prostadiene   cyclopent-2-en-1-one 111 1-trans-tri-n-butylstann      yl-4-methyl-5-methylene 2-[6-methoxyacetyl dl-11a,16-dihydroxy-1-methoxym      ethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-heptene hex-2-cis-enyl]      -4-trimethylsiloxy 17-methylene-20-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 112 1-trans-tri-n-butylstannyl-4-dimethoxymethyl-      2-[6-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-formy      l-  4-trimethylsilyloxy-1-heptene hex-2-cis-enyl]-4-trimethylsiloxy      20-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 113 1-trans-tri-      n-butylstannyl-4-fluoromethyl- 2-[6-methoxyacetyl dl-11a,16-dihydroxy-1-m      ethoxymethyl-1,9-dioxo-16-fluoromethyl-  4-trimethylsilyloxy-1-heptene      hex-2-cis-enyl]-4-trimethylsiloxy 20-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 114 1-trans-tri-n-butylstannyl-4-difluoromethyl-      2-[6-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-diflu      oromethyl-  4-trimethylsilyloxy-1-heptene hex-2-cis-enyl]-4-trimethylsilo      xy 20-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 115 1-trans-t      ri-n-butylstannyl-4-trifluoromethyl- 2-[6-methoxyacetyl dl-11a,16-dihydro      xy-1-methoxymethyl-1,9-dioxo-16-trifluoromethyl-  4-trimethylsilyloxy-1-h      eptene hex-2-cis-enyl]-4-trimethylsiloxy 20-nor-5-cis-13-trans prostadien      e   cyclopent-2-en-1-one 116 1-trans-tri-n-butylstannyl-4-chloromethyl-      2-[6-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-chlor      omethyl-  4-trimethylsilyloxy-1-heptene hex-2-cis-enyl]-4-trimethylsiloxy       20-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 117 1-trans-tri      -n-butylstannyl-4-trimethylsilyloxymethyl- 2-[6-methoxyacetyl dl-11a,16-d      ihydroxy-1-methoxymethyl-1,9-dioxo-16-hydroxymethyl-  4-trimethylsilyloxy      -1-heptene hex-2-cis-enyl]-4-trimethylsiloxy 20-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        118 1-trans-iodo-4-methyl-7-chloro 2-[6-methoxyacetyl dl-11a,16-dihydro      xy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-heptene      hex-2-cis-enyl]-4-trimethylsiloxy 19-chloro-20-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 119 1-trans-iodo- 2-[6-methoxyacetyl      dl-11a,15a-dihydroxy-1-methoxymethyl-1,9-dioxo-  3-triphenylmethoxy-1-oct      ene hex-2-cis-enyl]-4-trimethylsiloxy 5-cis-13-trans prostadiene      cyclopent-2-en-1-one 120 1-trans-iodo-3-methyl- 2-[6-methoxyacetyl      dl-11a,15a-dihydroxy-1-methoxymethyl-1,9-dioxo-15-methyl-  3-trimethylsil      yloxy-1-octene hex-2-cis-enyl]-4-trimethylsiloxy 5-cis-13-trans prostadie      ne   cyclopent-2-en-1-one 121 1-trans-iodo-4,4-dimethyl 2-[6-methoxyacety      l dl-11a,15a-dihydroxy-1-methoxymethyl-1,9-dioxo-  3-trimethylsilyloxy-1-      octene hex-2-cis-enyl]-4-trimethylsiloxy 16,16-dimethyl-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 122 1-trans-iodo-4,4-trimethylene      2-[6-methoxyacetyl dl-11a,15a-dihydroxy-1-methoxymethyl-1,9-dioxo-      3-trimethylsilyloxy-1-octene hex-2-cis-enyl]-4-trimethylsiloxy 16,16-trim      ethylene-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        123 1-trans-tri-n-butylstannyl-3-vinyl- 2-[6-methoxyacetyl dl-11a,15a-d      ihydroxy-1-methoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-octen      e hex-2-cis-enyl]-4-trimethylsiloxy 5-cis-13-trans prostadiene      cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        124 1-trans-iodo- 2-[6-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethy      l-1,9-dioxo- 4-triphenylmethoxy-1-octene hex-2-cis-enyl]-4-trimethylsilox      y 5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES         125 1-trans-tri-n-butylstannyl-4-methyl- 2-[6-methoxyacetyldl-11a,16-d      ihydroxy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-octe      ne hex-2-cis-enyl]-4-trimethylsiloxy 5-cis-13-trans prostadiene      cyclopent-2-en-1-one 126 1-trans-tri-n-butylstannyl-5-methyl 2-[6-methoxy      acetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-  4-trimethylsilylox      y-1-octene hex-2-cis-enyl]-4-trimethylsiloxy 17-methyl-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 127 1-trans-tri-n-butylstannyl-4-vinyl      -2-[6-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-viny      l-  4-trimethylsilyloxy-1-octene hex-2-cis-enyl]-4-trimethylsiloxy5-cis-1      3-trans prostadiene  cyclopent-2-en-1-one 128 1-trans-tri-n-butylstannyl-      4-trimethylsilylethynyl- 2-[6-methoxyacetyl dl-11a,16-dihydroxy-1-methoxy      methyl-1,9-dioxo-16-ethynyl-  4-trimethylsilyloxy-1-octene hex-2-cis-enyl      ]-4-trimethylsiloxy 5-cis-13-trans prostadiene   cyclopent-2-en-1-one      129 1-trans-tri-n-butylstannyl-5-methylene 2-[6-methoxyacetyl dl-11a,16-d      ihydroxy-1-methoxymethyl-1,9-dioxo-  4-triethylsilyloxy-1-octene      hex-2-cis-enyl]-4-trimethylsiloxy 17-methylene-5-cis-13-trans prostadiene         cyclopent-2-en-1-one 130 1-trans-tri-n-butylstannyl-4-methyl-5-methyle      ne 2-[6-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-me      thyl-  4-trimethylsilyloxy-1-octene hex-2-cis-enyl]-4-trimethylsiloxy      17-methylene-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 131      1-trans-tri-n-butylstannyl-4-dimethoxymethyl- 2-[6-methoxyacetyl      dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-formyl-  4-trimethylsily      loxy-1-octene hex-2-cis-enyl]-4-trimethylsiloxy 5-cis-13-trans prostadien      e   cyclopent-2-en-1-one 132 1-trans-tri-n-butylstannyl-4-fluoromethyl-      2-[6-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-fluor      omethyl-  4-trimethylsilyloxy-1-octene hex-2-cis-enyl]-4-trimethylsiloxy      5-cis-13-trans prostadiene   cyclopent-2-en-1-one 133 1-trans-tri-n-butyl      stannyl-4-difluoromethyl- 2-[6-methoxyacetyl dl-11a,16-dihydroxy-1-methox      ymethyl-1,9-dioxo-16-difluoromethyl-  4-trimethylsilyloxy-1-octene      hex-2-cis-enyl]-4-trimethylsiloxy 5-cis-13-trans prostadiene   cyclopent-      2-en-1-one 134 1-trans-tri-n-butylstannyl-4-trifluoromethyl- 2-[6-methoxy      acetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-trifluoromethyl-       4-trimethylsilyloxy-1-octene hex-2-cis-enyl]-4-trimethylsiloxy 5-cis-13-      trans prostadiene   cyclopent-2-en-1-one 135 1-trans-tri-n-butylstannyl-4      -chloromethyl- 2-[6-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9      -dioxo-16-chloromethyl-  4-trimethylsilyloxy-1-octene hex-2-cis-enyl]-4-t      rimethylsiloxy 5-cis-13-trans prostadiene   cyclopent-2-en-1-one 136      1-trans-tri-n-butylstannyl-4-trimethylsilyloxymethyl- 2-[6-methoxyacetyl      dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-hydroxymethyl-      4-trimethylsilyloxy-1-octene hex-2-cis-enyl]-4-trimethylsiloxy 5-cis-13-t      rans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        137 1-trans-iodo- 2-[6-methoxyacetyl dl-11a,15a-dihydroxy-1-methoxymeth      yl-1,9-dioxo-  3-triphenylmethoxy-1-nonene hex-2-cis-enyl]-4-trimethylsil      oxy 20-methyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 138      1-trans-iodo-3-methyl- 2-[6-methoxyacetyl dl-11a,15a-dihydroxy-1-methoxym      ethyl-1,9-dioxo-15-methyl-  3-trimethylsilyloxy-1-nonene hex-2-cis-enyl]-      4-trimethylsiloxy 20-methyl-5-cis-13-trans prostadiene   cyclopent-2-en-1      -one 139 1-trans-iodo-4,4-dimethyl 2-[6-methoxyacetyl dl-11a,15a-dihydrox      y-1-methoxymethyl-1,9-dioxo-  3-trimethylsilyloxy-1-nonene hex-2-cis-enyl      ]-4-trimethylsiloxy 16,16-dimethyl-20-methyl-5-cis-13-trans prostadiene       cyclopent-2-en-1-one 140 1-trans-iodo-4,4-trimethylene 2-[6-methoxyacety      l dl-11a,15a-dihydroxy-1-methoxymethyl-1,9-dioxo-  3-trimethylsilyloxy-1-      nonene hex-2-cis-enyl]-4-trimethylsiloxy 16,16-trimethylene-20-methyl-5-c      is-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        141 1-trans-tri-n-butylstannyl-3-vinyl- 2-[6-methoxyacetyl dl-11a,15a-d      ihydroxy-1-methoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-nonen      e hex-2-cis-enyl]-4-trimethylsiloxy 20-methyl-5-cis-13-trans prostadiene        cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        142 1-trans-iodo- 2-[6-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethy      l-1,9-dioxo-  4-triphenylmethoxy-1-nonene hex-2-cis-enyl]-4-trimethylsilo      xy 20-methyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        143 1-trans-tri-n-butylstannyl-4-methyl- 2-[6-methoxyacetyl dl-11a,16-d      ihydroxy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-none      ne hex-2-cis-enyl]-4-trimethylsiloxy 20-methyl-5-cis-13-trans prostadiene         cyclopent-2-en-1-one 144 1-trans-tri-n-butylstannyl-5-methyl 2-[6-meth      oxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-  4-trimethylsily      loxy-1-nonene hex-2-cis-enyl]-4-trimethylsiloxy 17-methyl-20-methyl-5-cis      -13-trans prostadiene   cyclopent-2-en-1-one 145 1-trans-tri-n-butylstann      yl-4-vinyl- 2-[6-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-di      oxo-16-vinyl-  4-trimethylsilyloxy-1-nonene hex-2-cis-enyl]-4-trimethylsi      loxy 20-methyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 146      1-trans-tri-n-butylstannyl-4-trimethylsilylethynyl- 2-[6-methoxyacetyl      dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-ethynyl-  4-trimethylsil      yloxy-1-nonene hex-2-cis-enyl]-4-trimethylsiloxy 20-methyl-5-cis-13-trans       prostadiene   cyclopent-2-en-1-one 147 1-trans-tri-n-butylstannyl-5-meth      ylene 2-[6-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-      4-triethylsilyloxy-1-nonene hex-2-cis-enyl]-4-trimethylsiloxy 17-methylen      e-20-methyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 148      1-trans-tri-n-butylstannyl-4-methyl-5-methylene 2-[6-methoxyacetyl      dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsily      loxy-1-nonene hex-2-cis-enyl]-4-trimethylsiloxy 17-methylene-20-methyl-5-      cis-13-trans prostadiene   cyclopent-2-en-1-one 149 1-trans-tri-n-butylst      annyl-4-dimethoxymethyl- 2-[6-methoxyacetyl dl-11a,16-dihydroxy-1-methoxy      methyl-1,9-dioxo-16-formyl-  4-trimethylsilyloxy-1-nonene hex-2-cis-enyl]      -4-trimethylsiloxy 20-methyl-5-cis-13-trans prostadiene   cyclopent-2-en-      1-one 150 1-trans-tri-n-butylstannyl-4-fluoromethyl- 2-[6-methoxyacetyl      dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-fluoromethyl-  4-trimeth      ylsilyloxy-1-nonene hex-2-cis-enyl]-4-trimethylsiloxy 20-methyl-5-cis-13-      trans prostadiene   cyclopent-2-en-1-one 151 1-trans-tri-n-butylstannyl-4      -difluoromethyl- 2-[6-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1      ,9-dioxo-16-difluoromethyl-  4-trimethylsilyloxy-1-nonene hex-2-cis-enyl]      -4-trimethylsiloxy 20-methyl-5-cis-13-trans prostadiene   cyclopent-2-en-      1-one 152 1-trans-tri-n-butylstannyl-4-trifluoromethyl- 2-[6-methoxyacety      l dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-trifluoromethyl-      4-trimethylsilyloxy-1-nonene hex-2-cis-enyl]-4-trimethylsiloxy 20-methyl-      5-cis-13-trans prostadiene   cyclopent-2-en-1-one 153 1-trans-tri-n-butyl      stannyl-4-chloromethyl- 2-[6-methoxyacetyl dl-11a,16-dihydroxy-1-methoxym      ethyl-1,9-dioxo-16-chloromethyl-  4-trimethylsilyloxy-1-nonene hex-2-cis-      enyl]-4-trimethylsiloxy 20-methyl-5-cis-13-trans prostadiene   cyclopent-      2-en-1-one 154 1-trans-tri-n-butylstannyl-4-trimethylsilyloxymethyl-      2-[6-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-hydro      xymethyl-  4-trimethylsilyloxy-1-nonene hex-2-cis-enyl]-4-trimethylsiloxy       20-methyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        155 1-trans-iodo 2-[-6-methoxyacetyl dl-11a,15a-dihydroxy-1-methoxymeth      yl-1,9-dioxo-  3-triphenylmethoxy-1-decene hex-2-cis-enyl]-4-trimethylsil      oxy 20-ethyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 156      1-trans-iodo-3-methyl- 2-[6-methoxyacetyl dl-11a,15a-dihydroxy-1-methoxym      ethyl-1,9-dioxo-15-methyl-  3-trimethylsilyloxy-1-decene hex-2-cis-enyl]-      4-trimethylsiloxy 20-ethyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-      one 157 1-trans-iodo-4,4-dimethyl 2-[6-methoxyacetyl dl-11a,15a-dihydroxy      -1-methoxymethyl-1,9-dioxo-  3-trimethylsilyloxy-1-decene hex-2-cis-enyl]        -4-trimethylsiloxy 16,16-dimethyl-20-ethyl-5-cis-13-trans prostadiene       cyclopent-2-en-1-one 158 1-trans-iodo-4,4-trimethylene 2-[6-methoxyacety      l dl-11a,15a-dihydroxy-1-methoxymethyl-1,9-dioxo-  3-trimethylsilyloxy-1-      decene hex-2-cis-enyl]-4-trimethylsiloxy 16,16-trimethylene-20-ethyl-5-ci      s-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        159 1-trans-tri-n-butylstannyl-3-vinyl- 2-[6-methoxyacetyl dl-11a,15a-d      ihydroxy-1-methoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-decen      e hex-2-cis-enyl]-4-trimethylsiloxy 20-ethyl-5-cis-13-trans prostadiene       cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        160 1-trans-iodo- 2-[6-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethy      l-1,9-dioxo-  4-triphenylmethoxy-1-decene hex-2-cis-enyl]-4-trimethylsilo      xy 20-ethyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        161 1-trans-tri-n-butylstannyl-4-methyl- 2-[6-methoxyacetyl dl-11a,16-d      ihydroxy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-dece      ne hex-2-cis-enyl]-4-trimethylsiloxy 20-ethyl-5-cis-13-trans prostadiene        cyclopent-2-en-1-one 162 1-trans-tri-n-butylstannyl-5-methyl 2-[6-metho      xyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-  4-trimethylsilyl      oxy-1-decene hex-2-cis-enyl]-4-trimethylsiloxy 17-methyl-20-ethyl-5-cis-1      3-trans prostadiene   cyclopent-2-en-1-one 163 1-trans-tri-n-butylstannyl      -4-vinyl- 2-[6-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-diox      o-16-vinyl-  4-trimethylsilyloxy-1-decene hex-2-cis-enyl]-4-trimethylsilo      xy 20-ethyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 164      1-trans-tri-n-butylstannyl-4-trimethylsilyethynyl- 2-[6-methoxyacetyl      dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-ethynyl-  4-trimethylsil      yloxy-1-decene hex-2-cis-enyl]-4-trimethylsiloxy 20-ethyl-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 165 1-trans-tri-n-butylstannyl-5-methy      lene 2-[6-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-      4-triethylsilyloxy-1-decene hex-2-cis-enyl]-4-trimethylsiloxy 17-methylen      e-20-ethyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 166      1-trans-tri-n-butylstannyl-4-methyl-5-methylene 2-[6-methoxyacetyl      dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsily      loxy-1-decene hex-2-cis-enyl]-4-trimethylsiloxy 17-methylene-20-ethyl-5-c      is-13-trans prostadiene   cyclopent-2-en-1-one 167 1-trans-tri-n-butylsta      nnyl-4-dimethoxymethyl- 2-[6-methoxyacetyl dl-11a,16-dihydroxy-1-methoxym      ethyl-1,9-dioxo-16-formyl-  4-trimethylsilyloxy-1-decene hex-2-cis-enyl]-      4-trimethylsiloxy 20-ethyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-      one 168 1-trans-tri-n-butylstannyl-4-fluoromethyl- 2-[6-methoxyacetyl      dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-fluoromethyl-  4-trimeth      ylsilyloxy-1-decene hex-2-cis-enyl]-4-trimethylsiloxy 20-ethyl-5-cis-13-t      rans prostadiene   cyclopent-2-en-1-one 169 1-trans-tri-n-butylstannyl-4-      difluoromethyl- 2-[6-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,      9-dioxo-16-difluoromethyl-  4-trimethylsilyloxy-1-decene hex-2-cis-enyl]-      4-trimethylsiloxy 20-ethyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-      one 170 1-trans-tri-n-butylstannyl-4-trifluoromethyl- 2-[6-methoxyacetyl      dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-trifluoromethyl-      4-trimethylsilyloxy-1-decene hex-2-cis-enyl]-4-trimethylsiloxy 20-ethyl-5      -cis-13-trans prostadiene   cyclopent-2-en-1-one 171 1-trans-tri-n-butyls      tannyl-4-chloromethyl- 2-[6-methoxyacetyl dl-11a,16-dihydroxy-1-methoxyme      thyl-1,9-dioxo-16-chloromethyl-  4-trimethylsilyloxy-1-decene hex-2-cis-e      nyl]-4-trimethylsiloxy 20-ethyl-5-cis-13-trans prostadiene   cyclopent-2-      en-1-one 172 1-trans-tri-n-butylstannyl-4-trimethylsilyloxymethyl-      2-[6-methoxyacetyl dl-11a,16-dihydroxy-1-methyoxymethyl-1,9-dioxo-16-hydr      oxymethyl-  4-trimethylsilyloxy-1-decene hex-2-cis-enyl]-4-trimethylsilox      y 20-ethyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE 2      SERIES        173 1-trans-iodo- 2-[7-methoxyacetyl dl-11a,15a-dihydroxy-1-methoxymeth      yl-1,9-dioxo-  3-triphenylmethoxy-1-heptene hept-2-cis-enyl]-4-trimethyls      iloxy 20-nor-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one      174 1-trans-iodo-3-methyl- 2-[7-methoxyacetyl dl-11a,15a-dihydroxy-1-meth      oxymethyl-1,9-dioxo-15-methyl-  3-trimethylsilyloxy-1-heptene hept-2-cis-      enyl]-4-trimethylsiloxy 20-nor-2-homo-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 175 1-trans-iodo-4,4-dimethyl 2-[7-methoxyacetyl      dl-11a,15a-dihydroxy-1-methoxymethyl-1,9-dioxo-  3-trimethylsilyloxy-1-he      ptene hept-2-cis-enyl]-4-trimethylsiloxy 16,16-dimethyl-20-nor-2-homo-5-c      is-13-trans prostadiene   cyclopent-2-en-1-one 176 1-trans-iodo-5,5-dimet      hyl 2-[7-methoxyacetyl dl-11a,15a-dihydroxy-1-methoxymethyl-1,9-dioxo-      3-triphenylmethoxy-1-octene hept-2-cis-enyl]-4-trimethylsiloxy 17,17-dime      thyl-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 177      1-trans-iodo-4-methyl 2-[7-methoxyacetyl dl-11a,15a-dihydroxy-1-methoxyme      thyl-1,9-dioxo-  3-triphenylmethoxy-1-octene hept-2-cis-enyl]-4-trimethyl      siloxy 16-methyl-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one       178 1-trans-iodo-4,4-trimethylene 2-[7-methoxyacetyl dl-11a,15a-dihydrox      y-1-methoxymethyl-1,9-dioxo-  3-trimethylsilyloxy-1-heptene hept-2-cis-en      yl]-4-trimethylsiloxy 16,16-trimethylene-20-nor-20-homo-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES         179 1-trans-tri-n-butylstannyl-3-vinyl- 2-[7-methoxyacetyl dl-11a,15a-      dihydroxy-1-methoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-hept      ene hept-2-cis-enyl]-4-trimethysiloxy 20-nor-2-homo-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 180 1-trans-tri-n-butylstannyl-4-pheno      xy 2-[7-methoxyacetyl dl-11a,15a-dihydroxy-1-methoxymethyl-1,9-dioxo-      3-triethylsilyloxy-1-butene hept-2-cis-enyl]-4-trimethylsiloxy 16-phenoxy      -2-homo-17-20-tetranor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one      181 1-trans-tri-n-butylstannyl-4-(p-fluorophenoxy) 2-[7-methoxyacetyl      dl-11a,15a-dihydroxy-1-methoxymethyl-1,9-dioxo-  3-triethylsilyloxy-1-but      ene hept-2-cis-enyl]-4-trimethylsiloxy 16-(p-fluorophenoxy)-2-homo-17-20-      tetranor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 182 1-trans-tr      i-n-butylstannyl-4-(m-chlorophenoxy) 2-[7-methoxyacetyl dl-11a,15a-dihydr      oxy-1-methoxymethyl-1,9-dioxo-  3-triethylsilyloxy-1-butene hept-2-cis-en      yl]-4-trimethylsiloxy 16-(m-chlorophenoxy)-2-homo-17-20-tetranor-5-cis-13      -trans prostadiene   cyclopent-2-en-1-one 183 1-trans-tri-n-butylstannyl-      4-(m-trifluoromethylphenoxy) 2-[7-methoxyacetyl dl-11a,15a-dihydroxy-1-me      thoxymethyl-1,9-dioxo-  3-triethylsilyloxy-1-butene hept-2-cis-enyl]-4-tr      imethylsiloxy 16-(m-trifluoromethylphenoxy)-2-homo-17-20-tetranor-5-cis-1      3-trans   cyclopent-2-en-1-one prostadiene        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES         184 1-trans-iodo-5-phenyl 2-[7-methoxyacetyl dl-11a,15a-dihydroxy-1-me      thoxymethyl-1,9-dioxo-  3-triethylsilyloxy-1-pentene hept-2-cis-enyl]-4-t      rimethylsiloxy 17-phenyl-2-homo-18-20-trinor-5-cis-13-trans prostadiene       cyclopent-2-en-1-one 185 1-trans-iodo-4,4-dimethyl-5-phenyl 2-[7-methoxy      acetyl dl-11a,15a-dihydroxy-1-methoxymethyl-1,9-dioxo-  3-triethylsilylox      y-1-pentene hept-2-cis-enyl]-4-trimethylsiloxy 16,16-dimethyl-17-phenyl-2      -homo-18-20-trinor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 186      1-trans-iodo-4-cyclopentyl 2-[7-methoxyacetyl dl-11a,15a-dihydroxy-1-meth      oxymethyl-1,9-dioxo-  3-triphenylmethoxy-1-butene hept-2-cis-enyl]-4-trim      ethylsiloxy 16-cyclopentyl-2-homo-17-20-tetranor-5-cis-13-trans prostadie      ne   cyclopent-2-en-1-one 187 1-trans-iodo-4-cyclohexyl 2-[7-methoxyacety      l dl-11a,15a-dihydroxy-1-methoxymethyl-1,9-dioxo-  3-triphenylmethoxy-1-b      utene hept-2-cis-enyl]-4-trimethylsiloxy 16-cyclohexyl-2-homo-17-20-tetra      nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 188 1-trans-iodo-      2-[7-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-      4-triphenylmethoxy-1-heptene hept-2-cis-enyl]-4-trimethylsiloxy 20-nor-2-      homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        189 1-trans-tri-n-butylstannyl-4-methyl- 2-[7-methoxyacetyl dl-11a,16-d      ihydroxy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-hept      ene hept-2-cis-enyl]-4-trimethylsiloxy 20-nor-2-homo-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 190 1-trans-tri-n-butylstannyl-4-ethyl      - 2-[7-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-eth      yl-  4-trimethylsilyloxy-1-octene hept-2-cis-enyl]-4-trimethylsiloxy      2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 191 1-trans-tri-      n-butylstannyl-5-methyl 2-[7-methoxyacetyl dl-11a,16-dihydroxy-1-methoxym      ethyl-1,9-dioxo-  4-trimethylsilyloxy-1-heptene hept-2-cis-enyl]-4-trimet      hylsiloxy 17-methyl-20-nor-2-homo-5-cis-13-trans prostadiene   cyclopent-      2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        192 1-trans-iodo-5,5-dimethyl 2-[7-methoxyacetyl dl-11a,16-dihydroxy-1-      methoxymethyl-1,9-dioxo-  4-trimethylsilyloxy-1-octene hept-2-cis-enyl]-4      -trimethylsiloxy 17,17-dimethyl-2-homo-5-cis-13-trans prostadiene      cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        193 1-trans-tri-n-butylstannyl-4-vinyl- 2-[7-methoxyacetyl dl-11a,16-di      hydroxy-1-methoxymethyl-1,9-dioxo-16-vinyl-  4-trimethylsilyloxy-1-hepten      e hept-2-cis-enyl]-4-trimethylsiloxy 20-nor-2-homo-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 194 1-trans-tri-n-butylstannyl-4-cyclo      propyl- 2-[7-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-      16-cyclopropyl-  4-trimethylsilyloxy-1-octene hept-2-cis-enyl]-4-trimethy      lsiloxy 2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 195      1-trans-tri-n-butylstannyl-4-trimethylsilylethynyl- 2-[7-methoxyacetyl      dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-ethynyl-  4-trimethylsil      yloxy-1-heptene hept-2-cis-enyl]-4-trimethylsiloxy 20-nor-2-homo-5-cis-13      -trans prostadiene   cyclopent-2-en-1-one 196 1-trans-tri-n-butylstannyl-      5-methylene 2-[7-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-di      oxo-  4-triethylsilyloxy-1-heptene hept-2-cis-enyl]-4-trimethylsiloxy      17-methylene-20-nor-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-      one 197 1-trans-tri-n-butylstannyl-4-methyl-5-methylene 2-[7-methoxyacety      l dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsi      lyloxy-1-heptene hept-2-cis-enyl]-4-trimethylsiloxy 17-methylene-20-nor-2      -homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 198 1-trans-tri-n      -butylstannyl-4-dimethoxymethyl- 2-[7-methoxyacetyl dl-11a,16-dihydroxy-1      -methoxymethyl-1,9-dioxo-16-formyl-  4-trimethylsilyloxy-1-heptene      hept-2-cis-enyl]-4-trimethylsiloxy20-nor-2-homo-5-cis-13-trans prostadien      e   cyclopent-2-en-1-one 199 1-trans-tri-n-butylstannyl-4-fluoromethyl-      2-[7-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-fluor      omethyl-  4-trimethylsilyloxy-1-heptene hept-2-cis-enyl]-4-trimethylsilox      y 20-nor-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 200      1-trans-tri-n-butylstannyl-4-difluoromethyl- 2-[7-methoxyacetyl dl-11a,16      -dihydroxy-1-methoxymethyl-1,9-dioxo-16-difluoromethyl-  4-trimethylsilyl      oxy-1-heptene hept-2-cis-enyl]-4-trimethylsiloxy 20-nor-2-homo-5-cis-13-t      rans prostadiene   cyclopent-2-en-1-one 201 1-trans-tri-n-butylstannyl-4-      trifluoromethyl- 2-[7-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1      ,9-dioxo-16-trifluoromethyl-  4-trimethylsilyloxy-1-heptene hept-2-cis-en      yl]-4-trimethylsiloxy 20-nor-2-homo-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 202 1-trans-tri-n-butylstannyl-4-chloromethyl-      2-[7-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-chlor      omethyl-  4-trimethylsilyloxy-1-heptene hept-2-cis-enyl]-4-trimethylsilox      y 20-nor-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 203      1-trans-tri-n-butylstannyl-4-trimethylsilyloxymethyl- 2-[7-methoxyacetyl      dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-hydroxymethyl-      4-trimethylsilyloxy-1-heptene hept-2-cis-enyl]-4-trimethylsiloxy      20-nor-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        204 1-trans-iodo-4-methyl-7-chloro 2-[7-methoxyacetyl dl-11a,16-dihydro      xy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-heptene      hept-2-cis-enyl]-4-trimethylsiloxy 19-chloro-2-homo-20-nor-5-cis-13-trans       prostadiene   cyclopent-2-en-1-one 205 1-trans-iodo- 2-[7-methoxyacetyl      dl-11a,15a-dihydroxy-1-methoxymethyl-1,9-dioxo-  3-triphenylmethoxy-1-oct      ene hept-2-cis-enyl]-4-trimethylsiloxy 2-homo-5-cis-13-trans prostadiene        cyclopent-2-en-1-one 206 1-trans-iodo-3-methyl- 2-[7-methoxyacetyl      dl-11a,15a-dihydroxy-1-methoxymethyl-1,9-dioxo-15-methyl-  3-trimethylsil      yloxy-1-octene hept-2-cis-enyl]-4-trimethylsiloxy 2-homo-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 207 1-trans-iodo-4,4-dimethyl 2-[      7-methoxyacetyl dl-11a,15a-dihydroxy-1-methoxymethyl-1,9-dioxo-      3-trimethylsilyloxy-1-octene hept-2-cis-enyl]-4-trimethylsiloxy 16,16-dim      ethyl-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 208      1-trans-iodo-4,4-trimethyl 2-[7-methoxyacetyl dl-11a,15a-dihydroxy-1-meth      oxymethyl-1,9-dioxo-  3-trimethylsiloxy-1-octene hept-2-cis-enyl]-4-trime      thylsiloxy 16,16-trimethylene-2-homo-5-cis-13-trans prostadiene      cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        209 1-trans-tri-n-butylstannyl-3-vinyl- 2-[7-methoxyacetyl dl-11a,15a-d      ihydroxy-1-methoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-octen      e hept-2-cis-enyl]-4-trimethylsiloxy 2-homo-5-cis-13-trans prostadiene      cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        210 1-trans-iodo- 2-[7-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethy      l-1,9-dioxo-  4-triphenylmethoxy-1-octene hept-2-cis-enyl]-4-trimethylsil      oxy 2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        211 1-trans-tri-n-butylstannyl-4-methyl- 2-[7-methoxyacetyl dl-11a,16-d      ihydroxy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-octe      ne hept-2-cis-enyl]-4-trimethylsiloxy 2-homo-5-cis-13-trans prostadiene       cyclopent-2-en-1-one 212 1-trans-tri-n-butylstannyl-5-methyl 2-[7-methox      yacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-  4-trimethylsilylo      xy-1-octene hept-2-cis-enyl]-4-trimethylsiloxy 17-methyl-2-homo-5-cis-13-      trans prostadiene   cyclopent-2-en-1-one 213 1-trans-tri-n-butylstannyl-4      -vinyl- 2-[7-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-      16-vinyl-  4-trimethylsilyloxy-1-octene hept-2-cis-enyl]-4-trimethylsilox      y 2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 214 1-trans-tr      i-n-butylstannyl-4-trimethylsilylethynyl- 2-[7-methoxyacetyl dl-11a,16-di      hydroxy-1-methoxymethyl-1,9-dioxo-16-ethynyl-  4-trimethylsilyloxy-1-octe      ne hept-2-cis-enyl]-4-trimethylsiloxy 2-homo-5-cis-13-trans prostadiene       cyclopent-2-en-1-one 215 1-trans-tri-n-butylstannyl-5-methylene      2-[7-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-      4-triethylsilyloxy-1-octene hept-2-cis-enyl]-4-trimethylsiloxy 17-methyle      ne-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 216 1-trans-t      ri-n-butylstannyl-4-methyl-5-methylene 2-[7-methoxyacetyl dl-11a,16-dihyd      roxy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-octene      hept-2-cis-enyl]-4-trimethylsiloxy 17-methylene-2-homo-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 217 1-trans-tri-n-butylstannyl-4-dimet      hoxymethyl- 2-[7-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-di      oxo-16-formyl-  4-trimethylsilyloxy-1-octene hept-2-cis-enyl]-4-trimethyl      siloxy 2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 218      1-trans-tri-n-butylstannyl-4-fluoromethyl- 2-[7-methoxyacetyl dl-11a,16-d      ihydroxy-1-methoxymethyl-1,9-dioxo-16-fluoromethyl-  4-trimethylsilyloxy-      1-octene hept-2-cis-enyl]-4-trimethylsiloxy 2-homo-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 219 1-trans-tri-n-butylstannyl-4-diflu      oromethyl- 2-[7-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dio      xo-16-difluoromethyl-  4-trimethylsilyloxy-1-octene hept-2-cis-enyl]-4-tr      imethylsiloxy 2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one      220 1-trans-tri-n-butylstannyl-4-trifluoromethyl- 2-[7-methoxyacetyl      dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-trifluoromethyl-      4-trimethylsilyloxy-1-octene hept-2-cis-enyl]-4-trimethylsiloxy 2-homo-5-      cis-13-trans prostadiene   cyclopent-2-en-1-one 221 1-trans-tri-n-butylst      annyl-4-chloromethyl- 2-[7-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymet      hyl-1,9-dioxo-16-chloromethyl-  4-trimethylsilyloxy-1-octene hept-2-cis-e      nyl]-4-trimethylsiloxy 2-homo-5-cis-13-trans prostadiene   cyclopent-2-en      -1-one 222 1-trans-tri-n-butylstannyl-4-trimethylsilyloxymethyl-      2-[7-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-hydro      xymethyl-  4-trimethylsilyloxy-1-octene hept-2-cis-enyl]-4-trimethylsilox      y 2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        223 1-trans-iodo- 2-[7-methoxyacetyl dl-11a,15a-dihydroxy-1-methoxymeth      yl-1,9-dioxo-  3-triphenylmethoxy-1-nonene hept-2-cis-enyl]-4-trimethylsi      loxy 20-methyl-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one      224 1-trans-iodo-3-methyl- 2-[7-methoxyacetyl dl-11a,15a-dihydroxy-1-meth      oxymethyl-1,9-dioxo-15-methyl-  3-trimethylsilyloxy-1-nonene hept-2-cis-e      nyl]-4-trimethylsiloxy 20-methyl-2-homo-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 225 1-trans-iodo-4,4-dimethyl 2-[7-methoxyacetyl      dl-11a,15a-dihydroxy-1-methoxymethyl-1,9-dioxo-  3-trimethylsilyloxy-1-no      nene hept-2-cis-enyl]-4-trimethylsiloxy 16,16-dimethyl-20-methyl-2-homo-5      -cis-13-trans prostadiene   cyclopent-2-en-1-one 226 1-trans-iodo-4,4-tri      methylene 2-[7-methoxyacetyl dl-11a,15a-dihydroxy-1-methoxymethyl-1,9-dio      xo-  3-trimethylsilyloxy-1-nonene hept-2-cis-enyl]-4-trimethylsiloxy      16,16-trimethylene-20-methyl-2-homo-5-cis-13-trans prostadiene      cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        227 1-trans-tri-n-butylstannyl-3-vinyl- 2-[7-methoxyacetyl dl-11a,15a-d      ihydroxy-1-methoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-nonen      e hept-2-cis-enyl]-4-trimethylsiloxy 20-methyl-2-homo-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        228 1-trans-iodo- 2-[7-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethy      l-1,9-dioxo-  4-triphenylmethoxy-1-nonene hept-2-cis-enyl]-4-trimethylsil      oxy 20-methyl-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        229 1-trans-tri-n-butylstannyl-4-methyl- 2-[7-methoxyacetyl dl-11a,16-d      ihydroxy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-none      ne hept-2-cis-enyl]-4-trimethylsiloxy 20-methyl-2-homo-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 230 1-trans-tri-n-butylstannyl-5-methy      l 2-[7-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-      4-trimethylsilyloxy-1-nonene hept-2-cis-enyl]-4-trimethylsiloxy 17-methyl      -20-methyl-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 231      1-trans-tri-n-butylstannyl-4-vinyl- 2-[7-methoxyacetyl dl,11a,16-dihydrox      y-1-methoxymethyl-1,9-dioxo-16-vinyl-  4-trimethylsilyloxy-1-nonene      hept-2-cis-enyl]-4-trimethylsiloxy 20-methyl-2-homo-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 232 1-trans-tri-n-butylstannyl-4-trime      thylsilylethynyl- 2-[7-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-      1,9-dioxo-16-ethynyl-  4-trimethylsilyloxy-1-nonene hept-2-cis-enyl]-4-tr      imethylsiloxy 20-methyl-2-homo-5-cis-13-trans prostadiene   cyclopent-2-e      n-1-one 233 1-trans-tri-n-butylstannyl-5-methylene 2-[7-methoxyacetyl      dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-  4-triethylsilyloxy-1-none      ne hept-2-cis-enyl]-4-trimethylsiloxy 17-methylene-20-methyl-2-homo-5-cis      -13-trans prostadiene   cyclopene-2-en-1-one 234 1-trans-tri-n-butylstann      yl-4-methyl-5-methylene 2-[7-methoxyacetyl dl-11a,16-dihydroxy-1-methoxym      ethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-nonene hept-2-cis-3nyl]      -4-trimethylsiloxy 17-methylene-20-methyl-2-homo-5-cis-13-trans-prostadie      ne   cyclopent-2-en-1-one 235 1-trans-tri-n-butylstannyl-4-dimethoxymethy      l- 2-[ 7-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-f      ormyl-  4-trimethylsilyloxy-1-nonene hept-2-cis-enyl]-4-trimethylsiloxy      20-methyl-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 236      1-trans-tri-n-butylstannyl-4-fluoromethyl- 2-[7-methoxyacetyl dl-11a,16-d      ihydroxy-1-methoxymethyl-1,9-dioxo-16-fluoromethyl-  4-trimethylsilyloxy-      1-nonene hept-2-cis-enyl]-4-trimethylsiloxy 20-methyl-2-homo-5-cis-13-tra      ns prostadiene   cyclopent-2-en-1-one 237 1-trans-tri-n-butylstannyl-4-di      fluoromethyl- 2-[7-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-      dioxo-16-difluoromethyl-  4-trimethylsilyloxy-1-nonene hept-2-cis-enyl]-4      -trimethylsiloxy 20-methyl-2-homo-5-cis-13-trans prostadiene   cyclopent-      2-en-1-one 238 1-trans-tri-n-butylstannyl-4-trifluoromethyl- 2-[7-methoxy      acetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-trifluoromethyl-       4-trimethylsilyloxy-1-nonene hept-2-cis-enyl]-4-trimethylsiloxy      20-methyl-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 239      1-trans-tri-n-butylstannyl-4-chloromethyl- 2-[7-methoxyacetyl dl-11a,16      dihydroxy-1-methoxymethyl-1,9-dioxo-16-chloromethyl-  4-trimethylsilyloxy      -1-nonene hept-2-cis-enyl]-4-trimethylsiloxy 20-methyl-2-homo-5-cis-13-tr      ans prostadiene   cyclopent-2-en-1-one 240 1-trans-tri-n-butylstannyl-4-t      rimethylsilyloxymethyl- 2-[7-methoxyacetyl dl-11a,16-dihydroxy-1-methoxym      ethyl-1,9-dioxo-16-hydroxymethyl-  4-trimethylislyloxy-1-nonene hept-2-ci      s-enyl]-4-trimethylsiloxy 20-methyl-2-homo-5-cis-trans prostadiene      cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        241 1-trans-iodo- 2-[7-methoxyacetyl dl-11a,15a-dihydroxy-1-methoxymeth      yl-1,9-dioxo-  3-triphenylmethoxy-1-decene hept-2-cis-enyl]-4-trimethylsi      loxy 20-ethyl-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one      242 1-trans-iodo-3-methyl- 2-[7-methoxyacetyl dl-11a,15a-dihydroxy-1-meth      oxymethyl-1,9-dioxo-15-methyl-  3-trimethylsilyloxy-1-decene hept-2-cis-e      nyl]-4-trimethylsiloxy 20-ethyl-2-homo-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 243 1-trans-iodo-4,4-dimethyl 2-[7-methoxyacetyl      dl-11a,15a-dihydroxy-1-methoxymethyl-1,9-dioxo-  3-trimethylsilyloxy-1-de      cene hept-2-cis-enyl]-4-trimethylsiloxy 16,16-dimethyl-20-ethyl-2-homo-5-      cis-13-trans prostadiene   cyclopent-2-en-1-one 244 1-trans-iodo-4,4-trim      ethylene 2-[7-methoxyacetyl dl-11a,15a-dihydroxy-1-methoxymethyl-1,9-diox      o-  3-trimethylsilyloxy-1-decene hept-2-cis-enyl]-4-trimethylsiloxy      16,16-trimethylene-20-ethyl-2-homo-5-cis-13-trans prostadiene   cyclopent      -2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        245 1-trans-tri-n-butylstannyl-3-vinyl- 2-[7-methoxyacetyl dl-11a,15a-d      ihydroxy-1-methoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-decen      e hept-2-cis-enyl]-4-trimethylsiloxy 20-ethyl-2-home-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        246 1-trans-iodo-2-[7-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl      -1,9-dioxo-  4-triphenylmethoxy-1-decene hept-2-cis-enyl]-4-trimethylsilo      xy 20-ethyl-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        247 1-trans-tri-n-butylstannyl-4-methyl- 2-[7-methoxyacetyl dl-11a,16-d      ihydroxy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-dece      ne hept-2-cis-enyl]-4-trimethylsiloxy 20-ethyl-2-homo-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 248 1-trans-tri-n-butylstannyl-5-methy      l 2-[7-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-      4-trimethylsilyloxy-1-decene hept-2-cis-enyl]-4-trimethylsiloxy 17-methyl      -20-ethyl-2-homo-5-cis-13-trans  prostadiene   cyclopent-2-en-1-one 249      1-trans-tri-n-butylstannyl-4-vinyl- 2-[7-methoxyacetyl dl-11a,16-dihydrox      y-1-methoxymethyl-1,9-dioxo-16-vinyl-  4-trimethylsilyloxy-1-decene      hept-2-cis-enyl]-4-trimethylsiloxy 20-ethyl-2-homo-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 250 1-trans-tri-n-butylstannyl-4-trime      thylsilylethynyl- 2-[7-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-      1,9-dioxo-16-ethynyl-  4-trimethylsilyloxy-1-decene hept-2-cis-enyl]-4-tr      imethylsiloxy 20-ethyl-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en      -1-one 251 1-trans-tri-n-butylstannyl-5-methylene 2-[7-methoxyacetyl      dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-  4-triethylsilyloxy-1-dece      ne hept-2-cis-enyl]-4-trimethylsiloxy 17-methylene-20-ethyl-2-homo-5-cis-      13-trans prostadiene   cyclopent-2-en-1-one 252 1-trans-tri-n-butylstanny      l-4-methyl-5-methylene 2-[7-methoxyacetyl dl-11a,16-dihydroxy-1-methoxyme      thyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-decene hept-2-cis-enyl]-      4-trimethylsiloxy 17-methylene-20-ethyl-2-homo-5-cis-13-trans prostadiene         cyclopent-2-en-1-one 253 1-trans-tri-n-butylstannyl-4-dimethoxymethyl-       2-[7-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-form      yl-  4-trimethylsilyloxy-1-decene hept-2-cis-enyl]-4-trimethylsiloxy      20-ethyl-2-homo-5-cis-13-trans-prostadiene   cyclopent-2-en-1-one 254      1-trans-tri-n-butylstannyl-4-fluoromethyl- 2-[7-methoxyacetyl dl-11a,16-d      ihydroxy-1-methoxymethyl-1,9-dioxo-16-fluoromethyl-  4-trimethylsilyloxy-      1-decene hept-2-cis-enyl]-4-trimethylsiloxy 20-ethyl-2-homo-5-cis-13-tran      s prostadiene   cyclopent-2-en-1-one 255 1-trans-tri-n-butylstannyl-4-dif      luoromethyl- 2-[7-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-d      ioxo-16-difluoromethyl-  4-trimethylsilyloxy-1-decene hept-2-cis-enyl]-4-      trimethylsiloxy 20-ethyl-2-homo-5-cis-13-trans prostadiene   cyclopent-2-      en-1-one 256 1-trans-tri-n-butylstannyl-4-trifluoromethyl- 2-[7-methoxyac      etyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-trifluoromethyl-      4-trimethylsilyloxy-1-decene hept-2-cis-enyl]-4-trimethylsiloxy 20-ethyl-      2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 257 1-trans-tri-      n-butylstannyl-4-chloromethyl- 2-[7-methoxyacetyl dl-11a,16-dihydroxy-1-m      ethoxymethyl-1,9-dioxo-16-chloromethyl-  4-trimethylsilyloxy-1-decene      hept-2-cis-enyl]-4-trimethylsiloxy 20-ethyl-2-homo-5-cis-13-trans      prostadiene   cyclopent-2-en-one 258 1-trans-tri-n-butylstannyl-4-trimeth      ylsilyloxymethyl- 2-[7-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-      1,9-dioxo-16-hydroxymethyl-  4-trimethylsilyloxy-1-decene hept-2-cis-enyl      ]-4-trimethylsiloxy 20-ethyl-2-homo-5-cis-13-trans prostadiene      cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        259 1-trans-iodo- 2-[6-methoxyacetyl nat-11a,15a-dihydroxy-1-methoxymet      hyl-1,9-dioxo-  3-triphenylmethoxy-1-heptene hex-2-cis-enyl]-4R-trimethyl      siloxy 20-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 260      1-trans-iodo-3-methyl- 2-[6-methoxyacetyl nat-11a,15a-dihydroxy-1-methoxy      methyl-1,9-dioxo-15-methyl-  3-trimethylsilyloxy-1-heptene hex-2-cis-enyl      ]-4R-trimethylsiloxy 20-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1      -one 261 1-trans-iodo-4,4-dimethyl 2-[6-methoxyacetyl nat-11a,15a-dihydro      xy-1-methoxymethyl-1,9-dioxo-  3-trimethylsilyloxy-1-heptene hex-2-cis-en      yl]-4R-trimethylsiloxy 16,16-dimethyl-20-nor-5-cis-13-trans prostadiene       cyclopent-2-en-1-one 262 1-trans-iodo-5,5-dimethyl 2-[6-methoxyacetyl      nat-11a,15a-dihydroxy-1-methoxymethyl-1,9-dioxo-  3-triphenylmethoxy-1-oc      tene hex-2-cis-enyl]-4R-trimethylsiloxy 17,17-dimethyl-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 263 1-trans-iodo-4-methyl 2-[6-methoxy      acetyl nat-11a,15a-dihydroxy-1-methoxymethyl-1,9-dioxo-  3-triphenylmetho      xy-1-octene hex-2-cis-enyl]-4R-trimethylsiloxy 16-methyl-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 264 1-trans-iodo-4,4-trimethylene      2-[6-methoxyacetyl nat-11a,15a-dihydroxy-1-methoxymethyl-1,9-dioxo-      3-trimethylsilyloxy-1-heptene hex-2-cis-enyl]-4R-trimethylsiloxy      16,16-trimethylene-20-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-o      ne        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        265 1-trans-tri-n-butylstannyl-3-vinyl- 2-[6-methoxyacetyl nat-11a,15a-      dihydroxy-1-methoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-hept      ene hex-2-cis-enyl]-4R-trimethylsiloxy 20-nor-5-cis-13-trans prostadiene        cyclopent-2-en-1-one 266 1-trans-tri-n-butylstannyl-4-phenoxy 2-[6-meth      oxyacetyl nat-11a,15a-dihydroxy-1-methoxymethyl-1,9-dioxo-  3-triethylsil      yloxy-1-butene hex-2-cis-enyl]-4R-trimethylsiloxy 16-phenoxy-17-20-tetran      or-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 267 1-trans-tri-n-bu      tylstannyl-4-(p-fluorophenoxy) 2-[6-methoxyacetyl nat-11a,15a-dihydroxy-1      -methoxymethyl-1,9-dioxo-  3-triethylsilyloxy-1-butene hex-2-cis-enyl]-4R      -trimethylsiloxy 16-(p-fluorophenoxy)-17-20-tetranor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 268 1-trans-tri-n-butylstannyl-4-(m-ch      lorophenoxy) 2-[6-methoxyacetyl nat-11a,15a-dihydroxy-1-methoxymethyl-1,9      -dioxo-  3-triethylsilyloxy-1-butene hex-2-cis-enyl]-4R-trimethylsiloxy      16-(m-chlorophenoxy)-17-20-tetranor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 269 1-trans-tri-n-butylstannyl-4-(m-trifluoromethylp      henoxy) 2-[6-methoxyacetyl nat-11a,15a-dihydroxy-1-methoxymethyl-1,9-diox      o-  3-triethylsilyloxy-1-butene hex-2-cis-enyl]-4R-trimethylsiloxy      16-(m-trifluoromethylphenoxy)-17-20-tetranor-5-cis-13-trans prostadiene       cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        270 1-trans-iodo-5-phenyl 2-[6-methoxyacetyl nat-11a,15a-dihydroxy-1-me      thoxymethyl-1,9-dioxo-  3-triethylsilyloxy-1-pentene hex-2-cis-enyl]-4R-t      rimethylsiloxy 17-phenyl-18-20-trinor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 271 1-trans-iodo-4,4-dimethyl-5-phenyl 2-[6-methoxya      cetyl nat-11a,15a-dihydroxy-1-methoxymethyl-1,9-dioxo-  3-triethylsilylox      y-1-pentene hex-2-cis-enyl]-4R-trimethylsiloxy 16,16-dimethyl-17-phenyl-1      8-20-trinor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 272      1-trans-iodo-4-cyclopentyl 2-[6-methoxyacetyl nat-11a,15a-dihydroxy-1-met      hoxymethyl-1,9-dioxo-  3-triphenylmethoxy-1-butene hex-2-cis-enyl]-4R-tri      methylsiloxy 16-cyclopentyl-17-20-tetranor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 273 1-trans-iodo-4-cyclohexyl 2-[6-methoxyacetyl      nat-11a,15a-dihydroxy-1-methoxymethyl-1,9-dioxo-  3-triphenylmethoxy-1-bu      tene hex-2-cis-enyl]-4R-trimethylsiloxy 16-cyclohexyl-17-20-tetranor-5-ci      s-13-trans prostadiene   cyclopent-2-en-1-one 274 1-trans-iodo- 2-[6-meth      oxyacetyl nat-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-  4-triphenylmet      hoxy-1-hpetene hex-2-cis-enyl]-4R-trimethylsiloxy 20-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        275 1-trans-tri-n-butylstannyl-4-methyl- 2-[6-methoxyacetyl nat-11a,16-      dihydroxy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-hep      tene hex-2-cis-enyl]-4R-trimethylsiloxy 20-nor-5-cis-13-trans prostadiene         cyclopent-2-en-1-one 276 1-trans-tri-n-butylstannyl-4-ethyl- 2-[6-meth      oxyacetyl nat-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-ethyl-      4-trimethylsilyloxy-1-octene hex-2-cis-enyl]-4R-trimethylsiloxy 5-cis-13-      trans prostadiene   cyclopent-2-en-1-one 277 1-trans-tri-n-butylstannyl-5      -methyl 2-[6-methoxyacetyl nat-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo      -  4-trimethylsilyloxy-1-heptene hex-2-cis-enyl]-4R-trimethylsiloxy      17-methyl-20-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one         EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        278 1-trans-iodo-5,5-dimethyl 2-[6-methoxyacetyl nat-11a,16-dihydroxy-1      -methoxymethyl-1,9-dioxo-  4-trimethylsilyloxy-1-octene hex-2-cis-enyl]-4      R-trimethylsiloxy 17,17-dimethyl-5-cis-13-trans prostadiene   cyclopent-2      -en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        279 1-trans-tri-n-butylstannyl-4-vinyl- 2-[6-methoxyacetyl nat-11a,16-d      ihydroxy-1-methoxymethyl-1,9-dioxo-16-vinyl-  4-trimethylsilyloxy-1-hepte      ne hex-2-cis-enyl]-4R-trimethylsiloxy 20-nor-5-cis-13-trans prostadiene       cyclopent-2-en-1-one 280 1-trans-tri-n-butylstannyl-4-cyclopropyl-      2-[6-methoxyacetyl nat-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-cycl      opropyl-  4-trimethylsilyloxy-1-octene hex-2-cis-enyl]-4R-trimethylsiloxy       5-cis-13-trans prostadiene   cyclopent-2-en-1-one 281 1-trans-tri-n-buty      lstannyl-4-trimethylsilylethynyl- 2-[6-methoxyacetyl nat-11a,16-dihydroxy      -1-methoxymethyl-1,9-dioxo-16-ethynyl-  4-trimethylsilyloxy-1-heptene      hex-2-cis-enyl]-4R-trimethylsiloxy 20-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 282 1-trans-tri-n-butylstannyl-5-methylene 2-[6-meth      oxyacetyl nat-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-  4-trimethylsil      yloxy-1-heptene hex-2-cis-enyl]-4R-trimethylsiloxy 17-methylene-20-nor-5-      cis-13-trans prostadiene   cyclopent-2-en-1-one 283 1-trans-tri-n-butylst      annyl-4-methyl-5-methylene 2-[6-methoxyacetyl nat-11a,16-dihydroxy-1-meth      oxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-heptene hex-2-cis-e      nyl]-4R-trimethylsiloxy 17-methylene-20-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 284 1-trans-tri-n-butylstannyl-4-dimethoxymethyl-      2-[6-methoxyacetyl nat-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-form      yl-  4-trimethylsilyloxy-1-heptene hex-2-cis-enyl]-4R-trimethylsiloxy      20-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 285 1-trans-tri-      n-butylstannyl-4-fluoromethyl- 2-[6-methoxyacetyl nat-11a,16-dihydroxy-1-      methoxymethyl-1,9-dioxo-16-fluoromethyl-  4-trimethylsilyloxy-1-heptene      hex-2-cis-enyl]-4R-trimethylsiloxy 20-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 286 1-trans-tri-n-butylstannyl-4-difluoromethyl-      2-[6-methoxyacetyl nat-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-difl      uoromethyl-  4-trimethylsilyloxy-1-heptene hex-2-cis-enyl]-4R-trimethylsi      loxy 20-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 287      1-trans-tri-n-butylstannyl-4-trifluoromethyl- 2-[6-methoxyacetyl      nat-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-trifluoromethyl-      4-trimethylsilyloxy-1-heptene hex-2-cis-enyl]-4R-trimethylsiloxy      20-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 288 1-trans-tri-      n-butylstannyl-4-chloromethyl- 2-[6-methoxyacetyl nat-11a,16-dihydroxy-1-      methoxymethyl-1,9-dioxo-16-chloromethyl-  4-trimethylsilyloxy-1-heptene      hex-2-cis-enyl]-4R-trimethylsiloxy 20-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 289 1-trans-tri-n-butylstannyl-4-trimethylsilyloxyme      thyl- 2-[6-methoxyacetyl nat-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-1      6-hydroxymethyl-  4-trimethylsilyloxy-1-heptene hex-2-cis-enyl]-4R-trimet      hylsiloxy 20-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        290 1-trans-iodo-4-methyl-7-chloro 2-[6-methoxyacetyl nat-11a,16-dihydr      oxy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-heptene      hex-2-cis-enyl]-4R-trimethylsiloxy 19-chloro-20-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 291 1-trans-iodo- 2-[6-methoxyacetyl      nat-11a,15a-dihydroxy-1-methoxymethyl-1,9-dioxo-  3-triphenylmethoxy-1-oc      tene- hex-2-cis-enyl]-4R-trimethylsiloxy 5-cis-13-trans prostadiene      cyclopent-2-en-1-one 292 1-trans-iodo-3-methyl- 2-[6-methoxyacetyl      nat-11a,15a-dihydroxy-1-methoxymethyl-1,9-dioxo-15-methyl-  3-trimethylsi      lyloxy-1-octene hex-2-cis-enyl]-4R-trimethylsiloxy 5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 293 1-trans-iodo-4,4-dimethyl      2-[6-methoxyacetyl nat-11a,15a-dihydroxy-1-methoxymethyl-1,9-dioxo-      3-trimethylsilyloxy-1-octene hex-2-cis-enyl]-4R-trimethylsiloxy 16,16-dim      ethyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 294 1-trans-iodo-      4,4-trimethylene 2-[6-methoxyacetyl nat-11a,15a-dihydroxy-1-methoxymethyl      -1,9-dioxo-  3-trimethylsilyloxy-1-octene hex-2-cis-enyl]-4R-trimethylsil      oxy 16,16-trimethylene-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        295 1-trans-tri-n-butylstannyl-3-vinyl- 2-[6-methoxyacetyl nat-11a,15a-      dihydroxy-1-methoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-octe      ne hex-2-cis-enyl]-4R-trimethylsiloxy 5-cis-13-trans prostadiene      cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        296 1-trans-iodo- 2-[6-methoxyacetyl nat-11a,16-dihydroxy-1-methoxymeth      yl-1,9-dioxo-  4-triphenylmethoxy-1-octene hex-2-cis-enyl]-4R-trimethylsi      loxy 5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        297 1-trans-tri-n-butylstannyl-4-methyl- 2-[6-methoxyacetyl nat-11a,16-      dihydroxy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-oct      ene hex-2-cis-enyl]-4R-trimethylsiloxy 5-cis-13-trans prostadiene      cyclopent-2-en-1-one 298 1-trans-tri-n-butylstannyl-5-methyl 2-[6-methoxy      acetyl nat-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-  4-trimethylsilylo      xy-1-octene hex-2-cis-enyl]-4R-trimethylsiloxy 17-methyl-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 299 1-trans-tri-n-butylstannyl-4-vinyl      - 2-[6-methoxyacetyl nat-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-vi      nyl-  4-trimethylsilyloxy-1-octene hex-2-cis-enyl]-4R-trimethylsiloxy      5-cis-13-trans prostadiene   cyclopent-2-en-1-one 300 1-trans-tri-n-butyl      stannyl-4-trimethylsilylethynyl- 2-[6-methoxyacetyl nat-11a,16-dihydroxy-      1-methoxymethyl-1,9-dioxo-16-ethynyl-  4-trimethylsilyloxy-1-octene      hex-2-cis-enyl]-4R-trimethylsiloxy 5-cis-13-trans prostadiene   cyclopent      -2-en-1-one 301 1-trans-tri-n-butylstannyl-5-methylene 2-[6-methoxyacetyl       nat-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-  4-trimethylsilyloxy-1-o      ctene hex-2-cis-enyl]-4R-trimethylsiloxy 17-methylene-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 302 1-trans-tri-n-butylstannyl-4-methy      l-5-methylene 2-[6-methoxyacetyl nat-11a,16-dihydroxy-1-methoxymethyl-1,9      -dioxo-16-methyl-  4-trimethylsilyloxy-1-octene hex-2-cis-enyl]-4R-trimet      hylsiloxy 17-methylene-5-cis-13-trans prostadiene   cyclopent-2-en-1-one      303 1-trans-tri-n-butylstannyl-4-dimethoxymethyl- 2-[6-methoxyacetyl      nat-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-formyl-  4-trimethylsil      yloxy-1-octene hex-2-cis-enyl]-4R-trimethylsiloxy 5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 304 1-trans-tri-n-butylstannyl-4-fluor      omethyl- 2-[6-methoxyacetyl nat-11a,16-dihydroxy-1-methoxymethyl-1,9-diox      o-16-fluoromethyl-  4-trimethylsilyloxy-1-octene hex-2-cis-enyl]-4R-trime      thylsiloxy 5-cis-13-trans prostadiene   cyclopent-2-en-1-one 305      1-trans-tri-n-butylstannyl-4-difluoromethyl- 2-[6-methoxyacetyl nat-11a,1      6-dihydroxy-1-methoxymethyl-1,9-dioxo-16-difluoromethyl-  4-trimethylsily      loxy-1-octene hex-2-cis-enyl]  -4R-trimethylsiloxy 5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 306 1-trans-tri-n-butylstannyl-4-trifl      uoromethyl- 2-[6-methoxyacetyl nat-11a,16-dihydroxy-1-methoxymethyl-1,9-d      ioxo-16-trifluoromethyl-  4-trimethylsilyloxy-1-octene hex-2-cis-enyl]-4R      -trimethylsiloxy 5-cis-13-trans prostadiene   cyclopent-2-en-1-one 307      1-trans-tri-n-butylstannyl-4-chloromethyl- 2-[6-methoxyacetyl nat-11a,16-      dihydroxy-1-methoxymethyl-1,9-dioxo-16-chloromethyl-  4-trimethylsilyloxy      -1-octene hex-2-cis-enyl]-4R-trimethylsiloxy 5-cis-13-trans prostadiene       cyclopent-2-en-1-one 308 1-trans-tri-n-butylstannyl-4-trimethylsilyloxym      ethyl- 2-[6-methoxyacetyl nat-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-      16-hydroxymethyl-  4-trimethylsilyloxy-1-octene hex-2-cis-enyl]-4R-trimet      hylsiloxy 5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        309 1-trans-iodo- 2-[6-methoxyacetyl nat-11a,15a-dihydroxy-1-methoxymet      hyl-1,9-dioxo-  3-triphenylmethoxy-1-nonene hex-2-cis-enyl]-4R-trimethyls      iloxy 20-methyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 310      1-trans-iodo-3-methyl- 2-[6-methoxyacetyl nat-11a,15a-dihydroxy-1-methoxy      methyl-1,9-dioxo-15-methyl-  3-trimethylsilyloxy-1-nonene hex-2-cis-enyl]      -4R-trimethylsiloxy 20-methyl-5-cis-13-trans prostadiene   cyclopent-2-en      -1-one 311 1-trans-iodo-4,4-dimethyl 2-[6-methoxyacetyl nat-11a,15a-dihyd      roxy-1-methoxymethyl-1,9-dioxo-  3-trimethylsilyloxy-1-nonene hex-2-cis-e      nyl]-4R-trimethylsiloxy 16,16-dimethyl-20-methyl-5-cis-13-trans prostadie      ne   cyclopent-2-en-1-one 312 1-trans-iodo-4,4-trimethylene 2-[6-methoxya      cetyl nat-11a,15a-dihydroxy-1-methoxymethyl-1,9-dioxo-  3-trimethylsilylo      xy-1-nonene hex-2-cis-enyl]-4R-trimethylsiloxy 16,16-trimethylene-20-meth      yl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        313 1-trans-tri-n-butylstannyl-3-vinyl- 2-[6-methoxyacetyl nat-11a,15a-      dihydroxy-1-methoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-none      ne hex-2-cis-enyl]-4R-trimethylsiloxy 20-methyl-5-cis-13-trans prostadien      e   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        314 1-trans-iodo- 2-[6-methoxyacetyl nat-11a,16-dihydroxy-1-methoxymeth      yl-1,9-dioxo-  4-triphenylmethoxy-1-nonene hex-2-cis-enyl]-4R-trimethylsi      loxy 20-methyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        315 1-trans-tri-n-butylstannyl-4-methyl- 2-[6-methoxyacetyl nat-11a,16-      dihydroxy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-non      ene hex-2-cis-enyl]-4R-trimethylsiloxy 20-methyl-5-cis-13-trans prostadie      ne   cyclopent-2-en-1-one 316 1-trans-tri-n-butylstannyl-5-methyl      2-[6-methoxyacetyl nat-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-      4-trimethylsilyloxy-1-nonene hex-2-cis-enyl]-4R-trimethylsiloxy 17-methyl      -20-methyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 317      1-trans-tri-n-butylstannyl-4-vinyl- 2-[6-methoxyacetyl nat-11a,16-dihydro      xy-1-methoxymethyl-1,9-dioxo-16-vinyl-  4-trimethylsilyloxy-1-nonene      hex-2-cis-enyl]-4R-trimethylsiloxy 20-methyl-5-cis-13-trans prostadiene       cyclopent-2-en-1-one 318 1-trans-tri-n-butylstannyl-4-trimethylsilylethy      nyl- 2-[6-methoxyacetyl nat-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16      -ethynyl-  4-trimethylsilyloxy-1-nonene hex-2-cis-enyl]-4R-trimethylsilox      y 20-methyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 319      1-trans-tri-n-butylstannyl-5-methylene 2-[6-methoxyacetyl nat-11a,16-dihy      droxy-1-methoxymethyl-1,9-dioxo-  4-trimethylsilyloxy-1-nonene hex-2-cis-      enyl]-4R-trimethylsiloxy 17-methylene-20-methyl-5-cis-13-trans prostadien      e   cyclopent-2-en-1-one 320 1-trans-tri-n-butylstannyl-4-methyl-5-methyl      ene 2-[6-methoxyacetyl nat-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-      methyl-  4-trimethylsilyloxy-1-nonene hex-2-cis-enyl]-4R-trimethylsiloxy      17-methylene-20-methyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one      321 1-trans-tri-n-butylstannyl-4-dimethoxymethyl- 2-[6-methoxyacetyl      nat-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-formyl-  4-trimethylsil      yloxy-1-nonene hex-2-cis-enyl]-4R-trimethylsiloxy 20-methyl-5-cis-13-tran      s prostadiene   cyclopent-2-en-1-one 322 1-trans-tri-n-butylstannyl-4-flu      oromethyl- 2-[6-methoxyacetyl nat-11a,16-dihydroxy-1-methoxymethyl-1,9-di      oxo-16-fluoromethyl-  4-trimethylsilyloxy-1-nonene hex-2-cis-enyl]-4R-tri      methylsiloxy 20-methyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one      323 1-trans-tri-n-butylstannyl-4-difluoromethyl- 2-[6-methoxyacetyl      nat-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-difluoromethyl-      4-trimethylsilyloxy-1-nonene hex-2-cis-enyl]-4R-trimethylsiloxy 20-methyl      -5-cis-13-trans prostadiene   cyclopent-2-en-1-one 324 1-trans-tri-n-buty      lstannyl-4-trifluoromethyl- 2-[6-methoxacetyl nat-11a,16-dihydroxy-1-meth      oxymethyl-1,9-dioxo-16-trifluoromethyl-  4-trimethylsilyloxy-1-nonene      hex-2-cis-enyl]-4R-trimethylsiloxy 20-methyl-5-cis-13-trans prostadiene       cyclopent-2-en-1-one 325 1-trans-tri-n-butylstannyl-4-chloromethyl-      2-[6-methoxyacetyl nat-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-chlo      romethyl-  4-trimethylsilyloxy-1-nonene hex-2-cis-enyl]-4R-trimethylsilox      y 20-methyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 326      1-trans-tri-n-butylstannyl-4-trimethylsilyloxymethyl- 2-[6-methoxyacetyl      nat-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-hydroxymethyl-      4-trimethylsilyloxy-1-nonene hex-2-cis-enyl]-4R-trimethylsiloxy 20-methyl      -5-cis-13-trans prostadiene   cyclopent-2-en-1-one         EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        327 1-trans-iodo- 2-[6-methoxyacetyl nat-11a,15a-dihydroxy-1-methoxymet      hyl-1,9-dioxo-  3-triphenylmethoxy-1-decene hex-2-cis-enyl]-4R-trimethyls      iloxy 20-ethyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 328      1-trans-iodo-3-methyl- 2-[6-methoxyacetyl nat-11a,15a-dihydroxy-1-methoxy      methyl-1,9-dioxo-15-methyl-  3-trimethylsilyloxy-1-decene hex-2-cis-enyl]      -4R-trimethylsiloxy 20-ethyl-5-cis-13-trans prostadiene   cyclopent-2-en-      1-one 329 1-trans-iodo-4,4-dimethyl 2-[6-methoxyacetyl nat-11a,15a-dihydr      oxy-1-methoxymethyl-1,9-dioxo-  3-trimethylsilylxoy-1-decene hex-2-cis-en      yl]-4R-trimethylsiloxy 16,16-dimethyl-20-ethyl-5-cis-13-trans prostadiene         cyclopent-2-en-1-one 330 1-trans-iodo-4,4-trimethylene 2-[6-methoxyace      tyl nat-11a,15a-dihydroxy-1-methoxymethyl-1,9-dioxo-  3-trimethylsilyloxy      -1-decene hex-2-cis-enyl]-4R-trimethylsiloxy 16,16-trimethylene-20-ethyl-      5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        331 1-trans-tri-n-butylstannyl-3-vinyl- 2-[6-methoxyacetyl nat-11a,15a-      dihydroxy-1-methoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-dece      ne hex-2-cis-enyl]-4R-trimethylsiloxy 20-ethyl-5-cis-13-trans prostadiene         cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        332 1-trans-iodo- 2-[6-methoxyacetyl nat-11a,16-dihydroxy-1-methoxymeth      yl-1,9-dioxo-  4-triphenylmethoxy-1-decene hex-2-cis-enyl]-4R-trimethylsi      loxy 20-ethyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE  PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        333 1-trans-tri-n-butylstannyl-4-methyl- 2-[6-methoxyacetyl nat-11a,16-      dihydroxy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-dec      ene hex-2-cis-enyl]-4R-trimethylsiloxy 20-ethyl-5-cis-13-trans prostadien      e   cyclopent-2-en-1-one 334 1-trans-tri-n-butylstannyl-5-methyl      2-[6-methoxyacetyl nat-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-      4-trimethylsilyloxy-1-decene hex-2-cis-enyl]-4R-trimethylsiloxy 17-methyl      -20-ethyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 335 1-trans-t      ri-n-butylstannyl-4-vinyl- 2-[6-methoxyacetyl nat-11a,16-dihydroxy-1-meth      oxymethyl-1,9-dioxo-16-vinyl-  4-trimethyl-1-decene hex-2-cis-enyl]-4R-tr      imethylsiloxy 20-ethyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one      336 1-trans-tri-n-butylstannyl-4-trimethylsilylethynyl- 2-[6-methoxyacety      l nat-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-ethynyl-  4-trimethyl      silyloxy-1-decene hex-2-cis-enyl]-4R-trimethylsiloxy 20-ethyl-5-cis-13-tr      ans prostadiene   cyclopent-2-en-1-one 337 1-trans-tri-n-butylstannyl-5-m      ethylene 2-[6-methoxyacetyl nat-11a,16-dihydroxy-1-methoxymethyl-1,9-diox      o-  4-trimethylsilyloxy-1-decene hex-2-cis-enyl]-4R-trimethylsiloxy      17-methylene-20-ethyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one      338 1-trans-tri-n-butylstannyl-4-methyl-5-methylene 2-[6-methoxyacetyl      nat-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsil      ylxoy-1-decene hex-2-cis-enyl]-4R-trimethylsiloxy 17-methylene-20-ethyl-5      -cis-13-trans prostadiene   cyclopent-2-en-1-one 339 1-trans-tri-n-butyls      tannyl-4-dimethoxymethyl- 2-[6-methoxyacetyl nat-11a,16-dihydroxy-1-metho      xymethyl-1,9-dioxo-16-formyl-  4-trimethylsilyloxy-1-decene hex-2-cis-eny      l]-4R-trimethylsiloxy 20-ethyl-5-cis-13-trans prostadiene   cyclopent-2-e      n-1-one 340 1-trans-tri-n-butylstannyl-4-fluoromethyl- 2-[6-methoxyacetyl       nat-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-fluoromethyl-      4-trimethylsilyloxy-1-decene hex-2-cis-enyl]-4R-trimethylsiloxy 20-ethyl-      5-cis-13-trans prostadiene   cyclopent-2-en-1-one 341 1-trans-tri-n-butyl      stannyl-4-difluoromethyl- 2-[6-methoxyacetyl nat-11a,16-dihydroxy-1-metho      xymethyl-1,9-dioxo-16-difluoromethyl-  4-trimethylsilyloxy-1-decene      hex-2-cis-enyl]-4R-trimethylsiloxy 20-ethyl-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 342 1-trans-tri-n-butylstannyl-4-trifluoromethyl-      2-[6-methoxyacetyl nat-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-trif      luoromethyl-  4-trimethylsilyloxy-1-decene hex-2-cis-enyl]-4R-trimethylsi      loxy 20-ethyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 343      1-trans-tri-n-butylstannyl-4-chloromethyl- 2-[6-methoxyacetyl nat-11a,16-      dihydroxy-1-methoxymethyl-1,9-dioxo-16-chloromethyl-  4-trimethylsilyloxy      -1-decene hex-2-cis-enyl]-4R-trimethylsiloxy 20-ethyl-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 344 1-trans-tri-n-butylstannyl-4-trime      thylsilyloxymethyl- 2-[6-methoxyacetyl nat-11a,16-dihydroxy-1-methoxymeth      yl-1,9-dioxo-16-hydroxymethyl-  4-trimethylsilyloxy-1-decene hex-2-cis-en      yl]-4R-trimethylsiloxy 20-ethyl-5-cis-13-trans prostadiene   cyclopent-2-      en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        345 1-trans-iodo- 2-[5-methoxyacetyl dl-15a-hydroxy-1-methoxymethyl-1,9      -dioxo-  3-triphenylmethoxy-1-heptene pent-2-cis-enyl] 20-nor-2-nor-5-cis      -13-trans prostadiene   cyclopent-2-en-1-one 346 1-trans-iodo-3-methyl-      2-[5-methoxyacetyl dl-15a-hydroxy-1-methoxymethyl-1,9-dioxo-15-methyl-      3-trimethylsilyloxy-1-heptene pent-2-cis-enyl] 20-nor-2-nor-5-cis-13-tran      s prostadiene   cyclopent-2-en-1-one 347 1-trans-iodo-4,4-dimethyl      2-[5-methoxyacetyl dl-15a-hydroxy-1-methoxymethyl-1,9-dioxo-  3-trimethyl      silyloxy-1-heptene pent-2-cis-enyl] 16,16-dimethyl-20-nor-2-nor-5-cis-13-      trans prostadiene   cyclopent-2-en-1-one 348 1-trans-iodo-5,5-dimethyl      2-[5-methoxyacetyl dl-15a-hydroxy-1-methoxymethyl-1,9-dioxo-  3-triphenyl      methoxy-1-octene pent-2-cis-enyl] 17,17-dimethyl-2-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 349 1-trans-iodo-4-methyl 2-[5-methoxy      acetyl dl-15a-hydroxy-1-methoxymethyl-1,9-dioxo-  3-triphenylmethoxy-1-oc      tene pent-2-cis-enyl] 16-methyl-2-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 350 1-trans-iodo-4,4-trimethylene 2-[5-methoxyacetyl       dl-15a-hydroxy-1-methoxymethyl-1,9-dioxo-  3-trimethylsilyloxy-1-heptene       pent-2-cis-enyl] 16,16-trimethylene-20-nor-2-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        351 1-trans-tri-n-butylstannyl-3-vinyl- 2-[5-methoxyacetyl dl-15a-hydro      xy-1-methoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-heptene      pent-2-cis-enyl] 20-nor-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en      -1-one 352 1-trans-tri-n-butylstannyl-4-phenoxy 2-[5-methoxyacetyl      dl-15a-hydroxy-1-methoxymethyl-1,9-dioxo-  3-triethylsilyloxy-1-butene      pent-2-cis-enyl] 16-phenoxy-2-nor-17-20-tetranor-5-cis-13-trans prostadie      ne   cyclopent-2-en-1-one 353 1-trans-tri-n-butylstannyl-4-(p-fluoropheno      xy) 2-[5-methoxyacetyl dl-15a-hydroxy-1-methoxymethyl-1,9-dioxo-      3-triethylsilyloxy-1-butene pent-2-cis-enyl] 16-(p-fluorophenoxy)-2-nor-1      7-20-tetranor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 354      1-trans-tri-n-butylstannyl-4-(m-chlorophenoxy) 2-[5-methoxyacetyl      dl-15a-hydroxy-1-methoxymethyl-1,9-dioxo-  3-triethylsilyloxy-1-butene      pent-2-cis-enyl] 16-(m-chlorophenoxy-2-nor-17-20-tetranor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 355 1-trans-tri-n-butylstannyl-4-(m-tr      ifluoromethylphenoxy) 2-[5-methoxyacetyl dl-15a-hydroxy-1-methoxymethyl-1      ,9-dioxo-  3-triethylsilyloxy-1-butene pent-2-cis-enyl] 16-(m-trifluorome      thylphenoxy)-2-nor-17-20-tetranor-5-cis-13-trans   cyclopent-2-en-1-one      prostadiene        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES         356 1-trans-iodo-5-phenyl 2-[5-methoxyacetyl dl-15a-hydroxy-1-methoxym      ethyl-1,9-dioxo-  3-triethylsilyloxy-1-pentene pent-2-cis-enyl] 17-phenyl      -2-nor-18-20-trinor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one      357 1-trans-iodo-4,4-dimethyl-5-phenyl 2-[5-methoxyacetyl dl-15a-hydroxy-      1-methoxymethyl-1,9-dioxo-  3-triethylsilyloxy-1-pentene pent-2-cis-enyl]       16,16-dimethyl-17-phenyl-2-nor-18-20-trinor-5-cis-13-trans prostadiene       cyclopent-2-en-1-one 358 1-trans-iodo-4-cyclopentyl 2-[5-methoxyacetyl      dl-15a-hydroxy-1-methoxymethyl-1,9-dioxo-  3-triphenylmethoxy-1-butene      pent-2-cis-enyl] 16-cyclopentyl-2-nor-17-20-tetranor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 359 1-trans-iodo-4-cyclohexyl      2-[5-methoxyacetyl dl-15a-hydroxy-1-methoxymethyl-1,9-dioxo-  3-triphenyl      methoxy-1-butene pent-2-cis-enyl] 16-cyclohexyl-2-nor-17-20-tetranor-5-ci      s-13-trans prostadiene   cyclopent-2-en-1-one 360 1-trans-iodo- 2-[5-meth      oxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-  4-triphenylmethoxy-1-      heptene pent-2-cis-enyl] 20-nor-2-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        361 1-trans-tri-n-butylstannyl-4-methyl- 2-[5-methoxyacetyl dl-16-hydro      xy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-heptene      pent-2-cis-enyl] 20-nor-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en      -1-one 362 1-trans-tri-n-butylstannyl-4-ethyl- 2-[5-methoxyacetyl      dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-ethyl-  4-trimethylsilyloxy-1-      octene pent-2-cis-enyl] 2-nor-5-cis-13-trans prostadiene   cyclopent-2-en      -1-one 363 1-trans-tri-n-butylstannyl-5-methyl 2-[5-methoxyacetyl      dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-  4-trimethylsilyloxy-1-heptene      pent-2-cis-enyl] 17-methyl-20-nor-2-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one         EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        364 1-trans-iodo-5,5-dimethyl 2-[5-methoxyacetyl dl-16-hydroxy-1-methox      ymethyl-1,9-dioxo-  4-trimethylsilyloxy-1-octene pent-2-cis-enyl]      17,17-dimethyl-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        365 1-trans-tri-n-butylstannyl-4-vinyl- 2-[5-methoxyacetyl dl-16-hydrox      y-1-methoxymethyl-1,9-dioxo-16-vinyl-  4-trimethylsilyloxy-1-heptene      pent-2-cis-enyl] 20-nor-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en      -1-one 366 1-trans-tri-n-butylstannyl-4-cyclopropyl- 2-[5-methoxyacetyl      dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-cyclopropyl-  4-trimethylsilyl      oxy-1-octene pent-2-cis-enyl] 2-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 367 1-trans-tri-n-butylstannyl-4-trimethylsilylethyn      yl- 2-[5-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-ethynyl      -  4-trimethylsilyloxy-1-heptene pent-2-cis-enyl] 20-nor-2-nor-5-cis-13-t      rans prostadiene   cyclopent-2-en-1-one 368 1-trans-tri-n-butylstannyl-5-      methylene 2-[5-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-      4-triethylsilyloxy-1-heptene pent-2-cis-enyl] 17-methylene-20-nor-2-nor-5      -cis-13-trans prostadiene   cyclopent-2-en-1-one 369 1-trans-tri-n-butyls      tannyl-4-methyl-5-methylene 2-[5-methoxyacetyl dl-16-hydroxy-1-methoxymet      hyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-heptene pent-2-cis-enyl]      17-methylene-20-nor-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-o      ne 370 1-trans-tri-n-butylstannyl-4-dimethoxymethyl- 2-[5-methoxyacetyl      dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-formyl-  4-trimethylsilyloxy-1      -heptene pent-2-cis-enyl] 20-nor-2-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 371 1-trans-tri-n-butylstannyl-4-fluoromethyl-      2-[5-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-fluoromethy      l-  4-trimethylsilyloxy-1-heptene pent-2-cis-enyl] 20-nor-2-nor-5-cis-13-      trans prostadiene   cyclopent-2-en-1-one 372 1-trans-tri-n-butylstannyl-4      -difluoromethyl- 2-[5-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-dio      xo-16-difluoromethyl-  4-trimethylsilyloxy-1-heptene pent-2-cis-enyl]      20-nor-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 373      1-trans-tri-n-butylstannyl-4-trifluoromethyl- 2-[5-methoxyacetyl      dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-trifluoromethyl-  4-trimethyls      ilyloxy-1-heptene pent-2-cis-enyl] 20-nor-2-nor-5-cis-13-trans prostadien      e   cyclopent-2-en-1-one 374 1-trans-tri-n-butylstannyl-4-chloromethyl-      2-[5-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-chloromethy      l-  4-trimethylsilyloxy-1-heptene pent-2-cis-enyl] 20-nor-2-nor-5-cis-13-      trans prostadiene   cyclopent-2-en-1-one 375 1-trans-tri-n-butylstannyl-4      -trimethylsilyloxymethyl- 2-[5-methoxyacetyl dl-16-hydroxy-1-methoxymethy      l-1,9-dioxo-16-hydroxymethyl-  4-trimethylsilyloxy-1-heptene pent-2-cis-e      nyl] 20-nor-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        376 1-trans-iodo-4-methyl-7-chloro 2-[5-methoxyacetyl dl-16-hydroxy-1-m      ethoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-heptene      pent-2-cis-enyl] 19-chloro-2-nor-20-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 377 1-trans-iodo- 2-[5-methoxyacetyl dl-15a-hydroxy-      1-methoxymethyl-1,9-dioxo-  3-triphenylmethoxy-1-octene pent-2-cis-enyl]      2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 378 1-trans-iodo-      3-methyl- 2-[5-methoxyacetyl dl-15a-hydroxy-1-methoxymethyl-1,9-dioxo-15-      methyl-  3-trimethylsilyloxy-1-octene pent-2-cis-enyl] 2-nor-5-cis-13-tra      ns prostadiene   cyclopent-2-en-1-one 379 1-trans-iodo-4,4-dimethyl      2-[5-methoxyacetyl dl-15a-hydroxy-1-methoxymethyl-1,9-dioxo-  3-trimethyl      silyloxy-1-octene pent-2-cis-enyl] 16,16-dimethyl-2-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 380 1-trans-iodo-4,4-trimethylene      2-[5-methoxyacetyl dl-15a-hydroxy-1-methoxymethyl-1,9-dioxo-  3-trimethyl      silyloxy-1-octene pent-2-cis-enyl] 16,16-trimethylene-2-nor-5-cis-13-tran      s prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        381 1-trans-tri-n-butylstannyl-3-vinyl- 2-[5-methoxyacetyl dl-15a-hydro      xy-1-methoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-octene      pent-2-cis-enyl] 2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        382 1-trans-iodo- 2-[5-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-      dioxo-  4-triphenylmethoxy-1-octene pent-2-cis-enyl] 2-nor-5-cis-13-trans       prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        383 1-trans-tri-n-butylstannyl-4-methyl- 2-[5-methoxyacetyl dl-16-hydro      xy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-octene      pent-2-cis-enyl] 2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one      384 1-trans-tri-n-butylstannyl-5-methyl 2-[5-methoxyacetyl dl-16-hydroxy-      1-methoxymethyl-1,9-dioxo-  4-trimethylsilyloxy-1-octene pent-2-cis-enyl]       17-methyl-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 385      1-trans-tri-n-butylstannyl-4-vinyl- 2-[5-methoxyacetyl dl-16-hydroxy-1-me      thoxymethyl-1,9-dioxo-16-vinyl-  4-trimethylsilyloxy-1-octene pent-2-cis-      enyl] 2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 386      1-trans-tri-n-butylstannyl-4-trimethylsilylethynyl- 2-[5-methoxyacetyl      dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-ethynyl-  4-trimethylsilyloxy-      1-octene pent-2-cis-enyl] 2-nor-5-cis-13-trans prostadiene   cyclopent-2-      en-1-one 387 1-trans-tri-n-butylstannyl-5-methylene 2-[5-methoxyacetyl      dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-  4-triethylsilyloxy-1-octene      pent-2-cis-enyl] 17-methylene-2-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 388 1-trans-tri-n-butylstannyl-4-methyl-5-methylene      2-[5-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-methyl-      4-trimethylsilyloxy-1-octene pent-2-cis-enyl] 17-methylene-2-nor-5-cis-13      -trans prostadiene   cyclopent-2-en-1-one 389 1-trans-tri-n-butylstannyl-      4-dimethoxymethyl- 2-[5-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-d      ioxo-16-formyl-  4-trimethylsilyloxy-1-octene pent-2-cis-enyl] 2-nor-5-ci      s-13-trans prostadiene   cyclopent-2-en-1-one 390 1-trans-tri-n-butylstan      nyl-4-fluoromethyl- 2-[5-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-      dioxo-16-fluoromethyl-  4-trimethylsilyloxy-1-octene pent-2-cis-enyl]      2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 391 1-trans-tri-n      -butylstannyl-4-difluoromethyl- 2-[5-methoxyacetyl dl-16-hydroxy-1-methox      ymethyl-1,9-dioxo-16-difluoromethyl-  4-trimethylsilyloxy-1-octene      pent-2-cis-enyl] 2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one      392 1-trans-tri-n-butylstannyl-4-trifluoromethyl- 2-[5-methoxyacetyl      dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-trifluoromethyl-  4-trimethyls      ilyloxy-1-octene pent-2-cis-enyl] 2-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 393 1-trans-tri-n-butylstannyl-4-chloromethyl-      2-[5-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-chloromethy      l-  4-trimethylsilyloxy-1-octene pent-2-cis-enyl] 2-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 394 1-trans-tri-n-butylstannyl-4-trime      thylsilyloxymethyl- 2-[5-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-      dioxo-16-hydroxymethyl-  4-trimethylsilyloxy-1-octene pent-2-cis-enyl]      2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        395 1-trans-iodo- 2-[5-methoxyacetyl dl-15a-hydroxy-1-methoxymethyl-1,9      -dioxo-  3-triphenylmethoxy-1-nonene pent-2-cis-enyl] 20-methyl-2-nor-5-c      is-13-trans prostadiene   cyclopent-2-en-1-one 396 1-trans-iodo-3-methyl-       2-[5-methoxyacetyl dl-15a-hydroxy-1-methoxymethyl-1,9-dioxo-15-methyl-      3-trimethylsilyloxy-1-nonene pent-2-cis-enyl] 20-methyl-2-nor-5-cis-13-tr      ans prostadiene   cyclopent-2-en-1-one 397 1-trans-iodo-4,4-dimethyl      2-[5-methoxyacetyl dl-15a-hydroxy-1-methoxymethyl-1,9-dioxo-  3-trimethyl      silyloxy-1-nonene pent-2-cis-enyl] 16,16-dimethyl-20-methyl-2-nor-5-cis-1      3-trans prostadiene   cyclopent-2-en-1-one 398 1-trans-iodo-4,4-trimethyl      ene 2-[5-methoxyacetyl dl-15a-hydroxy-1-methoxymethyl-1,9-dioxo-      3-trimethylsilyloxy-1-nonene pent-2-cis-enyl] 16,16-trimethylene-20-methy      l-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        399 1-trans-tri-n-butylstannyl-3-vinyl- 2-[5-methoxyacetyl dl-15a-hydro      xy-1-methoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-nonene      pent-2-cis-enyl] 20-methyl-2-nor-5-cis-13-trans prostadiene   cyclopent-2      -en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        400 1-trans-iodo- 2-[5-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-      dioxo-  4-triphenylmethoxy-1-nonene pent-2-cis-enyl] 20-methyl-2-nor-5-ci      s-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        401 1-trans-tri-n-butylstannyl-4-methyl- 2-[5-methoxyacetyl dl-16-hydro      xy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-nonene      pent-2-cis-enyl] 20-methyl-2-nor-5-cis-13-trans prostadiene   cyclopent-2      -en-1-one  402 1-trans-tri-n-butylstannyl-5-methyl- 2-[5-methoxyacetyl      dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-  4-trimethylsilyloxy-1-nonene      pent-2-cis-enyl] 17-methyl-20-methyl-2-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 403 1-trans-tri-n-butylstannyl-4-vinyl- 2-[5-methoxy      acetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-vinyl-  4-trimethylsily      loxy-1-nonene pent-2-cis-enyl] 20-methyl-2-nor-5-cis-13-trans prostadiene         cyclopent-2-en-1-one 404 1-trans-tri-n-butylstannyl-4-trimethylsilylet      hynyl- 2-[5-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-ethy      nyl-  4-trimethylsilyloxy-1-nonene pent-2-cis-enyl] 20-methyl-2-nor-5-cis      -13-trans prostadiene   cyclopent-2-en-1-one 405 1-trans-tri-n-butylstann      yl-5-methylene 2-[5-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo      -  4-triethylsilyloxy-1-nonene pent-2-cis-enyl] 17-methylene-20-methyl-2-      nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 406 1-trans-tri-n-b      utylstannyl-4-methyl-5-methylene 2-[5-methoxyacetyl dl-16-hydroxy-1-metho      xymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-nonene pent-2-cis-en      yl] 17-methylene-20-methyl-2-nor-5-cis-13-trans prostadiene   cyclopent-2      -en-1-one 407 1-trans-tri-n-butylstannyl-4-dimethoxymethyl- 2-[5-methoxya      cetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-formyl-  4-trimethylsily      loxy-1-nonene pent-2-cis-enyl] 20-methyl-2-nor-5-cis-13-trans prostadiene         cyclopent-2-en-1-one 408 1-trans-tri-n-butylstannyl-4-fluoromethyl-      2-[5-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-fluoromethy      l-  4-trimethylsilyloxy-1-nonene pent-2-cis-enyl] 20-methyl-2-nor-5-cis-1      3-trans prostadiene   cyclopent-2-en-1-one 409 1-trans-tri-n-butylstannyl      -4-difluoromethyl- 2-[5-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-d      ioxo-16-difluoromethyl-  4-trimethylsilyloxy-1-nonene pent-2-cis-enyl]      20-methyl-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 410      1-trans-tri-n-butylstannyl-4-trifluoromethyl- 2-[5-methoxyacetyl      dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-trifluoromethyl-  4-trimethyls      ilyloxy-1-nonene pent-2-cis-enyl] 20-methyl-2-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 411 1-trans-tri-n-butylstannyl-4-chlor      omethyl- 2-[5-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-ch      loromethyl-  4-trimethylsilyloxy-1-nonene pent-2-cis-enyl] 20-methyl-2-no      r-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 412 1-trans-tri-n-but      ylstannyl-4-trimethylsilyloxymethyl- 2-[5-methoxyacetyl dl-16-hydroxy-1-m      ethoxymethyl-1,9-dioxo-16-hydromethyl-  4-trimethylsilyloxy-1-nonene      pent-2-cis-enyl] 20-methyl-2-nor-5-cis-13-trans prostadiene   cyclopent-2      -en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        413 1-trans-iodo- 2-[5-methoxyacetyl dl-15a-hydroxy-1-methoxymethyl-1,9      -dioxo-  3-triphenylmethoxy-1-decene pent-2-cis-enyl] 20-ethyl-2-nor-5-ci      s-13-trans prostadiene   cyclopent-2-en-1-one 414 1-trans-iodo-3-methyl-      2-[5-methoxyacetyl dl-15a-hydroxy-1-methoxymethyl-1,9-dioxo-15-methyl-      3-trimethylsilyloxy-1-decene pent-2-cis-enyl] 20-ethyl-2-nor-5-cis-13-tra      ns prostadiene   cyclopent-2-en-1-one 415 1-trans-iodo-4,4-dimethyl      2-[5-methoxyacetyl dl-15a-hydroxy-1-methoxymethyl-1,9-dioxo-  3-trimethyl      silyloxy-1-decene pent-2-cis-enyl] 16,16-dimethyl-20-ethyl-2-nor-5-cis-13      -trans prostadiene   cyclopent-2-en-1-one 416 1-trans-iodo-4,4-trimethyle      ne 2-[5-methoxyacetyl dl-15a-hydroxy-1-methoxymethyl-1,9-dioxo-      3-trimethylsilyloxy-1-decene pent-2-cis-enyl] 16,16-trimethylene-20-ethyl      -2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        417 1-trans-tri-n-butylstannyl-3-vinyl- 2-[5-methoxyacetyl dl-15a-hydro      xy-1-methoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-decene      pent-2-cis-enyl] 20-ethyl-2-nor-5-cis-13-trans prostadiene   cyclopent-2-      en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        418 1-trans-iodo- 2-[5-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-      dioxo-  4-triphenylmethoxy-1-decene pent-2-cis-enyl] 20-ethyl-2-nor-5-cis      -13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        419 1-trans-tri-n-butylstannyl-4-methyl- 2-[5-methoxyacetyl dl-16-hydro      xy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-decene      pent-2-cis-enyl] 20-ethyl-2-nor-5-cis-13-trans prostadiene   cyclopent-2-      en-1-one 420 1-trans-tri-n-butylstannyl-5-methyl 2-[5-methoxyacetyl      dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-  4-trimethylsilyloxy-1-decene      pent-2-cis-enyl] 17-methyl-20-ethyl-2-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 421 1-trans-tri-n-butylstannyl-4-vinyl- 2-[5-methoxy      acetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-vinyl-  4-trimethylsily      loxy-1-decene pent-2-cis-enyl] 20-ethyl-2-nor-5-cis-13-trans prostadiene        cyclopent-2-en-1-one 422 1-trans-tri-n-butylstannyl-4-trimethylsilyleth      ynyl- 2-[5-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-ethyn      yl-  4-trimethylsilyloxy-1-decene pent-2-cis-enyl] 20-ethyl-2-nor-5-cis-1      3-trans prostadiene   cyclopent-2-en-1-one 423 1-trans-tri-n-butylstannyl      -5-methylene 2-[5-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-       4-triethylsilyloxy-1-decene pent-2-cis-enyl] 17-methylene-20-ethyl-2-nor      -5-cis-13-trans prostadiene   cyclopent-2-en-1-one 424 1-trans-tri-n-buty      lstannyl-4-methyl-5-methylene 2-[5-methoxyacetyl dl-16-hydroxy-1-methoxym      ethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-decene pent-2-cis-enyl]       17-methylene-20-ethyl-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-      1-one 425 1-trans-tri-n-butylstannyl-4-dimethoxymethyl- 2-[5-methoxyacety      l dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-formyl-  4-trimethylsilyloxy      -1-decene pent-2-cis-enyl] 20-ethyl-2-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 426 1-trans-tri-n-butylstannyl-4-fluoromethyl-      2-[5-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-fluoromethy      l-  4-trimethylsilyloxy-1-decene pent-2-cis-enyl] 20-ethyl-2-nor-5-cis-13      -trans prostadiene   cyclopent-2-en-1-one 427 1-trans-tri-n-butylstannyl-      4-difluoromethyl- 2-[5-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-di      oxo-16-difluoromethyl-  4-trimethylsilyloxy-1-decene pent-2-cis-enyl]      20-ethyl-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 428      1-trans-tri-n-butylstannyl-4-trifluoromethyl- 2-[5-methoxyacetyl      dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-trifluoromethyl-  4-trimethyls      ilyloxy-1-decene pent-2-cis-enyl] 20-ethyl-2-nor-5-cis-13-trans prostadie      ne   cyclopent-2-en-1-one 429 1-trans-tri-n-butylstannyl-4-chloromethyl-      2-[5-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-chloromethy      l-  4-trimethylsilyloxy-1-decene pent-2-cis-enyl] 20-ethyl-2-nor-5-cis-13      -trans prostadiene   cyclopent-2-en-1-one 430 1-trans-tri-n-butylstannyl-      4-trimethylsilyloxymethyl- 2-[5-methoxyacetyl dl-16-hydroxy-1-methoxymeth      yl-1,9-dioxo-16-hydroxymethyl-  4-trimethylsilyloxy-1-decene pent-2-cis-e      nyl] 20-ethyl-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        431 1-trans-iodo- 2-[6-methoxyacetyl dl-15a-hydroxy-1-methoxymethyl-1,9      -dioxo-  3-triphenylmethoxy-1-heptene hex-2-cis-enyl] 20-nor-5-cis-13-tra      ns prostadiene   cyclopent-2-en-1-one 432 1-trans-iodo-3-methyl-      2-[6-methoxyacetyl dl-15a-hydroxy-1-methoxymethyl-1,9-dioxo-15-methyl-      3-trimethylsilyloxy-1-heptene hex-2-cis-enyl] 20-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 433 1-trans-iodo-4,4-dimethyl      2-[6-methoxyacetyl dl-15a-hydroxy-1-methoxymethyl-1,9-dioxo-  3-trimethyl      silyloxy-1-heptene hex-2-cis-enyl] 16,16-dimethyl-20-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 434 1-trans-iodo-5,5-dimethyl      2-[6-methoxyacetyl dl-15a-hydroxy-1-methoxymethyl-1,9-dioxo-  3-triphenyl      methoxy-1-octene hex-2-cis-enyl] 17,17-dimethyl-5-cis-13-trans prostadien      e   cyclopent-2-en-1-one 435 1-trans-iodo-4-methyl 2-[6-methoxyacetyl      dl-15a-hydroxy-1-methoxymethyl-1,9-dioxo-  3-triphenylmethoxy-1-octene      hex-2-cis-enyl] 16-methyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-o      ne 436 1-trans-iodo-4,4-trimethylene 2-[6-methoxyacetyl dl-15a-hydroxy-1-      methoxymethyl-1,9-dioxo-  3-trimethylsilyloxy-1-heptene hex-2-cis-enyl]      16,16-trimethylene-20-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-o      ne        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        437 1-trans-tri-n-butylstannyl-3-vinyl- 2-[6-methoxyacetyl dl-15a-hydro      xy-1-methoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-heptene      hex-2-cis-enyl] 20-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one      438 1-trans-tri-n-butylstannyl-4-phenoxy 2-[6-methoxyacetyl dl-15a-hydrox      y-1-methoxymethyl-1,9-dioxo-  3-triethylsilyloxy-1-butene hex-2-cis-enyl]       16-phenoxy-17-20-tetranor-5-cis-13-trans prostadiene   cyclopent-2-en-1-      one 439 1-trans-tri-n-butylstannyl-4-(p-fluorophenoxy) 2-[6-methoxyacetyl       dl-15a-hydroxy-1-methoxymethyl-1,9-dioxo-  3-triethylsilyloxy-1-butene      hex-2-cis-enyl] 16-(p-fluorophenoxy)-17-20-tetranor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 440 1-trans-tri-n-butylstannyl-4-(m-ch      lorophenoxy) 2-[6-methoxyacetyl dl-15a-hydroxy-1-methoxymethyl-1,9-dioxo-        3-triethylsilyloxy-1-butene hex-2-cis-enyl] 16-(m-chlorophenoxy)-17-20-      tetranor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 441 1-trans-tr      i-n-butylstannyl-4-(m-trifluoromethylphenoxy) 2-[6-methoxyacetyl      dl-15a-hydroxy-1-methoxymethyl-1,9-dioxo-  3-triethylsilyloxy-1-butene      hex-2-cis-enyl] 16-(m-trifluoromethylphenoxy)-17-20-tetranor-5-cis-13-tra      ns prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        442 1-trans-iodo-5-phenyl 2-[6-methoxyacetyl dl-15a-hydroxy-1-methoxyme      thyl-1,9-dioxo-  3-triethylsilyloxy-1-pentene hex-2-cis-enyl] 17-phenyl-1      8-20-trinor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 443      1-trans-iodo-4,4-dimethyl-5-phenyl 2-[6-methoxyacetyl dl-15a-hydroxy-1-me      thoxymethyl-1,9-dioxo-  3-triethylsilyloxy-1-pentene hex-2-cis-enyl]      16,16-dimethyl-17-phenyl-18-20-trinor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 444 1-trans-iodo-4-cyclopentyl 2-[6-methoxyacetyl      dl-15a-hydroxy-1-methoxymethyl-1,9-dioxo-  3-triphenylmethoxy-1-butene      hex-2-cis-enyl] 16-cyclopentyl-17-20-tetranor-5-cis-13-trans prostadiene        cyclopent-2-en-1-one 445 1-trans-iodo-4-cyclohexyl 2-[6-methoxyacetyl      dl-15a-hydroxy-1-methoxymethyl-1,9-dioxo-  3-triphenylmethoxy-1-butene      hex-2-cis-enyl] 16-cyclohexyl-17-20-tetranor-5-cis-13-trans prostadiene       cyclopent-2-en-1-one 446 1-trans-iodo- 2-[6-methoxyacetyl dl-16-hydroxy-      1-methoxymethyl-1,9-dioxo-  4-triphenylmethoxy-1-heptene hex-2-cis-enyl]      20-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        447 1-trans-tri-n-butylstannyl-4-methyl- 2-[6-methoxyacetyl dl-16-hydro      xy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-heptene      hex-2-cis-enyl] 20-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one      448 1-trans-tri-n-butylstannyl-4-ethyl- 2-[6-methoxyacetyl dl-16-hydroxy-      1-methoxymethyl-1,9-dioxo-16-ethyl-  4-trimethylsilyloxy-1-octene      hex-2-cis-enyl] 5-cis-13-trans prostadiene   cyclopent-2-en-1-one 449      1-trans-tri-n-butylstannyl-5-methyl 2-[6-methoxyacetyl dl-16-hydroxy-1-me      thyoxymethyl-1,9-dioxo-  4-trimethylsilyloxy-1-heptene hex-2-cis-enyl]      17-methyl-20-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        450 1-trans-iodo-5,5-dimethyl 2-[6-methoxyacetyl dl-16-hydroxy-1-methox      ymethyl-1,9-dioxo-  4-trimethylsilyloxy-1-octene hex-2-cis-enyl]      17,17-dimethyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        451 1-trans-tri-n-butylstannyl-4-vinyl 2-[6-methoxyacetyl dl-16-hydroxy      -1-methoxymethyl-1,9-dioxo-16-vinyl-  4-trimethylsilyloxy-1-heptene      hex-2-cis-enyl] 20-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one      452 1-trans-tri-n-butylstannyl-4-cyclopropyl- 2-[6-methoxyacetyl      dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-cyclopropyl-  4-trimethylsilyl      oxy-1-octene hex-2-cis-enyl] 5-cis-13-trans prostadiene   cyclopent-2-en-      1-one 453 1-trans-tri-n-butylstannyl-4-trimethylsilylethynyl- 2-[6-methox      yacetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-ethynyl-  4-trimethyls      ilyloxy-1-heptene hex-2-cis-enyl] 20-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 454 1-trans-tri-n-butylstannyl-5-methylene 2-[6-meth      oxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-  4-triethylsilyloxy-1-      heptene hex-2-cis-enyl] 17-methylene-20-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 455 1-trans-tri-n-butylstannyl-4-methyl-5-methylene      2-[6-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-methyl-      4-trimethylsilyloxy-1-heptene hex-2-cis-enyl] 17-methylene-20-nor-5-cis-1      3-trans prostadiene   cyclopent-2-en-1-one 456 1-trans-tri-n-butylstannyl      -4-dimethoxymethyl- 2-[6-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-      dioxo-16-formyl-  4-trimethylsilyloxy-1-heptene hex-2-cis-enyl] 20-nor-5-      cis-13-trans prostadiene   cyclopent-2-en-1-one 457 1-trans-tri-n-butylst      annyl-4-fluoromethyl- 2-[6-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,      9-dioxo-16-fluoromethyl-  4-trimethylsilyloxy-1-heptene hex-2-cis-enyl]      20-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 458 1-trans-tri-      n-butylstannyl-4-difluoromethyl- 2-[6-methoxyacetyl dl-16-hydroxy-1-metho      xymethyl-1,9-dioxo-16-difluoromethyl-  4-trimethylsilyloxy-1-heptene      hex-2-cis-enyl] 20-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one      459 1-trans-tri-n-butylstannyl-4-trifluoromethyl- 2-[6-methoxyacetyl      dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-trifluoromethyl-  4-trimethyls      ilyloxy-1-heptene hex-2-cis-enyl] 20-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 460 1-trans-tri-n-butylstannyl-4-chloromethyl-      2-[6-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-chloromethy      l-  4-trimethylsilyloxy-1-heptene hex-2-cis-enyl] 20-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 461 1-trans-tri-n-butylstannyl-4-trime      thylsilyloxymethyl- 2-[6-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-      dioxo-16-hydroxymethyl-  4-trimethylsilyloxy-1-heptene hex-2-cis-enyl]      20-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        462 1-trans-iodo-4-methyl-7-chloro 2-[6-methoxyacetyl dl-16-hydroxy-1-m      ethoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-heptene      hex-2-cis-enyl] 19-chloro-20-nor-5-cis-13-trans prostadiene   cyclopent-2      -en-1-one 463 1-trans-iodo- 2-[6-methoxyacetyl dl-15a-hydroxy-1-methoxyme      thyl-1,9-dioxo-  3-triphenylmethoxy-1-octene hex-2-cis-enyl] 5-cis-13-tra      ns prostadiene   cyclopent-2-en-1-one 464 1-trans-iodo-3-methyl-      2-[6-methoxyacetyl dl-15a-hydroxy-1-methoxymethyl-1,9-dioxo-15-methyl-      3-trimethylsilyloxy-1-octene hex-2-cis-enyl] 5-cis-13-trans prostadiene       cyclopent-2-en-1-one 465 1-trans-iodo-4,4-dimethyl 2-[6-methoxyacetyl      dl-15a-hydroxy-1-methoxymethyl-1,9-dioxo-  3-trimethylsilyloxy-1-octene      hex-2-cis-enyl] 16,16-dimethyl-5-cis-13-trans prostadiene   cyclopent-2-e      n-1-one 466 1-trans-iodo-4,4-trimethylene 2-[6-methoxyacetyl dl-15a-hydro      xy-1-methoxymethyl-1,9-dioxo-  3-trimethylsilyloxy-1-octene hex-2-cis-eny      l] 16,16-trimethylene-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        467 1-trans-tri-n-butylstannyl-3-vinyl- 2-[6-methoxyacetyl dl-15a-hydro      xy-1-methoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-octene      hex-2-cis-enyl] 5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        468 1-trans-iodo- 2-[6-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-      dioxo-  4-triphenylmethoxy-1-octene hex-2-cis-enyl] 5-cis-13-trans      prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        469 1-trans-tri-n-butylstannyl-4-methyl- 2-[6-methoxyacetyl dl-16-hydro      xy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-octene      hex-2-cis-enyl] 5-cis-13-trans prostadiene   cyclopent-2-en-1-one 470      1-trans-tri-n-butylstannyl-5-methyl 2-[6-methoxyacetyl dl-16-hydroxy-1-me      thoxymethyl-1,9-dioxo-  4-trimethylsilyloxy-1-octene hex-2-cis-enyl]      17-methyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 471 1-trans-t      ri-n-butylstannyl-4-vinyl- 2-[6-methoxyacetyl dl-16-hydroxy-1-methoxymeth      yl-1,9-dioxo-16-vinyl-  4-trimethylsilyloxy-1-octene hex-2-cis-enyl]      5-cis-13-trans prostadiene   cyclopent-2-en-1-one 472 1-trans-tri-n-butyl      stannyl-4-trimethylsilylethynyl- 2-[6-methoxyacetyl dl-16-hydroxy-1-metho      xymethyl-1,9-dioxo-16-ethynyl-  4-trimethylsilyloxy-1-octene hex-2-cis-en      yl] 5-cis-13-trans prostadiene   cyclopent-2-en-1-one 473 1-trans-tri-n-b      utylstannyl-5-methylene 2-[6-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-      1,9-dioxo-  4-triethylsilyloxy-1-octene hex-2-cis-enyl] 17-methylene-5-ci      s-13-trans prostadiene   cyclopent-2-en-1-one 474 1-trans-tri-n-butylstan      nyl-4-methyl-5-methylene 2-[6-methoxyacetyl dl-16-hydroxy-1-methoxymethyl      -1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-octene hex-2-cis-enyl]      17-methylene-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 475      1-trans-tri-n-butylstannyl-4-dimethoxymethyl- 2-[6-methoxyacetyl      dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-formyl-  4-trimethylsilyloxy-1      -octene hex-2-cis-enyl] 5-cis-13-trans prostadiene   cyclopent-2-en-1-one       476 1-trans-tri-n-butylstannyl-4-fluoromethyl- 2-[6-methoxyacetyl      dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-fluoromethyl-  4-trimethylsily      loxy-1-octene hex-2-cis-enyl] 5-cis-13-trans prostadiene   cyclopent-2-en      -1-one 477 1-trans-tri-n-butylstannyl-4-difluoromethyl- 2-[6-methoxyacety      l dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-difluoromethyl-  4-trimethyl      silyloxy-1-octene hex-2-cis-enyl] 5-cis-13-trans prostadiene   cyclopent-      2-en-1-one 478 1-trans-tri-n-butylstannyl-4-trifluoromethyl- 2-[6-methoxy      acetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-trifluoromethyl-      4-trimethylsilyloxy-1-octene hex-2-cis-enyl] 5-cis-13-trans prostadiene       cyclopent-2-en-1-one 479 1-trans-tri-n-butylstannyl-4-chloromethyl-      2-[6-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-chloromethy      l-  4-trimethylsilyloxy-1-octene hex-2-cis-enyl] 5-cis-13-trans prostadie      ne   cyclopent-2-en-1-one 480 1-trans-tri-n-butylstannyl-4-trimethylsilyl      oxymethyl- 2-[6-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-      hydroxymethyl-  4-trimethylsilyloxy-1-octene hex-2-cis-enyl] 5-cis-13-tra      ns prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        481 1-trans-iodo- 2-[6-methoxyacetyl dl-15a-hydroxy-1-methoxymethyl-1,9      -dioxo-  3-triphenylmethoxy-1-nonene hex-2-cis-enyl] 20-methyl-5-cis-13-t      rans prostadiene   cyclopent-2-en-1-one 482 1-trans-iodo-3-methyl-      2-[6-methoxyacetyl dl-15a-hydroxy-1-methoxymethyl-1,9-dioxo-15-methyl-      3-trimethylsilyloxy-1-nonene hex-2-cis-enyl] 20-methyl-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 483 1-trans-iodo-4,4-dimethyl      2-[6-methoxyacetyl dl-15a-hydroxy-1-methoxymethyl-1,9-dioxo-  3-trimethyl      silyloxy-1-nonene hex-2-cis-enyl] 16,16-dimethyl-20-methyl-5-cis-13-trans       prostadiene   cyclopent-2-en-1-one 484 1-trans-iodo-4,4-trimethylene      2-[6-methoxyacetyl dl-15a-hydroxy-1-methoxymethyl-1,9-dioxo-  3-trimethyl      silyloxy-1-nonene hex-2-cis-enyl] 16,16-trimethylene-20-methyl-5-cis-13-t      rans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        485 1-trans-tri-n-butylstannyl-3-vinyl- 2-[6-methoxyacetyl dl-15a-hydro      xy-1-methoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-nonene      hex-2-cis-enyl] 20-methyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-o      ne        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        486 1-trans-iodo- 2-[6-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-      dioxo-  4-triphenylmethoxy-1-nonene hex-2-cis-enyl] 20-methyl-5-cis-13-tr      ans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        487 1-trans-tri-n-butylstannyl-4-methyl- 2-[6-methoxyacetyl dl-16-hydro      xy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-nonene      hex-2-cis-enyl] 20-methyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-o      ne 488 1-trans-tri-n-butylstannyl-5-methyl 2-[6-methoxyacetyl dl-16-hydro      xy-1-methoxymethyl-1,9-dioxo-  4-trimethylsilyloxy-1-nonene hex-2-cis-eny      l] 17-methyl-20-methyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one      489 1-trans-tri-n-butylstannyl-4-vinyl- 2-[6-methoxyacetyl dl-16-hydroxy-      1-methoxymethyl-1,9-dioxo-16-vinyl-  4-trimethylsilyloxy-1-nonene      hex-2-cis-enyl] 20-methyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-o      ne 490 1-trans-tri-n-butylstannyl-4-trimethylsilylethynyl- 2-[6-methoxyac      etyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-ethynyl-  4-trimethylsily      loxy-1-nonene hex-2-cis-enyl] 20-methyl-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 491 1-trans-tri-n-butylstannyl-5-methylene 2-[6-meth      oxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-  4-triethylsilyloxy-1-      nonene hex-2-cis-enyl] 17-methylene-20-methyl-5-cis-13-trans prostadiene        cyclopent-2-en-1-one 492 1-trans-tri-n-butylstannyl-4-methyl-5-methylen      e 2-[6-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-methyl-      4-trimethylsilyloxy-1-nonene hex-2-cis-enyl] 17-methylene-20-methyl-5-cis      -13-trans prostadiene   cyclopent-2-en-1-one 493 1-trans-tri-n-butylstann      yl-4-dimethoxymethyl- 2-[6-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,      9-dioxo-16-formyl-  4-trimethylsilyloxy-1-nonene hex-2-cis-enyl]      20-methyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 494 1-trans-t      ri-n-butylstannyl-4-fluoromethyl- 2-[6-methoxyacetyl dl-16-hydroxy-1-meth      oxymethyl-1,9-dioxo-16-fluoromethyl-  4-trimethylsilyloxy-1-nonene      hex-2-cis-enyl] 20-methyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-o      ne 495 1-trans-tri-n-butylstannyl-4-difluoromethyl- 2-[6-methoxyacetyl      dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-difluoromethyl-  4-trimethylsi      lyloxy-1-nonene hex-2-cis-enyl] 20-methyl-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 496 1-trans-tri-n-butylstannyl-4-trifluoromethyl-      2-[6-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-trifluorome      thyl-  4-trimethylsilyloxy-1-nonene hex-2-cis-enyl] 20-methyl-5-cis-13-tr      ans prostadiene   cyclopent-2-en-1-one 497 1-trans-tri-n-butylstannyl-4-c      hloromethyl- 2-[6-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-1      6-chloromethyl-  4-trimethylsilyloxy-1-nonene hex-2-cis-enyl] 20-methyl-5      -cis-13-trans prostadiene   cyclopent-2-en-1-one 498 1-trans-tri-n-butyls      tannyl-4-trimethylsilyloxymethyl- 2-[6-methoxyacetyl dl-16-hydroxy-1-meth      oxymethyl-1,9-dioxo-16-hydroxymethyl-  4-trimethylsilyloxy-1-nonene      hex-2-cis-enyl] 20-methyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-o      ne        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        499 1-trans-iodo- 2-[6-methoxyacetyl dl-15a-hydroxy-1-methoxymethyl-1,9      -dioxo-  3-triphenylmethoxy-1-decene hex-2-cis-enyl] 20-ethyl-5-cis-13-tr      ans prostadiene   cyclopent-2-en-1-one 500 1-trans-iodo-3-methyl-      2-[6-methoxyacetyl dl-15a-hydroxy-1-methoxymethyl-1,9-dioxo-15-methyl-      3-trimethylsilyloxy-1-decene hex-2-cis-enyl] 20-ethyl-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 501 1-trans-iodo-4,4-dimethyl      2-[6-methoxyacetyl dl-15a-hydroxy-1-methoxymethyl-1,9-dioxo-  3-trimethyl      silyloxy-1-decene hex-2-cis-enyl] 16,16-dimethyl-20-ethyl-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 502 1-trans-iodo-4,4-trimethylene      2-[6-methoxyacetyl dl-15a-hydroxy-1-methoxymethyl-1,9-dioxo-  3-trimethyl      silyloxy-1-decene hex-2-cis-enyl] 16,16-trimethylene-20-ethyl-5-cis-13-tr      ans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        503 1-trans-tri-n-butylstannyl-3-vinyl- 2-[6-methoxyacetyl dl-15a-hydro      xy-1-methoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-decene      hex-2-cis-enyl] 20-ethyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-on      e        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        504 1-trans-iodo- 2-[6-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-      dioxo-  4-triphenylmethoxy-1-decene hex-2-cis-enyl] 20-ethyl-5-cis-13-tra      ns prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        505 1-trans-tri-n-butylstannyl-4-methyl- 2-[6-methoxyacetyl dl-16-hydro      xy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-decene      hex-2-cis-enyl] 20-ethyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-on      e 506 1-trans-tri-n-butylstannyl-5-methyl 2-[6-methoxyacetyl dl-16-hydrox      y-1-methoxymethyl-1,9-dioxo-  4-trimethylsilyloxy-1-decene hex-2-cis-enyl      ] 17-methyl-20-ethyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one      507 1-trans-tri-n-butylstannyl-4-vinyl- 2-[6-methoxyacetyl dl-16-hydroxy-      1-methoxymethyl-1,9-dioxo-16-vinyl-  4-trimethylsilyloxy-1-decene      hex-2-cis-enyl] 20-ethyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-on      e 508 1-trans-tri-n-butylstannyl-4-trimethylsilylethynyl- 2-[6-methoxyace      tyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-ethynyl-  4-trimethylsilyl      oxy-1-decene hex-2-cis-enyl] 20-ethyl-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 509 1-trans-tri-n-butylstannyl-5-methylene 2-[6-meth      oxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-  4-triethylsilyloxy-1-      decene hex-2-cis-enyl] 17-methylene-20-ethyl-5-cis-13-trans prostadiene       cyclopent-2-en-1-one 510 1-trans-tri-n-butylstannyl-4-methyl-5-methylene       2-[6-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-methyl-      4-trimethylsilyloxy-1-decene hex-2-cis-enyl] 17-methylene-20-ethyl-5-cis-      13-trans prostadiene   cyclopent-2-en-1-one 511 1-trans-tri-n-butylstanny      l-4-dimethoxymethyl- 2-[6-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9      -dioxo-16-formyl-  4-trimethylsilyloxy-1-decene hex-2-cis-enyl] 20-ethyl-      5-cis-13-trans prostadiene   cyclopent-2-en-1-one 512 1-trans-tri-n-butyl      stannyl-4-fluoromethyl- 2-[6-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-      1,9-dioxo-16-fluoromethyl-  4-trimethylsilyloxy-1-decene hex-2-cis-enyl]      20-ethyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 513 1-trans-tr      i-n-butylstannyl-4-difluoromethyl- 2-[6-methoxyacetyl dl-16-hydroxy-1-met      hoxymethyl-1,9-dioxo-16-difluoromethyl-  4-trimethylsilyloxy-1-decene      hex-2-cis-enyl] 20-ethyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-on      e 514 1-trans-tri-n-butylstannyl-4-trifluoromethyl- 2-[6-methoxyacetyl      dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-trifluoromethyl-  4-trimethyls      ilyloxy-1-decene hex-2-cis-enyl] 20-ethyl-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 515 1-trans-tri-n-butylstannyl-4-chloromethyl-      2-[6-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-chloromethy      l-  4-trimethylsilyloxy-1-decene hex-2-cis-enyl] 20-ethyl-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 516 1-trans-tri-n-butylstannyl-4-trime      thylsilyloxymethyl- 2-[6-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-      dioxo-16-hydroxymethyl-  4-trimethylsilyloxy-1-decene hex-2-cis-enyl]      20-ethyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        517 1-trans-iodo- 2-[7-methoxyacetyl dl-15a-hydroxy-1-methoxymethyl-1,9      -dioxo-  3-triphenylmethoxy-1-heptene hept-2-cis-enyl] 20-nor-2-homo-5-ci      s-13-trans prostadiene   cyclopent-2-en-1-one 518 1-trans-iodo-3-methyl-      2-[7-methoxyacetyl dl-15a-hydroxy-1-methoxymethyl-1,9-dioxo-15-methyl-      3-trimethylsilyloxy-1-heptene hept-2-cis-enyl]   20-nor-2-homo-5-cis-13-t      rans prostadiene   cyclopent-2-en-1-one 519 1-trans-iodo-4,4-dimethyl      2-[7-methoxyacetyl dl-15a-hydroxy-1-methoxymethyl-1,9-dioxo-  3-trimethyl      silyloxy-1-heptene hept-2-cis-enyl] 16,16-dimethyl-20-nor-2-homo-5-cis-13      -trans prostadiene   cyclopent-2-en-1-one 520 1-trans-iodo-5,5-dimethyl      2-[7-methoxyacetyl dl-15a-hydroxy-1-methoxymethyl-1,9-dioxo-  3-triphenyl      methoxy-1-octene hept-2-cis-enyl] 17,17-dimethyl-2-homo-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 521 1-trans-iodo-4-methyl 2-[7-methoxy      acetyl dl-15a-hydroxy-1-methoxymethyl-1,9-dioxo-  3-triphenylmethoxy-1-oc      tene hept-2-cis-enyl] 16-methyl-2-homo-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 522 1-trans-iodo-4,4-trimethylene 2-[7-methoxyacetyl       dl-15a-hydroxy-1-methoxymethyl-1,9-dioxo-  3-trimethylsilyloxy-1-heptene       hept-2-cis-enyl] 16,16-trimethylene-20-nor-2-homo-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        523 1-trans-tri-n-butylstannyl-3-vinyl- 2-[7-methoxyacetyl dl-15a-hydro      xy-1-methoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-heptene      hept-2-cis-enyl] 20-nor-2-homo-5-cis-13-trans prostadiene   cyclopent-2-e      n-1-one 524 1-trans-tri-n-butylstannyl-4-phenoxy 2-[7-methoxyacetyl      dl-15a-hydroxy-1-methoxymethyl-1,9-dioxo-  3-triethylsilyloxy-1-butene      hept-2-cis-enyl] 16-phenoxy-2-homo-17-20-tetranor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 525 1-trans-tri-n-butylstannyl-4-(p-fl      uorophenoxy) 2-[7-methoxyacetyl dl-15a-hydroxy-1-methoxymethyl-1,9-dioxo-        3-triethylsilyloxy-1-butene hept-2-cis-enyl] 16-(p-fluorophenoxy)-2-hom      o-17-20-tetranor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 526      1-trans-tri-n-butylstannyl-4-(m-chlorophenoxy) 2-[7-methoxyacetyl      dl-15a-hydroxy-1-methoxymethyl-1,9-dioxo-  3-triethylsilyloxy-1-butene      hept-2-cis-enyl] 16-(m-chlorophenoxy)-2-homo-17-20-tetranor-5-cis-13-tran      s prostadiene   cyclopent-2-en-1-one 527 1-trans-tri-n-butylstannyl-4-(m-      trifluoromethylphenoxy) 2-[7-methoxyacetyl dl-15a-hydroxy-1-methoxymethyl      -1,9-dioxo-  3-triethylsilyloxy-1-butene hept-2-cis-enyl] 16-(m-trifluoro      methylphenoxy)-2-homo-17-20-tetranor-5-cis-13-trans   cyclopent-2-en-1-on      e prostadiene        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        528 1-trans-iodo-5-phenyl 2-[7-methoxyacetyl dl-15a-hydroxy-1-methoxyme      thyl-1,9-dioxo-  3-triethylsilyloxy-1-pentene hept-2-cis-enyl] 17-phenyl-      2-homo-18-20-trinor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one      529 1-trans-iodo-4,4-dimethyl-5-phenyl 2-[7-methoxyacetyl dl-15a-hydroxy-      1-methoxymethyl-1,9-dioxo-  3-triethylsilyloxy-1-pentene hept-2-cis-enyl]       16,16-dimethyl-17-phenyl-2-homo-18-20-trinor-5-cis-13-trans prostadiene        cyclopent-2-en-1-one 530 1-trans-iodo-4-cyclopentyl 2-[7-methoxyacetyl      dl-15a-hydroxy-1-methoxymethyl-1,9-dioxo-  3-triphenylmethoxy-1-butene      hept-2-cis-enyl] 16-cyclopentyl-2-homo-17-20-tetranor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 531 1-trans-iodo-4-cyclohexyl      2-[7-methoxyacetyl dl-15a-hydroxy-1-methoxymethyl-1,9-dioxo-  3-triphenyl      methoxy-1-butene hept-2-cis-enyl] 16-cyclohexyl-2-homo-17-20-tetranor-5-c      is-13-trans prostadiene   cyclopent-2-en-1-one 532 1-trans-iodo-      2-[7-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-  3-triphenylm      ethoxy-1-heptene hept-2-cis-enyl] 20-nor-2-homo-5-cis-13-trans prostadien      e   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        533 1-trans-tri-n-butylstannyl-4-methyl- 2-[7-methoxyacetyl dl-16-hydro      xy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-heptene      hept-2-cis-enyl] 20-nor-2-homo-5-cis-13-trans prostadiene   cyclopent-2-e      n-1-one 534 1-trans-tri-n-butylstannyl-4-ethyl- 2-[7-methoxyacetyl      dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-ethyl-  4-trimethylsilyloxy-1-      octene hept-2-cis-enyl] 2-homo-5-cis-13-trans prostadiene   cyclopent-2-e      n-1-one 535 1-trans-tri-n-butylstannyl-5-methyl 2-[7-methoxyacetyl      dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-  4-trimethylsilyloxy-1-heptene      hept-2-cis-enyl] 17-methyl-20-nor-2-homo-5-cis-13-trans prostadiene      cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        536 1-trans-iodo-5,5-dimethyl 2-[7-methoxyacetyl dl-16-hydroxy-1-methox      ymethyl-1,9-dioxo-  4-trimethylsilyloxy-1-octene hept-2-cis-enyl]      17,17-dimethyl-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        537 1-trans-tri-n-butylstannyl-4-vinyl- 2-[7-methoxyacetyl dl-16-hydrox      y-1-methoxymethyl-1,9-dioxo-16-vinyl-  4-trimethylsilyloxy-1-heptene      hept-2-cis-enyl] 20-nor-2-homo-5-cis-13-trans prostadiene   cyclopent-2-e      n-1-one 538 1-trans-tri-n-butylstannyl-4-cyclopropyl- 2-[7-methoxyacetyl      dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-cyclopropyl-  4-trimethylsilyl      oxy-1-octene hept-2-cis-enyl] 2-homo-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 539 1-trans-tri-n-butylstannyl-4-trimethylsilylethyn      yl- 2-[7-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-ethynyl      -  4-trimethylsilyloxy-1-heptene hept-2-cis-enyl] 20-nor-2-homo-5-cis-13-      trans prostadiene   cyclopent-2-en-1-one 540 1-trans-tri-n-butylstannyl-5      -methylene 2-[7-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-      4-triethylsilyloxy-1-heptene hept-2-cis-enyl] 17-methylene-20-nor-2-homo-      5-cis-13-trans prostadiene   cyclopent-2-en-1-one 541 1-trans-tri-n-butyl      stannyl-4-methyl-5-methylene 2-[7-methoxyacetyl dl-16-hydroxy-1-methoxyme      thyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-heptene hept-2-cis-enyl]       17-methylene-20-nor-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1      -one 542 1-trans-tri-n-butylstannyl-4-dimethoxymethyl- 2-[7-methoxyacetyl       dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-formyl-  4-trimethylsilyloxy-      1-heptene hept-2-cis-enyl] 20-nor-2-homo-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 543 1-trans-tri-n-butylstannyl-4-fluoromethyl-      2-[7-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-fluoromethy      l-  4-trimethylsilyloxy-1-heptene hept-2-cis-enyl] 20-nor-2-homo-5-cis-13      -trans prostadiene   cyclopent-2-en-1-one 544 1-trans-tri-n-butylstannyl-      4-difluoromethyl- 2-[7-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-di      oxo-16-difluoromethyl-  4-trimethylsilyloxy-1-heptene hept-2-cis-enyl]      20-nor-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 545      1-trans-tri-n-butylstannyl-4-trifluoromethyl- 2-[7-methoxyacetyl      dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-trifluoromethyl-  4-trimethyls      ilyloxy-1-heptene hept-2-cis-enyl] 20-nor-2-homo-5-cis-13-trans prostadie      ne   cyclopent-2-en-1-one 546 1-trans-tri-n-butylstannyl-4-chloromethyl-      2-[7-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-chloromethy      l-  4-trimethylsilyloxy-1-heptene hept-2-cis-enyl] 20-nor-2-homo-5-cis-13      -trans prostadiene   cyclopent-2-en-1-one 547 1-trans-tri-n-butylstannyl-      4-trimethylsilyloxymethyl- 2-[7-methoxyacetyl dl-16-hydroxy-1-methoxymeth      yl-1,9-dioxo-16-hydroxymethyl-  4-trimethylsilyloxy-1-heptene hept-2-cis-      enyl] 20-nor-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        548 1-trans-iodo-4-methyl-7-chloro 2-[7-methoxyacetyl dl-16-hydroxy-1-m      ethoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-heptene      hept-2-cis-enyl] 19-chloro-2-homo-20-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 549 1-trans-iodo- 2-[7-methoxyacetyl dl-15a-hydroxy-      1-methoxymethyl-1,9-dioxo-  4-triphenylmethoxy-1-octene hept-2-cis-enyl]      2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 550 1-trans-iodo      -3-methyl- 2-[7-methoxyacetyl dl-15a-hydroxy-1-methoxymethyl-1,9-dioxo-15      -methyl-  4-trimethylsilyloxy-1-octene hept-2-cis-enyl] 2-homo-5-cis-13-t      rans prostadiene   cyclopent-2-en-1-one 551 1-trans-iodo-4,4-dimethyl      2-[7-methoxyacetyl dl-15a-hydroxy-1-methoxymethyl-1,9-dioxo-  3-trimethyl      silyloxy-1-octene hept-2-cis-enyl] 16,16-dimethyl-2-homo-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 552 1-trans-iodo-4,4-trimethylene      2-[7-methoxyacetyl dl-15a-hydroxy-1-methoxymethyl-1,9-dioxo-  3-trimethyl      silyloxy-1-octene hept-2-cis-enyl] 16,16-trimethylene-2-homo-5-cis-13-tra      ns prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        553 1-trans-tri-n-butylstannyl-3-vinyl- 2-[7-methoxyacetyl dl-15a-hydro      xy-1-methoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-octene      hept-2-cis-enyl] 2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        554 1-trans-iodo- 2-[7-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-      dioxo-  4-triphenylmethoxy-1-octene hept-2-cis-enyl] 2-homo-5-cis-13-tran      s prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        555 1-trans-tri-n-butylstannyl-4-methyl- 2-[7-methoxyacetyl dl-16-hydro      xy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-octene      hept-2-cis-enyl] 2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one       556 1-trans-tri-n-butylstannyl-5-methyl 2-[7-methoxyacetyl dl-16-hydroxy      -1-methoxymethyl-1,9-dioxo-  4-trimethylsilyloxy-1-octene hept-2-cis-enyl      ] 17-methyl-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 557      1-trans-tri-n-butylstannyl-4-vinyl- 2-[7-methoxyacetyl dl-16-hydroxy-1-me      thoxymethyl-1,9-dioxo-16-vinyl-  4-trimethylsilyloxy-1-octene hept-2-cis-      enyl] 2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 558      1-trans-tri-n-butylstannyl-4-trimethylsilylethynyl- 2-[7-methoxyacetyl      dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-ethynyl-  4-trimethylsilyloxy-      1-octene hept-2-cis-enyl] 2-homo-5-cis-13-trans prostadiene   cyclopent-2      -en-1-one 559 1-trans-tri-n-butylstannyl-5-methylene 2-[7-methoxyacetyl      dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-  4-triethylsilyloxy-1-octene      hept-2-cis-enyl] 17-methylene-2-homo-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 560 1-trans-tri-n-butylstannyl-4-methyl-5-methylene      2-[7-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-methyl-      4-trimethylsilyloxy-1-octenehept-2-cis-enyl] 17-methylene-2-homo-5-cis-13      -trans prostadiene  cyclopent-2-en-1-one 561 1-trans-tri-n-butylstannyl-4      -dimethoxymethyl- 2-[7-methoxyacetyl d1-16-hydroxy-1-methoxymethyl-1,9-di      oxo-16-formyl- 4-trimethylsilyloxy-1-octene hept-2-cis-enyl] 2-homo-5-cis      -13-trans prostadiene   cyclopent-2-en-1-one 562 1-trans-tri-n-butylstann      yl-4-fluoromethyl- 2-[7-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-d      ioxo-16-fluoromethyl- 4-trimethysilyloxy-1-octene hept-2-cis-enyl]2-homo-      5-cis-13-trans prostadiene  cyclopent-2-en-1-one563 1-trans-tri-n-butylst      annyl-4-difluoromethyl- 2-[7-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-      1,9-dioxo-16-difluoromethyl-  4-trimethylsilyloxy-1-octene hept-2-cis-eny      l] 2-homo-5-cis-13-trans-prostadiene   cyclopent-2-en-1-one 564 1-trans-t      ri-n-butylstannyl-4-trifluoromethyl- 2-[7-methoxyacetyl dl-16-hydroxy-1-m      ethoxymethyl-1,9-dioxo-16-trifluoromethyl-  4-trimethylsilyloxy-1-octene      hept-2-cis enyl] 2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one       565 1-trans-tri-n-butylstannyl-4-chloromethyl- 2-[7-methoxyacetyl      dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-chloromethyl-  4-trimethylsily      loxy-1-octene hept-2-cis-enyl] 2-homo-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 566 1-trans-tri-n-butylstannyl-4-trimethylsilyloxyme      thyl- 2-[7-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-hydro      xymethyl-  4-trimethylsilyloxy-1-octene hept-2-cis enyl] 2-homo-5-cis-13-      trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        567 1-trans-iodo- 2-[7-methoxyacetyl dl-15a-hydroxy-1-methoxymethyl-1,9      -dioxo-  3-triphenylmethoxy-1-nonene hept-2-cis-enyl]  20-methyl-2-homo-5      -cis-13-trans prostadiene   cyclopent-2-en-1-one 568 1-trans-iodo-3-methy      l- 2-[7-methoxyacetyl dl-15a-hydroxy-1-methoxymethyl-1,9-dioxo-15-methyl-        3-trimethylsilyloxy-1-nonene hept-2-cis enyl] 20-methyl-2-homo-5-cis-13      -trans prostadiene   cyclopent-2-en-1-one 569 1-trans-iodo-4,4-dimethyl      2-[7-methoxyacetyl dl-15a-hydroxy-1-methoxymethyl-1,9-dioxo-  3-trimethyl      silyloxy-1-nonene hept-2-cis enyl] 16,16-dimethyl-20-methyl-2-homo-5-cis-      13-trans prostadiene   cyclopent-2-en-1-one 570 1-trans-iodo-4,4-trimethy      lene 2-[7-methoxyacetyl dl-15a-hydroxy-1-methoxymethyl-1,9-dioxo-      3-trimethylsilyloxy-1-nonene hept-2-cis enyl] 16,16-trimethylene-20-methy      l-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES         571 1-trans-tri-n-butylstannyl-3-vinyl- 2-[7-methoxyacetyl dl-15a-hydr      oxy-1-methoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-nonene      hept-2-cis enyl] 20-methyl-2-homo-5-cis-13-trans prostadiene   cyclopent-      2-en-1-one         EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        572 1-trans-iodo- 2-[7-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-      dioxo-  4-triphenylmethoxy-1-nonene hept-2-cis-enyl] 20-methyl-2-homo-5-c      is-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        573 1-trans-tri-n-butylstannyl-4-methyl 2-[7-methoxyacetyl dl-16-hydrox      y-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-nonene      hept-2-cis-enyl] 20-methyl-2-homo-5-cis-13-trans prostadiene   cyclopent-      2-en-1-one 574 1-trans-tri-n-butylstannyl-5-methyl 2-[7-methoxyacetyl      dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-  4-trimethylsilyloxy-1-nonene      hept-2-cis-enyl]17-methyl-20-methyl-2-homo-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 575 1-trans-tri-n-butylstannyl-4-vinyl- 2-[7-methoxy      acetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-vinyl-  4-trimethylsilo      xy-1-nonene hept-2-cis-enyl] 20-methyl-2-homo-5-cis-13-trans prostadiene        cyclopent-2-en-1-one 576 1-trans-tri-n-butylstannyl-4-trimethylsilyleth      ynyl- 2-[7-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-ethyn      yl-  4-trimethylsilyloxy-1-nonene hept-2-cis-enyl] 20-methyl-2-homo-5-cis      -13-trans prostadiene   cyclopent-2-en-1-one 577 1-trans-tri-butylstannyl      -5-methylene 2-[7-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-       4-triethylsilyloxy-1-nonene hept-2-cis-enyl] 17-methylene-20-methyl-2-ho      mo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 578 1-trans-tri-n-bu      tylstannyl-4-methyl-5-methylene 2-[7-methoxyacetyl dl-16-hydroxy-1-methox      ymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-nonene hept-2-cis-eny      l] 17-methylene-20-methyl-2-homo-5-cis-13-trans prostadiene   cyclopent-2      -en-1-one 579 1-trans-tri-n-butylstannyl-4-dimethoxymethyl- 2-[7-methoxya      cetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-formyl-  4-trimethylsily      loxy-1-nonene hept-2-cis-enyl] 20-methyl-2-homo-5-cis-13-trans prostadien      e  cyclopent-2-en-1-one 580 1-trans-tri-n-butylstannyl-4-fluoromethyl-      2-[7-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-fluoromethy      l-  4-trimethylsilyloxy-1-nonene hept-2-cis-enyl] 20-methyl-2-homo-5-cis-      13-trans prostadiene   cyclopent-2-en-1-one 581 1-trans-tri-n-butylstanny      l-4-difluoromethyl- 2-[7-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-      dioxo-16-difluoromethyl-  4-trimethylsilyloxy-1-nonene hept-2-cis-enyl]      20-methyl-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 582      1-trans-tri-n-butylstannyl-4-trifluoromethyl- 2-[7-methoxyacetyl      dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-trifluoromethyl-  4-trimethyls      ilyloxy-1-nonene hept-2-cis-enyl] 20-methyl-2-homo-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 583 1-trans-tri-n-butylstannyl-4-chlor      omethyl- 2-[7-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-ch      loromethyl-  4-trimethylsilylxoy-1-nonene hept-2-cis-enyl] 20-methyl-2-ho      mo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 584 1-trans-tri-n-bu      tylstannyl-4-trimethylsilyloxymethyl- 2-[7-methoxyacetyl dl-16-hydroxy-1-      methoxymethyl-1,9-dioxo-16-hydroxymethyl-  4-trimethylsilyloxy-1-nonene      hept-2-cis-enyl] 20-methyl-2-homo-5-cis-13-trans prostadiene   cyclopent-      2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        585 1-trans-iodo- 2-[7-methoxyacetyl dl-15a-hydroxy-1-methoxymethyl-1,9      -dioxo-  3-triphenylmethoxy-1-decene hept-2-cis-enyl] 20-ethyl-2-homo-5-c      is-13-trans prostadiene   cyclopent-2-en-1-one 586 1-trans-iodo-3-methyl-       2-[7-methoxyacetyl dl-15a-hydroxy-1-methoxymethyl-1,9-dioxo-15-methyl-      3-trimethylsilyloxy-1-decene hept-2-cis-enyl] 20-ethyl-2-homo-5-cis-13-tr      ans prostadiene   cyclopent-2-en-1-one 587 1-trans-iodo-4,4-dimethyl      2-[7-methoxyacetyl dl-15a-hydroxy-1-methoxymethyl-1,9-dioxo-  3-trimethyl      silyloxy-1-decene hep-2-cis-enyl] 16,16-dimethyl-20-ethyl-2-homo-5-cis-13      -trans prostadiene   cyclopent-2-en-1-one 588 1-trans-iodo-4,4-trimethlen      e 2-[7-methoxyacetyl dl-15a-hydroxy-1-methoxymethyl-1,9-dioxo-  3-trimeth      ylsilyloxy-1-decene hept-2-cis-enyl] 16,16-trimethylene-20-ethyl-2-homo-5      -cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        589 1-trans-tri-n-butylstannyl-3-vinyl- 2-[7-methoxyacetyl dl-15a-hydro      xy-1-methoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilylxoy-1-decene      hept-2-cis-enyl] 20-ethyl-2-homo-5-cis-13-trans prostadiene   cyclopent-2      -en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        590 1-trans-iodo- 2-[7-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-      dioxo-  4-triphenylmethoxy-1-decene hept-2-cis-enyl] 20-ethyl-2-homo-5-ci      s-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        591 1-trans-tri-n-butylstannyl-4-methyl- 2-[7-methoxyacetyl dl-16-hydro      xy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-decene      hept-2-cis-enyl] 20-ethyl-2-homo-5-cis-13-trans prostadiene   cyclopent-2      -en-1-one 592 1-trans-tri-n-butylstannyl-5-methyl 2-[7-methoxyacetyl      dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-  4-trimethylsilyloxy-1-decene      hept-2-cis-enyl] 17-methyl-20-ethyl-2-homo-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 593 1-trans-tri-n-butylstannyl-4-vinyl- 2-[7-methoxy      acetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-vinyl-  4-trimethylsily      loxy-1-decene hept-2-cis-enyl] 20-ethyl-2-homo-5-cis-13-trans prostadiene         cyclopent-2-en-1-one 594 1-trans-tri-n-butylstannyl-4-trimethylsilylet      hynyl- 2-[7-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-ethy      nyl-  4-trimethylsilyloxy-1-decene hept-2-cis-enyl] 20-ethyl-2-homo-5-cis      -13-trans prostadiene   cyclopent-2-en-1-one 595 1-trans-tri-n-butylstann      yl-5-methylene 2-[7-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo      -  4-trimethylsilyloxy-1-decene hept-2-cis-enyl] 17-methylene-20-ethyl-2-      homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 596 1-trans-tri-n-      butylstannyl-4-methyl-5-methylene 2-[7-methoxyacetyl dl-16-hydroxy-1-meth      oxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-decene hept-2-cis-e      nyl] 17-methylene-20-ethyl-2-homo-5-cis-13-trans prostadiene   cyclopent-      2-en-1-one 597 1-trans-tri-n-butylstannyl-4-dimethoxymethyl- 2-[7-methoxy      acetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-formyl-  4-trimethylsil      yloxy-1-decene hept-2-cis-enyl] 20-ethyl-2-homo-5-cis-13-trans prostadien      e   cyclopent-2-en-1-one 598 1-trans-tri-n-butylstannyl-4-fluoromethyl-      2-[7-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-fluoromethy      l-  4-trimethylsilyloxy-1-decene hept-2-cis-enyl] 20-ethyl-2-homo-5-cis-1      3-trans prostadiene   cyclopent-2-en-1-one 599 1-trans-tri-n-butylstannyl      -4-difluoromethyl- 2-[7-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-d      ioxo-16-difluoromethyl-  4-trimethylsilyloxy-1-decene hept-2-cis-enyl]      20-ethyl-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 600      1-trans-tri-n-butylstannyl-4-trifluoromethyl- 2-[7-methoxyacetyl      dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-trifluoromethyl-  4-trimethyls      ilyloxy-1-decene hept-2-cis-enyl] 20-ethyl-2-homo-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 601 1-trans-tri-n-butylstannyl-4-chlor      omethyl- 2-[7-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-ch      loromethyl-  4-trimethylsilyloxy-1-decene hept-2-cis-enyl] 20-ethyl-2-hom      o-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 602 1-trans-tri-n-but      ylstannyl-4-trimethylsilyloxymethyl- 2-[7-methoxyacetyl dl-16-hydroxy-1-m      ethoxymethyl-1,9-dioxo-16-hydroxymethyl-  4-trimethylsilyloxy-1-decene      hept-2-cis-enyl] 20-ethyl-2-homo-5-cis-13-trans prostadiene   cyclopent-2      -en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        603 1-trans-tri-n-butylstannyl-4-methyl- 2-[5-methoxyacetyl dl-11a,16-d      ihydroxy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1,7-oc      tadiene pent-2-cis-enyl]-4-trimethylsiloxy 2-nor-5-cis-13-trans-19      prostatriene  cyclopent-2-en-1-one 604 1-trans-tri-n-butylstannyl-4-methy      l- 2-[6-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-me      thyl-  4-trimethylsilyloxy-1,7-octadiene hex-2-cis-enyl]-4-trimethylsilox      y 5-cis-13-trans-19 prostatriene  cyclopent-2-en-1-one 605 1-trans-tri-n-      butylstannyl-4-methyl- 2-[7-methoxyacetyl dl-11a,16-dihydroxy-1-methoxyme      thyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1,7-octadiene hept-2-cis-e      nyl]-4-trimethylsiloxy 2-homo-5-cis-13-trans-19 prostatriene  cyclopent-2      -en-1-one 606 1-trans-tri-n-butylstannyl-4-methyl- 2-[6-methoxyacetyl      nat-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsil      yloxy-1,7-octadiene hex-2-cis-enyl]-4R-trimethylsiloxy 5-cis-13-trans-19      prostatriene  cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENTONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        607 1-trans-tri-n-butylstannyl-4-methyl- 2-[5-methoxyacetyl dl-16-hydro      xy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1,7-octadien      e pent-2-cis-enyl] 2-nor-5-cis-13-trans-19 prostatriene   cyclopent-2-en-      1-one 608 1-trans-tri-n-butylstannyl-4-methyl- 2-[6-methoxyacetyl      dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethysilyloxy-1,      7-octadiene hex-2-cis-enyl] 5-cis-13-trans-19 prostatriene   cyclopent-2-      en-1-one 609 1-trans-tri-n-butylstannyl-4-methyl- 2-[7-methoxyacetyl      dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1      ,7-octadiene hept-2-cis-enyl] 2-homo-5-cis-13-trans-19 prostatriene      cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        610 1-trans-iodo- 2-[5-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethy      l-1,9-dioxo-  4-triphenylmethoxy-1,5-heptadiene pent-2-cis-enyl]-4-trimet      hylsiloxy 20-nor-2-nor-5-cis-13-trans-17-trans prostatriene   cyclopent-2      -en-1-one 611 1-trans-iodo-4-methyl- 2-[5-methoxyacetyl dl-11a,16-dihydro      xy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1,5-heptadie      ne pent-2-cis-enyl]-4-trimethylsiloxy 20-nor-2-nor-5-cis-13-trans-17-tran      s prostatriene   cyclopent-2-en-1-one 612 1-trans-iodo- 2-[5-methoxyacety      l dl-11a-16-dihydroxy-1-methoxymethyl-1,9-dioxo-  4-triphenylmethoxy-1,5-      octadiene pent-2-cis-enyl]-4-trimethylsiloxy 2-nor-5-cis-13-trans-17-tran      s prostatriene   cyclopent-2-en-1-one 613 1-trans-iodo-4-methyl-      2-[5-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-methy      l-  4-trimethylsilyloxy-1,5-octadiene pent-2-cis-enyl]-4-trimethylsiloxy      2-nor-5-cis-13-trans-17-trans prostatriene   cyclopent-2-en-1-one 614      1-trans-iodo- 2-[5-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-      dioxo-  4-triphenylmethoxy-1,5-nonadiene pent-2-cis-enyl]-4-trimethylsilo      xy 20-methyl-2-nor-5-cis-13-trans-17-trans prostatriene   cyclopent-2-en-      1-one 615 1-trans-iodo-4-methyl- 2-[5-methoxyacetyl dl-11a,16-dihydroxy-1      -methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1,5-nonadiene      pent-2-cis-enyl]-4-trimethylsiloxy 20-methyl-2-nor-5-cis-13-trans-17-tran      s prostatriene   cyclopent-2-en-1-one 616 1-trans-iodo- 2-[5-methoxyacety      l dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-  4-triphenylmethoxy-1,5-      decadiene pent-2-cis-enyl]-4-trimethylsiloxy 20-ethyl-2-nor-5-cis-13-tran      s-17-trans prostatriene   cyclopent-2-en-1-one 617 1-trans-iodo-4-methyl-       2-[5-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-meth      yl-  4-trimethylsilyloxy-1,5-decadiene pent-2-cis-enyl]  -4-trimethylsilo      xy 20-ethyl-2-nor-5-cis-13-trans-17-trans prostatriene   cyclopent-2-en-1      -one 618 1-trans-iodo- 2-[6-methoxyacetyl dl-11a,16-dihydroxy-1-methoxyme      thyl-1,9-dioxo-  4-triphenylmethoxy-1,5-heptadiene hex-2-cis-enyl]-4-trim      ethylsiloxy 20-nor-5-cis-13-trans-17-trans prostatriene   cyclopent-2-en-      1-one 619 1-trans-iodo-4-methyl- 2-[6-methoxyacetyl dl-11a,16-dihydroxy-1      -methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1,5-heptadiene      hex-2-cis-enyl]-4-trimethylsiloxy 20-nor-5-cis-13-trans-17-trans      prostatriene   cyclopent-2-en-1-one 620 1-trans-iodo- 2-[6-methoxyacetyl      dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-  4-triphenylmethoxy-1,5-oc      tadiene hex-2-cis-enyl]-4-trimethylsiloxy 5-cis-13-trans-17-trans      prostatriene   cyclopent-2-en-1-one 621 1-trans-iodo-4-methyl- 2-[6-metho      xyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-methyl-      4-trimethylsilyloxy-1,5-octadiene hex-2-cis-enyl]-4-trimethylsiloxy      5-cis-13-trans-17-trans prostatriene   cyclopent-2-en-1-one 622 1-trans-i      odo- 2-[6-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-      4-triphenylmethoxy-1,5-nonadiene hex-2-cis-enyl]-4-trimethylsiloxy      20-methyl-5-cis-13-trans-17-trans prostatriene   cyclopent-2-en-1-one      623 1-trans-iodo-4-methyl- 2-[6-methoxyacetyl dl-11a,16-dihydroxy-1-metho      xymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1,5-nonadiene      hex-2-cis-enyl]-4-trimethylsiloxy 20-methyl-5-cis-13-trans-17-trans      prostatriene   cyclopent-2-en-1-one 624 1-trans-iodo- 2-[6-methoxyacetyl      dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-  4-triphenylmethoxy-1,5-de      cadiene hex-2-cis-enyl]-4-trimethylsiloxy 20-ethyl-5-cis-13-trans-17-tran      s prostatriene   cyclopent-2-en-1-one 625 1-trans-iodo-4-methyl-      2-[6-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-methy      l-  4-trimethylsilyloxy-1,5-decadiene hex-2-cis-enyl]-4-trimethylsiloxy      20-ethyl-5-cis-13-trans-17-trans prostatriene   cyclopent-2-en-1-one 626      1-trans-iodo- 2-[7-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-      dioxo-  4-triphenylmethoxy-1,5-heptadiene hept-2-cis-enyl]-4-trimethylsil      oxy 20-nor-2-homo-5-cis-13-trans-17-trans prostatriene   cyclopent-2-en-1      -one 627 1-trans-iodo-4-methyl- 2-[7-methoxyacetyl dl-11a,16-dihydroxy-1-      methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1,5-heptadiene      hept-2-cis-enyl]-4-trimethylsiloxy 20-nor-2-homo-5-cis-13-trans-17-trans      prostatriene   cyclopent-2-en-1-one 628 1-trans-iodo- 2-[7-methoxyacetyl      dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-  4-triphenylmethoxy-1,5-oc      tadiene hept-2-cis-enyl]-4-trimethylsiloxy 2-homo-5-cis-13-trans-17-trans       prostatriene   cyclopent-2-en-1-one 629 1-trans-iodo-4-methyl- 2-[7-meth      oxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-methyl-      4-trimethylsilyloxy-1,5-octadiene hept-2-cis-enyl]-4-trimethylsiloxy      2-homo-5-cis-13-trans-17-trans prostatriene   cyclopent-2-en-1-one 630      1-trans-iodo- 2-[7-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-      dioxo-  4-triphenylmethoxy-1,5-nonadiene hept-2-cis-enyl]-4-trimethylsilo      xy 20-methyl-2-homo-5-cis-13-trans-17-trans prostatriene   cyclopent-2-en      -1-one 631 1-trans-iodo-4-methyl- 2-[7-methoxyacetyl dl-11a,16-dihydroxy-      1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1,5-nonadiene      hept-2-cis-enyl]-4-trimethylsiloxy 20-methyl-2-homo-5-cis-13-trans-17-tra      ns prostatriene   cyclopent-2-en-1-one 632 1-trans-iodo- 2-[7-methoxyacet      yl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-  4-triphenylmethoxy-1,5      -decadiene hept-2-cis-enyl]-4-trimethylsiloxy 20-ethyl-2-homo-5-cis-13-tr      ans-17-trans prostatriene   cyclopent-2-en-1-one 633 1-trans-iodo-4-methy      l- 2-[7-methoxyacetyl dl-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-me      thyl-  4-trimethylsilyloxy-1,5-decadiene hept-2-cis-enyl]-4-trimethylsilo      xy 20-ethyl-2-homo-5-cis-13-trans-17-trans prostatriene   cyclopent-2-en-      1-one 634 1-trans-iodo- 2-[6-methoxyacetyl nat-11a,16-dihydroxy-1-methoxy      methyl-1,9-dioxo-  4-triphenylmethoxy-1,5-heptadiene hex-2-cis-enyl]-4R-t      rimethylsiloxy 20-nor-5-cis-13-trans-17-trans prostatriene   cyclopent-2-      en-1-one 635 1-trans-iodo-4-methyl- 2-[6-methoxyacetyl nat-11a,16-dihydro      xy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1,5-heptadie      ne hex-2-cis-enyl]-4R-trimethylsiloxy 20-nor-5-cis-13-trans-17-trans      prostatriene   cyclopent-2-en-1-one 636 1-trans-iodo- 2-[6-methoxyacetyl      nat-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-  4-triphenylmethoxy-1,5-o      ctadiene hex-2-cis-enyl]-4R-trimethylsiloxy 5-cis-13-trans-17-trans      prostatriene   cyclopent-2-en-1-one 637 1-trans-iodo-4-methyl- 2-[6-metho      xyacetyl nat-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-methyl-      4-trimethylsilyloxy-1,5-octadiene hex-2-cis-enyl]-4R-trimethylsiloxy      5-cis-13-trans-17-trans prostatriene   cyclopent-2-en-1-one 638 1-trans-i      odo- 2-[6-methoxyacetyl nat-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-      4-triphenylmethoxy-1,5-nonadiene hex-2-cis-enyl]-4R-trimethylsiloxy      20-methyl-5-cis-13-trans-17-trans prostatriene   cyclopent-2-en-1-one      639 1-trans-iodo-4-methyl- 2-[6-methoxyacetyl nat-11a,16-dihydroxy-1-meth      oxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1,5-nonadiene      hex-2-cis-enyl]-4R-trimethylsiloxy 20-methyl-5-cis-13-trans-17-trans      prostatriene   cyclopent-2-en-1-one 640 1-trans-iodo- 2-[6-methoxyacetyl      nat-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-  4-triphenylmethoxy-1,5-d      ecadiene hex-2-cis-enyl]-4R-trimethylsiloxy 20-ethyl-5-cis-13-trans-17-tr      ans prostatriene   cyclopent-2-en-1-one 641 1-trans-iodo-4-methyl-      2-[6-methoxyacetyl nat-11a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-meth      yl-  4-trimethylsilyloxy-1,5-decadiene hex-2-cis-enyl]-4R-trimethylsiloxy       20-ethyl-5-cis-13-trans-17-trans prostatriene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        642 1-trans-iodo- 2-[5-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-      dioxo-  4-triphenylmethoxy-1,5-heptadiene pent-2-cis-enyl] 20-nor-2-nor-5      -cis-13-trans-17-trans prostatriene   cyclopent-2-en-1-one 643 1-trans-io      do-4-methyl- 2-[5-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-1      6-methyl-  4-trimethylsilyloxy-1,5-heptadiene pent-2-cis-enyl] 20-nor-2-n      or-5-cis-13-trans-17-trans prostatriene   cyclopent-2-en-1-one 644      1-trans-iodo- 2-[5-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-        4-triphenylmethoxy-1,5-octadiene pent-2-cis-enyl] 2-nor-5-cis-13-trans-      17-trans prostatriene   cyclopent-2-en-1-one 645 1-trans-iodo-4-methyl-      2-[5-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-methyl-      4-trimethylsilyloxy-1,5-octadiene pent-2-cis-enyl] 2-nor-5-cis-13-trans-1      7-trans prostatriene   cyclopent-2-en-1-one 646 1-trans-iodo- 2-[5-methox      yacetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-  4-triphenylmethoxy-1,5-      nonadiene pent-2-cis-enyl] 20-methyl-2-nor-5-cis-13-trans-17-trans      prostatriene   cyclopent-2-en-1-one 647 1-trans-iodo-4-methyl- 2-[5-metho      xyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethyls      ilyloxy-1,5-nonadiene pent-2-cis-enyl] 20-methyl-2-nor-5-cis-13-trans-17-      trans prostatriene  cyclopent-2-en-1-one 648 1-trans-iodo- 2-[5-methoxyac      etyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-  4-triphenylmethoxy-1,5-dec      adiene pent-2-cis-enyl] 20-ethyl-2-nor-5-cis-13-trans-17-trans prostatrie      ne   cyclopent-2-en-1-one 649 1-trans-iodo-4-methyl- 2-[5-methoxyacetyl      dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1      ,5-decadiene pent-2-cis-enyl] 20-ethyl-2-nor-5-cis-13-trans-17-trans      prostatriene   cyclopent-2-en-1-one 650 1-trans-iodo- 2-[6-methoxyacetyl      dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-  4-triphenylmethoxy-1,5-heptadie      ne hex-2-cis-enyl] 20-nor-5-cis-13-trans-17-trans prostatriene      cyclopent-2-en-1-one 651 1-trans-iodo-4-methyl- 2-[6-methoxyacetyl      dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1      ,5-heptadiene hex-2-cis-enyl] 20-nor-5-cis-13-trans-17-trans prostatriene         cyclopent-2-en-1-one 652 1-trans-iodo- 2-[6-methoxyacetyl dl-16-hydrox      y-1-methoxymethyl-1,9-dioxo-  4-triphenylmethoxy-1,5-octadiene hex-2-cis-      enyl] 5-cis-13-trans-17-trans prostatriene   cyclopent-2-en-1-one 653      1-trans-iodo-4-methyl- 2-[6-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1      ,9-dioxo-16-methyl-  4-trimethylsilyloxy-1,5-octadiene hex-2-cis-enyl]      5-cis-13-trans-17-trans prostatriene   cyclopent-2-en-1-one 654 1-trans-i      odo- 2-[6-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-      4-triphenylmethoxy-1,5-nonadiene hex-2-cis-enyl] 20-methyl-5-cis-13-trans      -17-trans prostatriene   cyclopent-2-en-1-one 655 1-trans-iodo-4-methyl-      2-[6-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-methyl-      4-trimethylsilyloxy-1,5-nonadiene hex-2-cis-enyl] 20-methyl-5-cis-13-tran      s-17-trans prostatriene   cyclopent-2-en-1-one 656 1-trans-iodo-      2-[6-methoxyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-  4-triphenylm      ethoxy-1,5-decadiene hex-2-cis-enyl] 20-ethyl-5-cis-13-trans-17-trans      prostatriene   cyclopent-2-en-1-one 657 1-trans-iodo-4-methyl- 2-[6-metho      xyacetyl dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethyls      ilyloxy-1,5-decadiene hex-2-cis-enyl] 20-ethyl-5-cis-13-trans-17-trans      prostatriene   cyclopent-2-en-1-one 658 1-trans-iodo- 2-[7-methoxyacetyl      dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-  4-triphenylmethoxy-1,5-heptadie      ne hept-2-cis-enyl] 20-nor-2-homo-5-cis-13-trans-17-trans prostatriene      cyclopent-2-en-1-one 659 1-trans-iodo-4-methyl- 2-[7-methoxyacetyl      dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1      ,5-heptadiene hept-2-cis-enyl] 20-nor-2-homo-5-cis-13-trans-17-trans      prostatriene   cyclopent-2-en-1-one 660 1-trans-iodo- 2-[7-methoxyacetyl      dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-  4-triphenylmethoxy-1,5-octadien      e hept-2-cis-enyl] 2-homo-5-cis-13-trans-17-trans prostatriene      cyclopent-2-en-1-one 661 1-trans-iodo-4-methyl- 2-[7-methoxyacetyl      dl-16-hydroxy-1-methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1      ,5-octadiene hept-2-cis-enyl] 2-homo-5-cis-13-trans-17-trans prostatriene         cyclopent-2-en-1-one 662 1-trans-iodo- 2-[7-methoxyacetyl dl-16-hydrox      y-1-methoxymethyl-1,9-dioxo-  4-triphenylmethoxy-1,5-nonadiene hept-2-cis      -enyl] 20-methyl-2-homo-5-cis-13-trans-17-trans prostatriene   cyclopent-      2-en-1-one 663 1-trans-iodo-4-methyl- 2-[7-methoxyacetyl dl-16-hydroxy-1-      methoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1,5-nonadiene      hept-2-cis-enyl] 20-methyl-2-homo-5-cis-13-trans-17-trans prostatriene      cyclopent-2-en-1-one 664 1-trans-iodo- 2-[7-methoxyacetyl dl-16-hydroxy-1      -methoxymethyl-1,9-dioxo-  4-triphenylmethoxy-1,5-decadiene hept-2-cis-en      yl] 20-ethyl-2-homo-5-cis-13-trans-17-trans prostatriene   cyclopent-2-en      -1-one 665 1-trans-iodo-4-methyl- 2-[7-methoxyacetyl dl-16-hydroxy-1-meth      oxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1,5-decadiene      hept-2-cis-enyl] 20-ethyl-2-homo-5-cis-13-trans-17-trans prostatriene      cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        666 1-trans erthro-iodo- 2-[5-methoxyacetyl dl erthro-11a,15a,16-trihyd      roxy-1-methoxymethyl-1,9-dioxo-  3,4-isopropylidenedioxy-1-heptene      pent-2-cis-enyl]-4-trimethylsiloxy 20-nor-2-nor-5-cis-13-trans prostadien      e   cyclopent-2-en-1-one 667 1-trans erthro-iodo- 2-[5-methoxyacetyl dl      erthro-11a,15a,16-trihydroxy-1-methoxymethyl-1,9-dioxo-  3,4-isopropylide      nedioxy-1-octene pent-2-cis-enyl]-4-trimethylsiloxy 2-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 668 1-trans erthro-iodo- 2-[5-methoxya      cetyl dl erthro-11a,15a,16-trihydroxy-1-methoxymethyl-1,9-dioxo-      3,4-isopropylidenedioxy-1-nonene pent-2-cis-enyl]-4-trimethylsiloxy      20-methyl-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 669      1-trans erthro-iodo- 2-[5-methoxyacetyl dl erthro-11a,15a,16-trihydroxy-1      -methoxymethyl-1,9-dioxo-  3,4-isopropylidenedioxy-1-decene pent-2-cis-en      yl]-4-trimethylsiloxy 20-ethyl-2-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 670 1-trans erthro-iodo- 2-[6-methoxyacetyl dl      erthro-11a,15a,16-trihydroxy-1-methoxymethyl-1,9-dioxo-  3,4-isopropylide      nedioxy-1-heptene hex-2-cis-enyl]-4-trimethylsiloxy 20-nor-5-cis-13-trans       prostadiene   cyclopent-2-en-1-one 671 1-trans erthro-iodo- 2-[6-methoxy      acetyl dl erthro-11a,15a,16-trihydroxy-1-methoxymethyl-1,9-dioxo-      3,4-isopropylidenedioxy-1-octene hex-2-cis-enyl]-4-trimethylsiloxy      5-cis-13-trans prostadiene   cyclopent-2-en-1-one 672 1-trans erthro-iodo      - 2-[6-methoxyacetyl dl erthro-11a,15a,16-trihydroxy-1-methoxymethyl-1,9-      dioxo-  3,4-isopropylidenedioxy-1-nonene hex-2-cis-enyl]-4-trimethylsilox      y 20-methyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 673      1-trans erthro-iodo- 2-[6-methoxyacetyl dl erthro-11a,15a,16-trihydroxy-1      -methoxymethyl-1,9-dioxo-  3,4-isopropylidenedioxy-1-decene hex-2-cis-eny      l]-4-trimethylsiloxy 20-ethyl-5-cis-13-trans prostadiene   cyclopent-2-en      -1-one 674 1-trans erthro-iodo- 2-[7-methoxyacetyl dl erthro-11a,15a,16-t      rihydroxy-1-methoxymethyl-1,9-dioxo-  3,4-isopropylidenedioxy-1-heptene      hept-2-cis-enyl]-4-trimethylsiloxy 20-nor-2-homo-5-cis-13-trans prostadie      ne   cyclopent-2-en-1-one 675 1-trans erthro-iodo- 2-[7-methoxyacetyl dl      erthro-11a,15a,16-trihydroxy-1-methoxymethyl-1,9-dioxo-  3,4-isopropylide      nedioxy-1-octene hept-2-cis-enyl]  -4-trimethylsiloxy 2-homo-5-cis-13-tra      ns prostadiene   cyclopent-2-en-1-one 676 1-trans erthro-iodo- 2-[7-metho      xyacetyl dl erthro-11a,15a,16-trihydroxy-1-methoxymethyl-1,9-dioxo-      3,4-isopropylidenedioxy-1-nonene hept-2-cis-enyl]-4-trimethylsiloxy      20-methyl-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 677      1-trans erthro-iodo- 2-[7-methoxyacetyl dl erthro-11a,15a,16-trihydroxy-1      -methoxymethyl-1,9-dioxo-  3,4-isopropylidenedioxy-1-decene hept-2-cis-en      yl]-4-trimethylsiloxy 20-ethyl-2-homo-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 678 1-trans erthro-iodo- 2-[6-methoxyacetyl nat      erthro-11a,15a,16-trihydroxy-1-methoxymethyl-1,9-dioxo-  3,4-isopropylide      nedioxy-1-heptene hex-2-cis-enyl]-4R-trimethylsiloxy 20-nor-5-cis-13-tran      s prostadiene   cyclopent-2-en-1-one 679 1-trans erthro-iodo- 2-[6-methox      yacetyl nat erthro-11a,15a,16-trihydroxy-1-methoxymethyl-1,9-dioxo-      3,4-isopropylidenedioxy-1-octene hex-2-cis-enyl]-4R-trimethylsiloxy      5-cis-13-trans prostadiene   cyclopent-2-en-1-one 680 1-trans erthro-iodo      - 2-[6-methoxyacetyl nat erthro-11a,15a,16-trihydroxy-1-methoxymethyl-1,9      -dioxo-  3,4-isopropylidenedioxy-1-nonene hex-2-cis-enyl]-4R-trimethylsil      oxy 20-methyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 681      1-trans erthro-iodo- 2-[6-methoxyacetyl nat erthro-11a,15a,16-trihydroxy-      1-methoxymethyl-1,9-dioxo-  3,4-isopropylidenedioxy-1-decene hex-2-cis-en      yl]-4R-trimethylsiloxy 20-ethyl-5-cis-13-trans prostadiene   cyclopent-2-      en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        682 1-trans erthro-iodo- 2-[5-methoxyacetyl dl erthro-15a,16-dihydroxy-      1-methoxymethyl-1,9-dioxo-  3,4-isopropylidenedioxy-1-heptene pent-2-cis-      enyl] 20-nor-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 683      1-trans erthro-iodo- 2-[5-methoxyacetyl dl erthro-15a,16-dihydroxy-1-meth      oxymethyl-1,9-dioxo-   3,4-isopropylidenedioxy-1-octene pent-2-cis-enyl]      2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 684 1-trans      erthro-iodo- 2-[5-methoxyacetyl dl erthro-15a,16-dihydroxy-1-methoxymethy      l-1,9-dioxo-  3,4-isopropylidenedioxy-1-nonene pent-2-cis-enyl] 20-methyl      -2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 685 1-trans      erthro-iodo- 2-[5-methoxyacetyl dl erthro-15a,16-dihydroxy-1-methoxymethy      l-1,9-dioxo-  3,4-isopropylidenedioxy-1-decene pent-2-cis-enyl] 20-ethyl-      2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 686 1-trans      erthro-iodo- 2-[6-methoxyacetyl dl erthro-15a,16-dihydroxy-1-methoxymethy      l-1,9-dioxo-  3,4-isopropylidenedioxy-1-heptene hex-2-cis-enyl] 20-nor-5-      cis-13-trans prostadiene   cyclopent-2-en-1-one 687 1-trans erthro-iodo-      2-[6-methoxyacetyl dl erthro-15a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-       3,4-isopropylidenedioxy-1-octene hex-2-cis-enyl] 5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 688 1-trans erthro-iodo- 2-[6-methoxya      cetyl dl erthro-15a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-  3,4-isopropy      lidenedioxy-1-nonene hex-2-cis-enyl] 20-methyl-5-cis-13-trans prostadiene         cyclopent-2-en-1-one 689 1-trans erthro-iodo- 2-[6-methoxyacetyl dl      erthro-15a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-  3,4-isopropylidenedio      xy-1-decene hex-2-cis-enyl] 20-ethyl-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 690 1-trans erthro-iodo- 2-[7-methoxyacetyl dl      erthro-15a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-  3,4-isopropylidenedio      xy-1-heptene hept-2-cis-enyl] 20-nor-2-homo-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 691 1-trans erthro-iodo- 2-[7-methoxyacetyl dl      erthro-15a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-  3,4-isopropylidenedio      xy-1-octene hept-2-cis-enyl] 2-homo-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 692 1-trans erthro-iodo- 2-[7-methoxyacetyl dl      erthro-15a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-  3,4-isopropylidenedio      xy-1-nonene hept-2-cis-enyl] 20-methyl-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 693 1-trans erthro-iodo- 2-[7-methoxyacetyl dl      erthro-15a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-  3,4-isopropylidenedio      xy-1-decene hept-2-cis-enyl] 20-ethyl-2-homo-5-cis-13-trans prostadiene       cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        694 1-trans threo-iodo- 2-[5-methoxyacetyl dl threo-11a,15a,16-trihydro      xy-1-methoxymethyl-1,9-dioxo-  3,4-isopropylidenedioxy-1-heptene      pent-2-cis-enyl]-4-trimethylsiloxy 20-nor-2-nor-5-cis-13-trans prostadien      e   cyclopent-2-en-1-one 695 1-trans threo-iodo- 2-[5-methoxyacetyl dl      threo-11a,15a,16-trihydroxy-1-methoxymethyl-1,9-dioxo-  3,4-isopropyliden      edioxy-1-octene pent-2-cis-enyl]-4-trimethylsiloxy 2-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 696 1-trans threo-iodo- 2-[5-methoxyac      etyl dl threo-11a,15a,16-trihydroxy-1-methoxymethyl-1,9-dioxo-  3,4-isopr      opylidenedioxy-1-nonene pent-2-cis-enyl]-4-trimethylsiloxy 20-methyl-2-no      r-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 697 1-trans threo-iod      o- 2-[5-methoxyacetyl dl threo-11a,15a,16-trihydroxy-1-methoxymethyl-1,9-      dioxo-  3,4-isopropylidenedioxy-1-decene pent-2-cis-enyl]-4-trimethylsilo      xy 20-ethyl-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 698      1-trans threo-iodo- 2-[6-methoxyacetyl dl threo-11a,15a,16-trihydroxy-1-m      ethoxymethyl-1,9-dioxo-  3,4-isopropylidenedioxy-1-heptene hex-2-cis-enyl      ]-4-trimethylsiloxy 20-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-      one 699 1-trans threo-iodo- 2-[6-methoxyacetyl dl threo-11a,15a,16-trihyd      roxy-1-methoxymethyl-1,9-dioxo-  3,4-isopropylidenedioxy-1-octene      hex-2-cis-enyl]-4-trimethylsiloxy 5-cis-13-trans prostadiene   cyclopent-      2-en-1-one 700 1-trans threo-iodo- 2-[6-methoxyacetyl dl threo-11a,15a,16      -trihydroxy-1-methoxymethyl-1,9-dioxo-  3,4-isopropylidenedioxy-1-nonene      hex-2-cis-enyl]-4-trimethylsiloxy 20-methyl-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 701 1-trans threo-iodo- 2-[6-methoxyacetyl dl      threo-11a,15a,16-trihydroxy-1-methoxymethyl-1,9-dioxo-  3,4-isopropyliden      edioxy-1-decene hex-2-cis-enyl]-4-trimethylsiloxy 20-ethyl-5-cis-13-trans       prostadiene   cyclopent-2-en-1-one 702 1-trans threo-iodo- 2-[7-methoxya      cetyl dl threo-11a,15a,16-trihydroxy-1-methoxymethyl-1,9-dioxo-      3,4-isopropylidenedioxy-1-heptene hept-2-cis-enyl]-4-trimethylsiloxy      20-nor-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 703      1-trans threo-iodo- 2-[7-methoxyacetyl dl threo-11a,15a,16-trihydroxy-1-m      ethoxymethyl-1,9-dioxo-  3,4-isopropylidenedioxy-1-octene hept-2-cis-enyl      ]-4-trimethylsiloxy 2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-      one 704 1-trans threo-iodo- 2-[7-methoxyacetyl dl threo-11a,15a,16-trihyd      roxy-1-methoxymethyl-1,9-dioxo-  3,4-isopropylidenedioxy-1-nonene      hept-2-cis-enyl]-4-trimethylsiloxy 20-methyl-2-homo-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 705 1-trans threo-iodo- 2-[7-methoxyac      etyl dl threo-11a,15a,16-trihydroxy-1-methoxymethyl-1,9-dioxo-  3,4-isopr      opylidenedioxy-1-decene hept-2-cis-enyl]-4-trimethylsiloxy 2-ethyl-2-homo      -5-cis-13-trans prostadiene   cyclopent-2-en-1-one 706 1-trans threo-iodo      - 2-[6-methoxyacetyl nat threo-11a,15a,16-trihydroxy-1-methoxymethyl-1,9-      dioxo-  3,4-isopropylidenedioxy-1-heptene hex-2-cis-enyl]-4R-trimethylsil      oxy 20-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 707 1-trans      threo-iodo- 2-[6-methoxyacetyl nat threo-11a,15a,16-trihydroxy-1-methoxym      ethyl-1,9-dioxo-  3,4-isopropylidenedioxy-1-octene hex-2-cis-enyl]-4R-tri      methylsiloxy 5-cis-13-trans prostadiene   cyclopent-2-en-1-one 708      1-trans threo-iodo- 2-[6-methoxyacetyl nat threo-11a,15a,16-trihydroxy-1-      methoxymethyl-1,9-dioxo-  3,4-isopropylidenedioxy-1-nonene hex-2-cis-enyl      ]-4R-trimethylsiloxy 20-methyl-5-cis-13-trans prostadiene   cyclopent-2-e      n-1-one 709 1-trans threo-iodo- 2-[6-methoxyacetyl nat threo-11a,15a,16-t      rihydroxy-1-methoxymethyl-1,9-dioxo-  3,4-isopropylidenedioxy-1-decene      hex-2-cis-enyl]-4R-trimethylsiloxy 20-ethyl-5-cis-13-trans prostadiene      cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        710 1-trans threo-iodo- 2-[5-methoxyacetyl dl threo-15a,16-dihydroxy-1-      methoxymethyl-1,9-dioxo-  3,4-isopropylidenedioxy-1-heptene pent-2-cis-en      yl] 20-nor-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 711      1-trans threo-iodo- 2-[5-methoxyacetyl dl threo-15a,16-dihydroxy-1-methox      ymethyl-1,9-dioxo-  3,4-isopropylidenedioxy-1-octene pent-2-cis-enyl]      2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 712 1-trans      threo-iodo- 2-[5-methoxyacetyl dl threo-15a,16-dihydroxy-1-methoxymethyl-      1,9-dioxo-  3,4-isopropylidenedioxy-1-nonene pent-2-cis-enyl] 20-methyl-2      -nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 713 1-trans      threo-iodo- 2-[5-methoxyacetyl dl threo-15a,16-dihydroxy-1-methoxymethyl-      1,9-dioxo-  3,4-isopropylidenedioxy-1-decene pent-2-cis-enyl] 20-ethyl-2-      nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 714 1-trans      threo-iodo- 2-[6-methoxyacetyl dl threo-15a,16-dihydroxy-1-methoxymethyl-      1,9-dioxo-  3,4-isopropylidenedioxy-1-heptene hex-2-cis-enyl] 20-nor-5-ci      s-13-trans prostadiene   cyclopent-2-en-1-one 715 1-trans threo-iodo-      2-[6-methoxyacetyl dl threo-15a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-      3,4-isopropylidenedioxy-1-octene hex-2-cis-enyl]- 5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 716 1-trans threo-iodo- 2-[6-methoxyac      etyl dl threo-15a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-  3,4-isopropyli      denedioxy-1-nonene hex-2-cis-enyl] - 20-methyl-5-cis-13-trans prostadiene         cyclopent-2-en-1-one 717 1-trans threo-iodo- 2-[6-methoxyacetyl dl      threo-15a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-  3,4-isopropylidenediox      y-1-decene hex-2-cis-enyl]- 20-ethyl-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 718 1-trans threo-iodo- 2-[7-methoxyacetyl dl      threo-15a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-  3,4-isopropylidenediox      y-1-heptene hept-2-cis-enyl]- 20-nor-2-homo-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 719 1-trans threo-iodo- 2-[7-methoxyacetyl dl      threo-15a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-  3,4-isopropylidenediox      y-1-octene hept-2-cis-enyl]- 2-homo-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 720 1-trans threo-iodo- 2-[7-methoxyacetyl dl      threo-15a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-  3,4-isopropylidenediox      y-1-nonene hept-2-cis-enyl] 20-methyl-2-homo-5-cis-13-trans prostadiene       cyclopent-2-en-1-one 721 1-trans threo-iodo- 2-[7-methoxyacetyl dl      threo-15a,16-dihydroxy-1-methoxymethyl-1,9-dioxo-  3,4-isopropylidenediox      y-1-decene hept-2-cis-enyl] 20-ethyl-2-homo-5-cis-13-trans prostadiene      cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        722 1-trans erthro-iodo-4-methoxy 2-[5-methoxyacetyl dl ertho-11a,15a-d      ihydroxy-1-methoxymethyl-1,9-dioxo-  3-trimethylsilyloxy-1-heptene      pent-2-cis-enyl]-4-trimethylsiloxy 16-methoxy-20-nor-2-nor-5-cis-13-trans       prostadiene   cyclopent-2-en-1-one 723 1-trans erthro-iodo-4-methoxy      2-[5-methoxyacetyl dl erthro-11a,15a-dihydroxy-1-methoxymethyl-1,9-dioxo-        3-trimethylsilyloxy-1-octene pent-2-cis-enyl]-4-trimethylsiloxy      16-methoxy-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 724      1-trans erthro-iodo-4-methoxy 2-[5-methoxyacetyl dl erthro-11a,15a-dihydr      oxy-1-methoxymethyl-1,9-dioxo-  3-trimethylsilyloxy-1-nonene pent-2-cis-e      nyl]-4-trimethylsiloxy 16-methoxy-20-methyl-2-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 725 1-trans erthro-iodo-4-methoxy      2-[5-methoxyacetyl dl erthro-11a,15a-dihydroxy-1-methoxymethyl-1,9-dioxo-        3-trimethylsilyloxy-1-decene pent-2-cis-enyl]-4-trimethylsiloxy      16-methoxy-20-ethyl-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-o      ne 726 1-trans erthro-iodo-4-methoxy 2-[6-methoxyacetyl dl erthro-11a,15a      -dihydroxy-1-methoxymethyl-1,9-dioxo-  3-trimethylsilyloxy-1-heptene      hex-2-cis-enyl]-4-trimethylsiloxy 16-methoxy-20-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 727 1-trans erthro-iodo-4-methoxy      2-[6-methoxyacetyl dl erthro-11a,15a-dihydroxy-1-methoxymethyl-1,9-dioxo-        3-trimethylsilyloxy-1-octene hex-2-cis-enyl]-4-trimethylsiloxy      16-methoxy-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 728 1-trans      erthro-iodo-4-methoxy 2-[6-methoxyacetyl dl erthro-11a,15a-dihydroxy-1-me      thoxymethyl-1,9-dioxo-  3-trimethylsilyloxy-1-nonene hex-2-cis-enyl]-4-tr      imethylsiloxy 16-methoxy-20-methyl-5-cis-13-trans prostadiene   cyclopent      -2-en-1-one729 1-trans erthro-iodo-4-methoxy 2-[6-methoxyacetyl dl      erthro-11a,15a-dihydroxy-1-methoxymethyl-1,9-dioxo-  3-trimethylsilyloxy-      1-decene hex-2-cis-enyl]-4-trimethylsiloxy 16-methoxy-20-ethyl-5-cis-13-t      rans prostadiene   cyclopent-2-en-1-one 730 1-trans erthro-iodo-4-methoxy       2-[7-methoxyacetyl dl erthro-11a,15a-dihydroxy-1-methoxymethyl-1,9-dioxo      -  3-trimethylsilyloxy-1-heptene hept-2-cis-enyl]-4-trimethylsiloxy      16-methoxy-20-nor-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-on      e 731 1-trans erthro-iodo-4-methoxy 2-[7-methoxyacetyl dl erthro-11a,15a-      dihydroxy-1-methoxymethyl-1,9-dioxo-  3-trimethylsilyloxy-1-octene      hept-2-cis-enyl]-4-trimethylsiloxy 16-methoxy-2-homo-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 732 1-trans erthro-iodo-4-methoxy      2-[7-methoxyacetyl dl erthro-11a,15a-dihydroxy-1-methoxymethyl-1,9-dioxo-        3-trimethylsilyloxy-1-nonene hept-2-cis-enyl]-4-trimethylsiloxy      16-methoxy-20-methyl-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1      -one 733 1-trans erthro-iodo-4-methoxy 2-[7-methoxyacetyl dl erthro-11a,1      5a-dihydroxy-1-methoxymethyl-1,9-dioxo-  3-trimethylsilyloxy-1-decene      hept-2-cis-enyl]-4-trimethylsiloxy 16-methoxy-20-ethyl-2-homo-5-cis-13-tr      ans prostadiene   cyclopent-2-en-1-one 734 1-trans erthro-iodo-4-methoxy      2-[6-methoxyacetyl nat erthro-11a,15a-dihydroxy-1-methoxymethyl-1,9-dioxo      -  3-trimethylsilyloxy-1-heptene hex-2-cis-enyl]-4R-trimethylsiloxy      16-methoxy-20-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 735      1-trans erthro-iodo-4-methoxy 2-[6-methoxyacetyl nat erthro-11a,15a-dihyd      roxy-1-methoxymethyl-1,9-dioxo-  3-trimethylsilyloxy-1-octene hex-2-cis-e      nyl]-4R-trimethylsiloxy 16-methoxy-5-cis-13-trans prostadiene   cyclopent      -2-en-1-one 736 1-trans erthro-iodo-4-methoxy 2-[6-methoxyacetyl nat      erthro-11a,15a-dihydroxy-1-methoxymethyl-1,9-dioxo-  3-trimethylsilyloxy-      1-nonene hex-2-cis-enyl]-4R-trimethylsiloxy 16-methoxy-20-methyl-5-cis-13      -trans prostadiene   cyclopent-2-en-1-one 737 1-trans erthro-iodo-4-metho      xy 2-[6-methoxyacetyl nat erthro-11a,15a-dihydroxy-1-methoxymethyl-1,9-di      oxo-  3-trimethylsilyloxy-1-decene hex-2-cis-enyl]-4R-trimethylsiloxy      16-methoxy-20-ethyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        738 1-trans erthro-iodo-4-methoxy 2-[5-methoxyacetyl dl erthro-15a-hydr      oxy-1-methoxymethyl-1,9-dioxo-  3-trimethylsilyloxy-1-heptene pent-2-cis-      enyl] 16-methoxy-20-nor-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en      -1-one 739 1-trans erthro-iodo-4-methoxy 2-[5-methoxyacetyl dl erthro-15a      -hydroxy-1-methoxymethyl-1,9-dioxo-  3-trimethylsilyloxy-1-octene      pent-2-cis-enyl] 16-methoxy-2-nor-5-cis-13-trans prostadiene   cyclopent-      2-en-1-one 740 1-trans erthro-iodo-4-methoxy 2-[5-methoxyacetyl dl      erthro-15a-hydroxy-1-methoxymethyl-1,9-dioxo-  3-trimethylsilyloxy-1-none      ne pent-2-cis-enyl] 16-methoxy-20-methyl-2-nor-5-cis-13-trans prostadiene         cyclopent-2-en-1-one 741 1-trans erthro-iodo-4-methoxy 2-[5-methoxyace      tyl dl erthro-15a-hydroxy-1-methoxymethyl-1,9-dioxo-  3-trimethylsilyloxy      -1-decene pent-2-cis-enyl] 16-methoxy-20-ethyl-2-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 742 1-trans erthro-iodo-4-methoxy      2-[6-methoxyacetyl dl erthro-15a-hydroxy-1-methoxymethyl-1,9-dioxo-      3-trimethylsilyloxy-1-heptene hex-2-cis-enyl]- 16-methoxy-20-nor-5-cis-13      -trans prostadiene   cyclopent-2-en-1-one 743 1-trans erthro-iodo-4-metho      xy 2-[6-methoxyacetyl dl erthro-15a-hydroxy-1-methoxymethyl-1,9-dioxo-      3-trimethylsilyloxy-1-octene hex-2-cis-enyl]- 16-methoxy-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 744 1-trans erthro-iodo-4-methoxy      2-[6-methoxyacetyl dl erthro-15a-hydroxy-1-methoxymethyl-1,9-dioxo-      3-trimethylsilyloxy-1-nonene hex-2-cis-enyl]- 16-methoxy-20-methyl-5-cis-      13-trans prostadiene   cyclopent-2-en-1-one 745 1-trans erthro-iodo-4-met      hoxy 2-[6-methoxyacetyl dl erthro-15a-hydroxy-1-methoxymethyl-1,9-dioxo-       3-trimethylsilyloxy-1-decene hex-2-cis-enyl]- 16-methoxy-20-ethyl-5-cis-      13-trans prostadiene   cyclopent-2-en-1-one 746 1-trans erthro-iodo-4-met      hoxy 2-[7-methoxyacetyl dl erthro-15a-hydroxy-1-methoxymethyl-1,9-dioxo-       3-trimethylsilyloxy-1-heptene hept-2-cis-enyl] 16-methoxy-20-nor-2-homo-      5-cis-13-trans prostadiene   cyclopent-2-en-1-one 747 1-trans erthro-iodo      -4-methoxy 2-[7-methoxyacetyl dl erthro-15a-hydroxy-1-methoxymethyl-1,9-d      ioxo-  3-trimethylsilyloxy-1-octene hept-2-cis-enyl] 16-methoxy-2-homo-5-      cis-13-trans prostadiene   cyclopent-2-en-1-one 748 1-trans erthro-iodo-4      -methoxy 2-[7-methoxyacetyl dl erthro-15a-hydroxy-1-methoxymethyl-1,9-dio      xo-  3-trimethylsilyloxy-1-nonene hept-2-cis-enyl] 16-methoxy-20-methyl-2      -homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 749 1-trans      erthro-iodo-4-methoxy 2-[7-methoxyacetyl dl erthro-15a-hydroxy-1-methoxym      ethyl-1,9-dioxo-  3-trimethylsilyloxy-1-decene hept-2-cis-enyl] 16-methox      y-20-ethyl-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one

    TABLE IV       EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTOGLANDIN OF THE PGE2      SERIES       1 1-trans-iodo- 2-[5-methylthiaacetyl dl-11a,15a-dihydroxy-1-methylthiam      ethyl-1,9-dioxo- 3-triphenylmethoxy-1-heptene pent-2-cis-enyl]-4-trimethy      lsiloxy 20-nor-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one      2 1-trans-iodo-3-methyl- 2-[5-methylthiaacetyl dl-11a,15a-dihydroxy-1-met      hylthiamethyl-1,9-dioxo-15-methyl-  3-trimethylsiloxy-1-heptene pent-2-ci      s-enyl]-4-trimethylsiloxy 20-nor-2-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one  3 1-trans-iodo-4,4-dimethyl 2-[5-methylthiaacetyl      dl-11a,15a-dihydroxy-1-methylthiamethyl-1,9-dioxo-  3-trimethylsilyloxy-1      -heptene pent-2-cis-enyl]-4-trimethylsiloxy 16,16-dimethyl-20-nor-2-nor-5      -cis-13-trans prostadiene   cyclopent-2-en-1-one       4 1-trans-iodo-5,5-dimethyl 2-[5-methylthiaacetyl dl-11a,15a-dihydroxy-1      -methylthiamethyl-1,9-dioxo-  3-triphenylmethoxy-1-octene pent-2-cis-enyl      ]-4-trimethylsiloxy 17,17-dimethyl-2-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one  5 1-trans-iodo-4-methyl 2-[5-methylthiaacetyl      dl-11a,15a-dihydroxy-1-methylthiamethyl-1,9-dioxo-  3-triphenylmethoxy-1-      octene pent-2-cis-enyl]-4-trimethylsiloxy 16-methyl-2-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one  6 1-trans-iodo-4,4-trimethylene      2-[5-methylthiaacetyl dl-11a,15a-dihydroxy-1-methylthiamethyl-1,9-dioxo-       3-trimethylsilyloxy-1-heptene pent-2-cis-enyl]-4-trimethylsiloxy      16,16-trimethylene-20-nor-2-nor-5-cis-13-trans prostadiene   cyclopent-2-      en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES       7 1-trans-tri-n-butylstannyl-3-vinyl- 2-[5-methylthiaacetyl dl-11a,15a-d      ihydroxy-1-methylthiamethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-he      ptene pent-2-cis-enyl]-4-trimethylsiloxy 20-nor-2-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one       8 1-trans-tri-n-butylstannyl-4-phenoxy 2-[5-methylthiaacetyl dl-11a,15a-      dihydroxy-1-methylthiamethyl-1,9-dioxo-  3-trimethylsilyloxy-1-butene      pent-2-cis-enyl]-4-trimethylsiloxy 16-phenoxy-2-nor-17-20-tetranor-5-cis-      13-trans prostadiene   cyclopent-2-en-1-one       9 1-trans-tri-n-butylstannyl-4-(p-fluorophenoxy) 2-[5-methylthiaacetyl      dl-11a,15a-dihydroxy-1-methylthiamethyl-1,9-dioxo-  3-triethylsilyloxy-1-      butene pent-2-cis-enyl]-4-trimethylsiloxy 16-(p-fluorophenoxy)-2-nor-17-2      0-tetranor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one  10      1-trans-tri-n-butylstannyl-4-(m-chlorophenoxy) 2-[5-methylthiaacetyl      dl-11a,15a-dihydroxy-1-methylthiamethyl-1,9-dioxo- 3-triethylsilyloxy-1-b      utene pent-2-cis-enyl]-4-trimethylsiloxy 16-(m-chlorophenoxy)-2-nor-17-20      -tetranor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one       11 1-trans-tri-n-butylstannyl-4-(m-trifluoromethylphenoxy) 2-[5-methylth      iaacetyl dl-11a,15a-dihydroxy-1-methylthiamethyl-1,9-dioxo-  3-triethylsi      lyloxy-1-butene pent-2-cis-enyl]-4-trimethylsiloxy 16-(m-trifluoromethylp      henoxy)-2-nor-17-20-tetranor-5-cis-13-trans   cyclopent-2-en-1-one      prostadiene        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES       12 1-trans-iodo-5-phenyl 2-[5-methylthiaacetyl dl-11a,15a-dihydroxy-1-me      thylthiamethyl-1,9-dioxo-  3-triethylsilyloxy-1-pentene pent-2-cis-enyl]-      4-trimethylsiloxy 17-phenyl-2-nor-18-20-trinor-5-cis-13-trans prostadiene         cyclopent-2-en-1-one       13 1-trans-iodo-4,4-dimethyl-5-phenyl 2-[5-methylthiaacetyl dl-11a,15a-d      ihydroxy-1-methylthiamethyl-1,9-dioxo-  3-triethylsilyloxy-1-pentene      pent-2-cis-enyl]-4-trimethylsiloxy 16,16-dimethyl-17-phenyl-2-nor-18-20-t      rinor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one       14 1-trans-iodo-4-cyclopentyl 2-[5-methylthiaacetyl dl-11a,15a-dihydroxy      -1-methylthiamethyl-1,9-dioxo-  3-triphenylmethoxy-1-butene pent-2-cis-en      yl]-4-trimethylsiloxy 16-cyclopentyl-2-nor-17-20-tetranor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one  15 1-trans-iodo-4-cyclohexyl      2-[5-methylthiaacetyl dl-11a,15a-dihydroxy-1-methylthiamethyl-1,9-dioxo-       3-triphenylmethoxy-1-butene pent-2-cis-enyl]-4-trimethylsiloxy 16-cycloh      exyl-2-nor-17-20-tetranor-5-cis-13-trans prostadiene   cyclopent-2-en-1-o      ne       16 1-trans-iodo- 2-[5-methylthiaacetyl dl-11a,16-dihydoxy-1-methylthiame      thyl-1,9-dioxo-  4-triphenylmethoxy-1-heptene pent-2-cis-enyl]-4-trimethy      lsiloxy 20-nor-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES         17 1-trans-tri-n-butylstannyl-4-methyl- 2-[5-methylthiaacetyl      dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-methyl-  4-trimethyls      ilyloxy-1-heptene pent-2-cis-enyl]-4-trimethylsiloxy 20-nor-2-nor-5-cis-1      3-trans prostadiene   cyclopent-2-en-1-one       18 1-trans-tri-n-butylstannyl-4-ethyl- 2-[5-methylthiaacetyl dl-11a,16-d      ihydroxy-1-methylthiamethyl-1,9-dioxo-16-ethyl-  4-trimethylsilyloxy-1-oc      tene pent-2-cis-enyl]-4-trimethylsiloxy 2-nor-5-cis-13-trans prostadiene        cyclopent-2-en-1-one       19 1-trans-tri-n-butylstannyl-5-methyl 2-[5-methylthiaacetyl dl-11a,16-d      ihydroxy-1-methylthiamethyl-1,9-dioxo-  4-trimethylsilyloxy-1-heptene      pent-2-cis-enyl]-4-trimethylsiloxy 17-methyl-20-nor-2-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES       20 1-trans-iodo-5,5-dimethyl 2-[5-methylthiaacetyl dl-11a,16-dihydroxy-1      -methylthiamethyl-1,9-dioxo-  4-trimethylsilyloxy-1-octene pent-2-cis-eny      l]-4-trimethylsiloxy 17,17-dimethyl-2-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES       21 1-trans-tri-n-butylstannyl-4-vinyl- 2-[5-methylthiaacetyl dl-11a,16-d      ihydroxy-1-methylthiamethyl-1,9-dioxo-16-vinyl-  4-trimethylsilyloxy-1-he      ptene pent-2-cis-enyl]-4-trimethylsiloxy 20-nor-2-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one       22 1-trans-tri-n-butylstannyl-4-cyclopropyl- 2-[5-methylthiaacetyl      dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-cyclopropyl-      4-trimethylsilyloxy-1-octene pent-2-cis-enyl]-4-trimethylsiloxy 2-nor-5-c      is-13-trans prostadiene   cyclopent-2-en-1-one       23 1-trans-tri-n-butylstannyl-4-trimethylsilylethynyl- 2-[5-methylthiaac      etyl dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-ethynyl-      4-trimethylsilyloxy-1-heptene pent-2-cis-enyl]-4-trimethylsiloxy      20-nor-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one  24      1-trans-tri-n-butylstannyl-5-methylene 2-[5-methylthiaacetyl dl-11a,16-di      hydroxy-1-methylthiamethyl-1,9-dioxo-  4-triethylsilyloxy-1-heptene      pent-2-cis-enyl]-4-trimethylsiloxy 17-methylene-20-nor-2-nor-5-cis-13-tra      ns prostadiene   cyclopent-2-en-1-one       25 1-trans-tri-n-butylstannyl-4-methyl-5-methylene 2-[5-methylthiaacetyl       dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-methyl-  4-trimethyl      silyloxy-1-heptene pent-2-cis-enyl]-4-trimethylsiloxy 17-methylene-20-nor      -2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one       26 1-trans-tri-n-butylstannyl-4-dimethoxymethyl- 2-[5-methylthiaacetyl      dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-formyl-  4-trimethyls      ilyloxy-1-heptene pent-2-cis-enyl]-4-trimethylsiloxy 20-nor-2-nor-5-cis-1      3-trans prostadiene   cyclopent-2-en-1-one       27 1-trans-tri-n-butylstannyl-4-fluoromethyl- 2-[5-methylthiaacetyl      dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-fluoromethyl-      4-trimethylsilyloxy-1-heptene pent-2-cis-enyl]-4-trimethylsiloxy      20-nor-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one  28      1-trans-tri-n-butylstannyl-4-difluoromethyl- 2-[5-methylthiaacetyl      dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-difluoromethyl-      4-trimethylsilyloxy-1-heptene pent-2-cis-enyl]-4-trimethylsiloxy      20-nor-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one  29      1-trans-tri-n-butylstannyl-4-trifluoromethyl- 2-[5-methylthiaacetyl      dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-trifluoromethyl-      4-trimethylsilyloxy-1-heptene pent-2-cis-enyl]-4-trimethylsiloxy      20-nor-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one  30      1-trans-tri-n-butylstannyl-4-chloromethyl- 2-[5-methylthiaacetyl      dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-chloromethyl-      4-trimethylsilyloxy-1-heptene pent-2-cis-enyl]-4-trimethylsiloxy      20-nor-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one  31      1-trans-tri-n-butylstannyl-4-trimethylsilyloxymethyl- 2-[5-methylthiaacet      yl dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-hydroxymethyl-      4-trimethylsilyloxy-1-heptene pent-2-cis-enyl]-4-trimethylsiloxy      20-nor-2-nor-5-cos-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES       32 1-trans-iodo-4-methyl-7-chloro 2-[5-methylthiaacetyl dl-11a,16-dihydr      oxy-1-methylthiamethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-hepten      e pent-2-cis-enyl]-4-trimethylsiloxy 19-chloro-2-nor-20-nor-5-cis-13-tran      s prostadiene   cyclopent-2-en-1-one       33 1-trans-iodo- 2-[5-methylthiaacetyl dl-11a,15a-dihydroxy-1-methylthia      methyl-1,9-dioxo-  3-triphenylmethoxy-1-octene pent-2-cis-enyl]-4-trimeth      ylsiloxy 2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one  34      1-trans-iodo-3-methyl- 2-[5-methylthiaacetyl dl-11a,15a-dihydroxy-1-methy      lthiamethyl-1,9-dioxo-15-methyl-  3-trimethylsilyloxy-1-octene pent-2-cis      -enyl]-4-trimethylsiloxy 2-nor-5-cis-13-trans prostadiene   cyclopent-2-e      n-1-one       35 1-trans-iodo-4,4-dimethyl 2-[5-methylthiaacetyl dl-11a,15a-dihydroxy-      1-methylthiamethyl-1,9-dioxo-  3-trimethylsilyloxy-1-octene pent-2-cis-en      yl]-4-trimethylsiloxy 16,16-dimethyl-2-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one       36 1-trans-iodo-4,4-trimethylene 2-[5-methylthiaacetyl dl-11a,15a-dihydr      oxy-1-methylthiamethyl-1,9-dioxo-  3-trimethylsilyloxy-1-octene pent-2-ci      s-enyl]-4-trimethylsiloxy 16,16-trimethylene-2-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES       37 1-trans-tri-n-butylstannyl-3-vinyl- 2-[5-methylthiaacetyl dl-11a,15a-      dihydroxy-1-methylthiamethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-o      ctene pent-2-cis-enyl]-4-trimethylsiloxy 2-nor-5-cis-13-trans prostadiene         cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES       38 1-trans-iodo- 2-[5-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthiam      ethyl-1,9-dioxo-  4-triphenylmethoxy-1-octene pent-2-cis-enyl]-4-trimethy      lsiloxy 2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES         39 1-trans-tri-n-butylstannyl-4-methyl- 2-[5-methylthiaacetyl      dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-methyl-  4-trimethysi      lyloxy-1-octene pent-2-cis-enyl]-4-trimethylsiloxy 2-nor-5-cis-13-trans      proatadiene   cyclopent-2-en-1-one       40 1-trans-tri-n-butylstannyl-5-methyl 2-[5-methylthiaacetyl dl-11a,16-d      ihydroxy-1-methylthiamethyl-1,9-dioxo-  4-trimethylsilyloxy-1-octene      pent-2-cis-enyl]-4-trimethylsiloxy 17-methyl-2-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one       41 1-trans-tri-n-butylstannyl-4-vinyl- 2-[5-methylthiaacetyl dl-11a,16-d      ihydroxy-1-methylthiamethyl-1,9-dioxo-16-vinyl-  4-trimethylsilyloxy-1-oc      tene pent-2-cis-enyl]-4-trimethylsiloxy 2-nor-5-cis-13-trans prostadiene        cyclopent-2-en-1-one       42 1-trans-tri-n-butylstannyl-4-trimethylsilylethynyl- 2-[5-methylthiaac      etyl dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-ethynyl-      4-trimethylsilyloxy-1-octene pent-2-cis-enyl]-4-trimethylsiloxy 2-nor-5-c      is-13-trans prostadiene   cyclopent-2-en-1-one       43 1-trans-tri-n-butylstannyl-5-methylene 2-[5-methylthiaacetyl      dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-  4-triethylsilyloxy-1-o      ctene pent-2-cis-enyl]-4-trimethylsiloxy 17-methylene-2-nor-5-cis-13-tran      s prostadiene   cyclopent-2-en-1-one       44 1-trans-tri-n-butylstannyl-4-methyl-5-methylene 2-[5-methylthiaacetyl       dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-methyl-  4-trimethyl      silyloxy-1-octene pent-2-cis-enyl]-4-trimethylsiloxy 17-methylene-2-nor-5      -cis-13-trans prostadiene   cyclopent-2-en-1-one       45 1-trans-tri-n-butylstannyl-4-dimethoxymethyl- 2-[5-methylthiaacetyl      dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-formyl-  4-trimethyls      ilyloxy-1-octene pent-2-cis-enyl]-4-trimethylsiloxy 2-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one       46 1-trans-tri-n-butylstannyl-4-fluoromethyl- 2-[5-methylthiaacetyl      dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-fluoromethyl-      4-trimethylsilyloxy-1-octene pent-2-cis-enyl]-4-trimethylsiloxy 2-nor-5-c      is-13-trans prostadiene   cyclopent-2-en-1-one       47 1-trans-tri-n-butylstannyl-4-difluoromethyl- 2-[5-methylthiaacetyl      dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-difluoromethyl-      4-trimethylsilyloxy-1-octene pent-2-cis-enyl]-4-trimethylsiloxy 2-nor-5-c      is-13-trans prostadiene   cyclopent-2-en-1-one       48 1-trans-tri-n-butylstannyl-4-trifluoromethyl- 2-[5-methylthiaacetyl      dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-trifluoromethyl-      4-trimethylsilyloxy-1-octene pent-2-cis-enyl]  -4-trimethylsiloxy      2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one       49 1-trans-tri-n-butylstannyl-4-chloromethyl- 2-[5-methylthiaacetyl      dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-chloromethyl-      4-trimethylsilyloxy-1-octene pent-2-cis-enyl]-4-trimethylsiloxy 2-nor-5-c      is-13-trans prostadiene   cyclopent-2-en-1-one       50 1-trans-tri-n-butylstannyl-4-trimethylsilyloxymethyl- 2-[5-methylthia      acetyl dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-hydroxymethyl-        4-trimethylsilyloxy-1-octene pent-2-cis-enyl]-4-trimethylsiloxy      2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES       51 1-trans-iodo- 2-[5-methylthiaacetyl dl-11a,15a-dihydroxy-1-methylthia      methyl-1,9-dioxo-  3-triphenylmethoxy-1-nonene pent-2-cis-enyl]-4-trimeth      ylsiloxy 20-methyl-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-on      e       52 1-trans-iodo-3-methyl- 2-[5-methylthiaacetyl dl-11a,15a-dihydroxy-1-m      ethylthiamethyl-1,9-dioxo-15-methyl-  3-trimethylsilyloxy-1-nonene      pent-2-cis-enyl]-4-trimethylsiloxy 20-methyl-2-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one  53 1-trans-iodo-4,4-dimethyl      2-[5-methylthiaacetyl dl-11a,15a-dihydroxy-1-methylthiamethyl-1,9-dioxo-       3-trimethylsilyloxy-1-nonene pent-2-cis-enyl]-4-trimethylsiloxy      16,16-dimethyl-20-methyl-2-nor-5-cis-13-trans prostadiene   cyclopent-2-e      n-1-one       54 1-trans-iodo-4,4-trimethylene 2-[5-methylthiaacetyl dl-11a,15a-dihydr      oxy-1-methylthiamethyl-1,9-dioxo-  3-trimethylsiloxy-1-nonene pent-2-cis-      enyl]-4-trimethylsiloxy 16,16-trimethylene-20-methyl-2-nor-5-cis-13-trans       prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES       55 1-trans-tri-n-butylstannyl-3-vinyl- 2-[5-methylthiaacetyl dl-11a,15a-      dihydroxy-1-methylthiamethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-n      onene pent-2-cis-enyl]-4-trimethylsiloxy 20-methyl-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSGAGLANDIN OF THE PGE2      SERIES       56 1-trans-iodo- 2-[5-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthiam      ethyl-1,9-dioxo-  4-triphenylmethoxy-1-nonene pent-2-cis-enyl]-4-trimethy      lsiloxy 20-methyl-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES         57 1-trans-tri-n-butylstannyl-4-methyl- 2-[5-methylthiaacetyl      dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-methyl-  4-trimethyls      ilyloxy-1-nonene pent-2-cis-enyl]-4-trimethylsiloxy 20-methyl-nor-5-cis-1      3-trans prostadiene   cyclopent-2-en-1-one       58 1-trans-tri-n-butylstannyl-5-methyl 2-[5-methylthiaacetyl dl-11a,16-d      ihydroxy-1-methylthiamethyl-1,9-dioxo-  4-trimethylsilyloxy-1-nonene      pent-2-cis-enyl]-4-trimethylsiloxy 17-methyl-20-methyl-2-nor-5-cis-13-tra      ns prostadiene   cyclopent-2-en-1-one       59 1-trans-tri-n-butylstannyl-4-vinyl- 2-[5-methylthiaacetyl dl-11a,16-d      ihydroxy-1-methylthiamethyl-1,9-dioxo-16-vinyl-  4-trimethylsilyloxy-1-no      nene pent-2-cis-enyl]-4-trimethylsiloxy 20-methyl-2-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one       60 1-trans-tri-n-butylstannyl-4-trimethylsilylethynyl- 2-[5-methylthiaac      etyl dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-ethynyl-      4-trimethylsilyloxy-1-nonene pent-2-cis-enyl]-4-trimethylsiloxy 20-methyl      -2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one       61 1-trans-tri-n-butylstannyl-5-methylene 2-[5-methylthiaacetyl      dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-  4-triethylsilyloxy-1-n      onene pent-2-cis-enyl]-4-trimethylsiloxy 17-methylene-20-methyl-2-nor-5-c      is-13-trans prostadiene   cyclopent-2-en-1-one       62 1-trans-tri-n-butylstannyl-4-methyl-5-methylene 2-[5-methylthiaacetyl       dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-methyl-  4-trimethyl      silyloxy-1-nonene pent-2-cis-enyl]-4-trimethylsiloxy 17-methylene-20-meth      yl-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one       63 1-trans-tri-n-butylstannyl-4-dimethoxymethyl- 2-[5-methylthiaacetyl      dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-formyl-  4-trimethyls      ilyloxy-1-nonene pent-2-cis-enyl]-4-trimethylsiloxy 20-methyl-2-nor-5-cis      -13-trans prostadiene   cyclopent-2-en-1-one       64 1-trans-tri-n-butylstannyl-4-fluoromethyl- 2-[5-methylthiaacetyl      dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-fluoromethyl-      4-trimethylsilyloxy-1-nonene pent-2-cis-enyl]-4-trimethylsiloxy 20-methyl      -2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one       65 1-trans-tri-n-butylstannyl-4-difluoromethyl- 2-[5-methylthiaacetyl      dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-difluoromethyl-      4-trimethylsilyloxy-1-nonene pent-2-cis-enyl]-4-trimethylsiloxy 20-methyl      -2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one       66 1-trans-tri-n-butylstannyl-4-trifluoromethyl- 2-[5-methylthiaacetyl      dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-trifluoromethyl-      4-trimethylsilyloxy-1-nonene pent-2-cis-enyl]-4-trimethylsiloxy 20-methyl      -2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one       67 1-trans-tri-n-butylstannyl-4-chloromethyl- 2-[5-methylthiaacetyl      dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-chloromethyl-      4-trimethylsilyloxy-1-nonene pent-2-cis-enyl]-4-trimethylsiloxy 20-methyl      -2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one       68 1-trans-tri-n-butylstannyl-4-trimethylsilyloxymethyl- 2-[5-methylthia      acetyl dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-hydroxymethyl-        4-trimethylsilyloxy-1-nonene pent-2-cis-enyl]-4-trimethylsiloxy      20-methyl-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES       69 1-trans-iodo- 2-[5-methylthiaacetyl dl-11a,15a-dihydroxy-1-methylthia      methyl-1,9-dioxo-  3-triphenylmethoxy-1-decene pent-2-cis-enyl]-4-trimeth      ylsiloxy 20-ethyl-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one       70 1-trans-iodo-3-methyl- 2-[5-methylthiaacetyl dl-11a,15a-dihydroxy-1-m      ethylthiamethyl-1,9-dioxo-15-methyl-  3-trimethylsilyloxy-1-decene      pent-2-cis-enyl]-4-trimethylsiloxy dl-11a,-15a-dihydroxy-1-methylthiameth      yl-1,9-dioxo-15-methyl-  3-trimethylsilyloxy-1-decene pent-2-cis-enyl]-4-      trimethylsiloxy 20-ethyl-2-nor-5-cis-13-trans prostadiene   cyclopent-2-e      n-1-one       71 1-trans-iodo-4,4-dimethyl 2-[5-methylthiaacetyl dl-11a,15a-dihydroxy-      1-methylthiamethyl-1,9-dioxo-  3-trimethylsilyloxy-1-decene pent-2-cis-en      yl]-4-trimethylsiloxy 16,16-dimethyl-20-ethyl-2-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one  72 1-trans-iodo-4,4-trimethylene      2-[5-methylthiaacetyl dl-11a,15a-dihydroxy-1-methylthiamethyl-1,9-dioxo-       3-trimethylsilyloxy-1-decene pent-2-cis-enyl]-4-trimethylsiloxy      16,16-trimethylene-20-ethyl-2-nor-5-cis-13-trans prostadiene   cyclopent-      2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES         73 1-trans -tri-n-butylstannyl-3-vinyl- 2-[5-methylthiaacetyl      dl-11a,15a-dihydroxy-1-methylthiamethyl-1,9-dioxo-15-vinyl-  3-trimethyls      ilyloxy-1-decene pent-2-cis-enyl]-4-trimethylsiloxy 20-ethyl-2-nor-5-cis-      13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES       74 1-trans-iodo- 2-[5-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthiam      ethyl-1,9-dioxo-  4-triphenylmethoxy-1-decene pent-2-cis-enyl]-4-trimethy      lsiloxy 20-ethyl-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES         75 1-trans-tri-n-butylstannyl-4-methyl- 2-[5-methylthiaacetyl      dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-methyl-  4-trimethyls      ilyloxy-1-decene pent-2-cis-enyl]-4-trimethylsiloxy 20-ethyl-2-nor-5-cis-      13-trans prostadiene   cyclopent-2-en-1-one       76 1-trans-tri-n-butylstannyl-5-methyl 2-[5-methylthiaacetyl dl-11a,16-d      ihydroxy-1-methylthiamethyl-1,9-dioxo-  4-trimethylsilyloxy-1-decene      pent-2-cis-enyl]-4-trimethylsiloxy 17-methyl-20-ethyl-2-nor-5-cis-13-tran      s prostadiene   cyclopent-2-en-1-one       77 1-trans-tri-n-butylstannyl-4-vinyl- 2-[5-methylthiaacetyl dl-11a,16-d      ihydroxy-1-methylthiamethyl-1,9-dioxo-16-vinyl-  4-trimethylsilyloxy-1-de      cene pent-2-cis-enyl]-4-trimethylsiloxy 20-ethyl-2-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one       78 1-trans-tri-n-butylstannyl-4-trimethylsilylethynyl- 2-[5-methylthiaac      etyl dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-ethynyl-      4-trimethylsilyloxy-1-decene pent-2-cis-enyl]-4-trimethylsiloxy 20-ethyl-      2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one       79 1-trans-tri-n-butylstannyl-5-methylene 2-[5-methylthiaacetyl      dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-  4-triethylsilyloxy-1-d      ecene pent-2-cis-enyl]-4-trimethylsiloxy 17-methylene-20-ethyl-2-nor-5-ci      s-13-trans prostadiene   cyclopent-2-en-1-one       80 1-trans-tri-n-butylstannyl-4-methyl-5-methylene 2-[5-methylthiaacetyl       dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-methyl-  4-trimethyl      silyloxy-1-decene pent-2-cis-enyl]-4-trimethylsiloxy 17-methylene-20-ethy      l-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one       81 1-trans-tri-n-butylstannyl-4-dimethoxymethyl- 2-[5-methylthiaacetyl      dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-formyl-  4-trimethyls      ilyloxy-1-decene pent-2-cis-enyl]-4-trimethylsiloxy 20-ethyl-2-nor-5-cis-      13-trans prostadiene   cyclopent-2-en-1-one       82 1-trans-tri-n-butylstannyl-4-fluoromethyl- 2-[5-methylthiaacetyl      dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-fluoromethyl-      4-trimethylsilyloxy-1-decene pent-2-cis-enyl]-4-trimethylsiloxy 20-ethyl-      2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one       83 1-trans-tri-n-butylstannyl-4-difluoromethyl- 2-[5-methylthiaacetyl      dl-11a,16-dihydroxy-1-methylthiamethy-1,9-dioxo-16-difluoromethyl-      4-trimethylsilyloxy-1-decene pent-2-cis-enyl]-4-trimethylsiloxy 20-ethyl-      2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one       84 1-trans-tri-n-butylstannyl-4-trifluoromethyl- 2-[5-methylthiaacetyl      dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-trifluoromethyl-      4-trimethylsiloxy-1-decene pent-2-cis-enyl[-4-trimethylsiloxy 20-ethyl-2-      nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one       85 1-trans-tri-n-butylstannyl-4-chloromethyl- 2-[5-methylthiaacetyl      dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-chloromethyl-      4-trimethylsilyloxy-1-decene pent-2-cis-enyl]-4-trimethylsiloxy 20-ethyl-      2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one       86 1-trans-tri-n-butylstannyl-4-trimethylsilyloxymethyl- 2-[5-methylthia      acethyl dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-hydroxymethyl      -  4-trimethylsilyloxy-1-decene pent-2-cis-enyl]-4-trimethylsiloxy      20-ethyl-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-oen        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES       87 1-trans-iodo- 2-[6-methylthiaacetyl dl-11a,15a-dihydroxy-1-methylthia      methyl-1,9-dioxo-  3-triphenylmethoxy-1-heptene hex-2-cis-enyl]-4-trimeth      ylsiloxy 20-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one  88      1-trans-iodo-3-methyl- 2-[6-methylthiaacethyl dl-11a,15a-dihydroxy-1-meth      ylthiamethyl-1,9-dioxo-15-methyl-  3-trimethylsilyloxy-1-heptene      hex-2-cis-enyl]-4-trimethylsiloxy 20-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one  89 1-trans-iodo-4,4-dimethyl 2-[6-methylthiaacetyl      dl-11a,15a-dihydroxy-1-methylthiamethyl-1,9-dioxo-  3-trimethylsilyloxy-1      -heptene hex-2-cis-enyl]-4-trimethylsiloxy 16,16-dimethyl-20-nor-5-cis-13      -trans prostadiene   cyclopent-2-en-1-one  90 1-trans-iodo-5,5-dimethyl      2-[6-methylthiaacethyl dl-11a,15a-dihydroxy-1-methylthiamethyl-1,9-dioxo-        3-triphenylmethoxy-1-octene hex-2-cis-enyl]-4-trimethylsiloxy 17,17-dim      ethyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one       91 1-trans-iodo-4-methyl 2-[6-methylthiaacethyl dl-11a,15a-dihydroxy-1      -methylthiamethyl-1,9-dioxo- 3-trimethylsilyloxy-1-octene hex-2-cis-enyl]      -4-trimethylsiloxy 16-methyl-5-cis-13-trans prostadiene   cyclopent-2-en-      1-one       92 1-trans-iodo-4,4-trimethylene 2-[6-methylthiaacethyl dl-11a,15a-dihyd      roxy-1-methylthiamethyl-1,9-dioxo-  3-trimethylsilyloxy-1-heptene      hex-2-cis-enyl]-4-trimethylsiloxy 16,16-trimethylene-20-nor-5-cis-13-tran      s prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENEONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES       93 1-trans-tri-n-butylstannyl-3-vinyl- 2-[6-methylthiaacetyl dl-11a,15a-      dihydroxy-1-methylthiamethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-h      eptene hex-2-cis-enyl]-4-trimethylsiloxy 20-nor-5-cis-13-trans prostadien      e   cyclopent-2-en-1-one  94 1-trans-tri-n-butylstannyl-4-phenoxy      2-[6-methylthiaacetyl dl-11a,15a-dihydroxy-1-methylthiamethyl-1,9-dioxo      3-triethylsilyloxy-1-butene hex-2-cis-enyl]-4-trimethylsiloxy 16-phenoxy-      17-20-tetranor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one  95      1-trans-tri-n-butylstannyl-4-(p-fluorophenoxy) 2-[6-methylthiaacetyl      dl-11a,15a-dihydroxy-1-methylthiamethyl-1,9-dioxo-  3-triethylsilyloxy-1-      butene hex-2-cis-enyl]-4-trimethylsiloxy 16-(p-flourophenoxy)-17-20-tetra      nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one       96 1-trans-tri-n-butylstannyl-4-(m-chlorophenoxy) 2-[6-methylthiaacetyl      dl-11a,15a-dihydroxy-1-methylthiamethyl-1,9-dioxo  3-triethylsilyloxy-1-b      utene hex-2-cis-enyl]-4-trimethylsiloxy 16-(m-chlorophenoxy)-17-20-tetran      or-5-cis-13-trans prostadiene   cyclopent-2-en-1-one       97 1-trans-tri-n-butylstannyl-4-(m-trifluoromethylphenoxy) 2-[6-methylth      iaacetyl dl-11a,15a-dihydroxy-1-methylthiamethyl-1,9-dioxo-  3-triethylsi      lyloxy-1-butene hex-2-cis-enyl]-4-trimethylsiloxy 16-(m-trifluoromethylph      enoxy)-17-20-tetranor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES       98 1-trans-iodo-5-penyl 2-[6-methylthiaacetyl dl-11a,15a-dihydroxy-1-met      hylthiamethyl-1,9-dioxo-  3-triethylsilyloxy-1-pentene hex-2-cis-enyl]-4-      trimethylsiloxy 17-phenyl-18-20-trinor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one       99 1-trans-iodo-4,4-dimethyl-5-phenyl 2-[6-methylthiaacetyl dl-11a,15a-d      ihydroxy-1-methylthiamethyl-1,9-dioxo-  3-triethylsilyloxy-1-pentene      hex-2-cis-enyl]-4-trimethylsiloxy 16,16-dimethyl-17-phenyl-18-20-trinor-5      -cis-13-trans prostadiene   cyclopent-2-en-1-one 100 1-trans-iodo-4-cyclo      pentyl 2-[6-methylthiaacetyl dl-11a,15a-dihydroxy-1-methylthiamethyl-1,9-      dioxo-  3-triphenylmethyloxy-1-butene hex-2-cis-enyl]-4-trimethylsiloxy      16-cyclopentyl-17-20-tetranor-5-cis-13-trans prostadiene   cyclopent-2-en      -1-one 101 1-trans-iodo-4-cyclohexyl 2-[6-methylthiaacetyl dl-11a,15a-dih      ydroxy-1-methylthiamethyl-1,9-dioxo-  3-triphenylmethoxy-1-butene      hex-2-cis-enyl]-4-trimethylsiloxy 16-cyclohexyl-17-20-tetranor-5-cis-13-t      rans prostadiene   cyclopent-2-en-1-one 102 1-trans-iodo- 2-[6-methylthia      acetyl dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-  4-triphenylmeth      yoxy-1-heptene hex-2-cis-enyl]-4-trimethylsiloxy 20-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one         EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        103 1-trans-tri-n-butylstannyl-4-methyl- 2-[6-methylthiaacetyl      dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-methyl-  4-trimethyls      ilyloxy-1-heptene hex-2-cis-enyl]-4-trimethylsiloxy 20-nor-5-cis-13-trans       prostadiene   cyclopent-2-en-1-one 104 1-trans-tri-n-butylstannyl-4-ethy      l- 2-[6-methylthiaacetyldl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-      16-ethyl-  4-trimethylsilyloxy-1-octene hex-2-cis-enyl]-4-trimethylsiloxy       5-cis-13-trans prostadiene   cyclopent-2-en-1-one 105 1-trans-tri-n-buty      lstannyl-5-methyl 2-[6-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthiam      ethyl-1,9-dioxo-  4-trimethylsilyloxy-1-heptene hex-2-cis-enyl]-4-trimeth      ylsiloxy 17-methyl-20-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-o      ne        EAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        106 1-trans-iodo-5,5-dimethyl 2-[6-methylthiaacetyl dl-11a,16-dihydroxy      -1-methylthiamethyl-1,9-dioxo-  4-trimethylsilyloxy-1-octene hex-2-cis-en      yl]-4-trimethylsiloxy 17,17-dimethyl-5-cis-13-trans prostadiene      cyclopent-2-en-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        107 1-trans-tri-n-butylstannyl-4-vinyl- 2-[6-methylthiaacetyl dl-11a,16      -dihydroxy-1-methylthiamethyl-1,9-dioxo-16-vinyl  4-trimethylsilyloxy-1-h      eptene hex-2-cis-enyl]-4-trimethylsiloxy 20-nor-5-cis-13-trans prostadien      e   cyclopent-2-en-1-one 108 1-trans-tri-n-butylstannyl-4-cyclopropyl      2-[6-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16      -cyclopropyl-  4-trimethylsilyloxy-1-octene hex-2-cis-enyl]-4-trimethylsi      loxy 5-cis-13-trans prostadiene   cyclopent-2-en-1-one 109 1-trans-tri-n-      butylstannyl-4-trimethylsilylethynyl- 2-[6-methylthiaacetyl dl-11a,16-dih      ydroxy-1-methylthiamethyl-1,9-dioxo-16-ethynyl-  4-trimethylsilyloxy-1-he      ptne hex-2-cis-enyl]-4-trimethylsiloxy 20-nor-5-cis-13-trans prostadiene        cyclopent-2-en-1-one 110 1-trans-tri-n-butylstannyl-5-methylene      2-[6-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-      4-triethylsilyloxy-1-heptene hex-2-cis-enyl]-4-trimethylsiloxy 17-methyle      ne-20-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 111 1-trans-t      ri-n-butylstannyl-4-methyl-5-methylene 2-[6-methylthiaacetyl dl-11a,16-di      hydroxy-1-methylthiamethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-he      ptene hex-2-cis-enyl]-4-trimethylsiloxy 17-methylene-20-nor-5-cis-13-tran      s prostadiene   cyclopent-2-en-1-one 112 1-trans-tri-n-butylstannyl-4-dim      ethoxymethyl- 2-[6-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthiamethy      l-1,9-dioxo-16-formyl-  4-trimethylsilyloxy-1-heptene hex-2-cis-enyl]-4-t      rimethylsiloxy 20-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one      113 1-trans-tri-n-butylstannyl-4-fluoromethyl- 2-[6-methyiaacetyl      dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-fluoromethyl-      4-trimethylsilyloxy-1-heptene hex-2-cis-enyl]-4-trimethylsiloxy 20-nor-5-      cis-13-trans prostadiene   cyclopent-2-en-1-one 114 1-trans-tri-n-butylst      annyl-4-difluoromethyl- 2-[6-methylthiaacetyl dl-11a,16-dihydroxy-1-methy      lthiamethyl-1,9-dioxo-16-difluoromethyl-  4-trimethylsilyloxy-1-heptene      hex-2-cis-enyl]-4-trimethylsiloxy 20-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 115 1-trans-tri-n-butylstannyl-4-trifluoromethyl-      2-[6-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16      -trifluoromethyl-  4-trimethylsilyloxy-1-heptene hex-2-cis-enyl]-4-trimet      hylsiloxy 20-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 116      1-trans-tri-n-butylstannyl-4-chloromethyl- 2-[6-methylthiaacetyl      dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-chloromethyl-      4-trimethylsilyloxy-1-heptene hex-2-cis-enyl]-4-trimethylsiloxy 20-nor-5-      cis-13-trans prostadiene   cyclopent-2-en-1-one 117 1-trans-tri-n-butylst      annyl-4-trimethylsilyloxymethyl- 2-[6-methylthiaacetyl dl-11a,16-dihydrox      y-1-methylthiamethyl-1,9-dioxo-16-hydroxymethyl-  4-trimethylsilyloxy-1-h      eptene hex-2-cis-enyl]-4-trimethylsiloxy 20-nor-5-cis-13-trans prostadien      e   cyclopent-2-en-1-one       EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        118 1-trans-iodo-4-methyl-7-chloro 2-[6-methylthiaacetyl dl-11a,16-dihy      droxy-1-methylthiamethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-hept      ene hex-2-cis-enyl]-4-trimethylsiloxy 19-chloro-20-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 119 1-trans-iodo- 2-[6-methylthiaacety      l dl-11a,15a-dihydroxy-1-methylthiamethyl-1,9-dioxo-  3-triphenylmethoxy-      1-octene hex-2-cis-enyl]-4-trimethylsiloxy 5-cis-13-trans prostadiene      cyclopent-2-en-1-one 120 1-trans-iodo-3-methyl- 2-[6-methylthiaacetyl      dl-11a,15a-dihydroxy-1-methylthiamethyl-1,9-dioxo-15-methyl-  3-trimethyl      silyloxy-1-octene hex-2-cis-enyl]-4-trimethylsiloxy 5-cis-13-trans      prostadiene   cuyclopent-2-en-1-one 121 1-trans-iodo-4,4-dimethyl      2-[6-methylthiaacetyl dl-11a,15a-dihydroxy-1-methylthiamethyl-1,9-dioxo-       3-trimethylsilyloxy-1-octene hex-2-cis-enyl]-4-trimethylsiloxy 16,16-dim      ethyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 122 1-trans-iodo-      4,4-trimethylene 2-[6-methylthiaacetyl dl-11a,15a-dihydroxy-1-methylthiam      ethyl-1,9-dioxo-  3-trimethylsilyloxy-1-octene hex-2-cis-enyl]-4-trimethy      lsiloxy 16,16-trimethylene-5-cis-13-trans prostadiene   cyclopent-2-en-1-      one        EXAMPLE VINYL TIN CYCLOPENTENONE PROSTAGLANDIN OF THE PGE2 SERIES        123 1-trans-tri-n-butylstannyl-3-vinyl- 2-[6-methylthiaacetyl dl-11a,15      a-dihydroxy-1-methylthiamethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1      -octene hex-2-cis-enyl[-4-trimethylsiloxy 5-cis-13-trans prostadiene      cyclopent-2-en-1-one         EXAMPLE VINYL ODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        124 1-trans-iodo- 2-[6-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthi      amethyl-1,9-dioxo-  4-triphenylmethoxy-1-octene hex-2-cis-enyl]-4-trimeth      ylsiloxy 5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        125 1-trans-tri-n-butylstannyl-4-methyl- 2-[6-methylthiaacetyl      dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-methyl-  4-trimethyls      ilyloxy-1-octene hex-2-cis-enyl]-4-trimethylsiloxy 5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 126 1-trans-tri-n-butylstannyl-5-methy      l 2-[6-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-        4-trimethylsilyloxy-1-octene hex-2-cis-enyl]-4-trimethylsiloxy      17-methyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 127 1-trans-t      ri-n-butylstannyl-4-vinyl- 2-[6-methylthiaacetyl dl-11a,16-dihydroxy-1-me      thylthiamethyl-1,9-dioxo-16-vinyl-  4-trimethylsilyloxy-1-octene      hex-2-cis-enyl]-4-trimethylsiloxy 5-cis-13-trans prostadiene   cyclopent-      2-en-1-one 128 1-trans-tri-n-butylstannyl-4-trimethylsilylethynyl-      2-[6-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16      -ethynyl-  4-trimethylsilyloxy-1-octene hex-2-cis-enyl]-4-trimethylsiloxy       5-cis-13-trans prostadiene   cyclopent-2-en-1-one 129 1-trans-tri-n-buty      lstannyl-5-methylene 2-[6-methylthiaacetyl dl-11a,16-dihydroxy-1-methylth      iamethyl-1,9-dioxo-  4-triethylsilyloxy-1-octene hex-2-cis-enyl]-4-trimet      hylsiloxy 17-methylene-5-cis-13-trans prostadiene   cyclopent-2-en-1-one      130 1-trans-tri-n-butylstannyl-4-methyl-5-methylene 2-[6-methylthiaacetyl       dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-methyl-  4-trimethyl      silyloxy-1-octene hex-2-cis-enyl]-4-trimethylsiloxy 17-methylene-5-cis-13      -trans prostadiene   cyclopent-2-en-1-one 131 1-trans-tri-n-butylstannyl-      4-dimethoxymethyl- 2-[6-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthia      methyl-1,9-dioxo-16-formyl-  4-trimethylsilyloxy-1-octene hex-2-cis-enyl]      -4-trimethylsiloxy 5-cis-13-trans prostadiene   cyclopent-2-en-1-one 132      1-trans-tri-n-butylstannyl-4-fluoromethyl- 2-[6-methylthiaacetyl      dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-fluoromethyl-      4-trimethylsilyloxy-1-octene hex-2-cis-enyl]-4-trimethylsiloxy 5-cis-13-t      rans prostadiene   cyclopent-2-en-1-one 133 1-trans-tri-n-butylstannyl-4-      difuoromethyl- 2-[6-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthiameth      yl-1,9-dioxo-16-difluoromethyl-  4-trimethylsilyloxy-1-octene hex-2-cis-e      nyl]-4-trimethylsiloxy 5-cis-13-trans prostadiene   cyclopent-2-en-1-one      134 1-trans-tri-n-butylstannyl-4-trifluoromethyl- 2-[6-methylthiaacetyl      dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-trifluoromethyl-      4-trimethylsilyloxy-1-octene hex-2-cis-enyl]-4-trimethylsiloxy 5-cis-13-t      rans prostadiene   cyclopent-2-en-1-one 135 1-trans-tri-n-butylstannyl-4-      chloromethyl- 2-[6-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthiamethy      l-1,9-dioxo-16-chloromethyl-  4-trimethylsilyloxy-1-octene hex-2-cis-enyl      ]-4-trimethylsiloxy 5-cis-13-trans prostadiene   cyclopent-2-en-1-one      136 1-trans-tri-n-butylstannyl-4-trimethylsilyloxymethyl- 2-[6-methylthia      acetyl dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-hydroxymethyl-        4-trimethylsilyloxy-1-octene hex-2-cis-enyl]-4-trimethylsiloxy      5-cis-13-trans prostadiene   cyclopene-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        137 1-trans-iodo- 2-[6-methylthiaacetyl dl-11a,15a-dihydroxy-1-methylth      iamethyl-1,9-dioxo-  3-triphenylmethoxy-1-nonene hex-2-cis-enyl]-4-trimet      hylsiloxy 20-methyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one      138 1-trans-iodo-3-methyl- 2-[6-methylthiaacetyl dl-11a,15a-dihydroxy-1-m      ethylthiamethyl-1,9-dioxo-15-methyl-  3-trimethylsilyloxy-1-nonene      hex-2-cis-enyl]-4-trimethylsiloxy 20-methyl-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 139 1-trans-iodo-4,4-dimethyl 2-[6-methylthiaacetyl      dl-11a,15a-dihydroxy-1-methylthiamethyl-1,9-dioxo-  3-trimethylsilyloxy-1      -nonene hex-2-cis-enyl]-4-trimethylsiloxy 16,16-dimethyl-20-methyl-5-cis-      13-trans prostadiene   cyclopent-2-en-1-one 140 1-trans-iodo-4,4-trimethy      lene 2-[6-methylthiaacetyl dl-11a,15a-dihydroxy-1-methylthiamethyl-1,9-di      oxo-  3-trimethylsilyloxy-1-nonene hex-2-cis-enyl]-4-trimethylsiloxy      16,16-trimethylene-20-methyl-5-cis-13-trans prostadiene   cyclopent-2-en-      1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        141 1-trans-tri-n-butylstannyl-3-vinyl- 2-[6-methylthiaacetyl dl-11a,15      a-dihydroxy-1-methylthiamethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1      -nonene hex-2-cis-enyl]-4-trimethylsiloxy 20-methyl-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        142 1-trans-iodo- 2-[6-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthi      amethyl-1,9-dioxo-  4-triphenylmethoxy-1-nonene hex-2-cis-enyl]-4-trimeth      ylsiloxy 20-methyl-5-cis-13-trans prostadiene   cylopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        143 1-trans-tri-n-butylstannyl-4-methyl- 2-[6-methylthiaacetyl      dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-methyl-  4-trimethyls      ilyloxy-1-nonene hex-2-cis-enyl]-4-trimethylsiloxy 20-methyl-5-cis-13-tra      ns prostadiene   cyclopent-2-en-1-one 144 1-trans-tri-n-butylstannyl-5-me      thyl 2-[6-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dio      xo-  4-trimethylsilyloxy-1-nonene hex-2-cis-enyl]-4-trimethylsiloxy      17-methyl-20-methyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one      145 1-trans-tri-n-butylstannyl-4-vinyl- 2-[6-methylthiaacetyl dl-11a,16-d      ihydroxy-1-methylthiamethyl-1,9-dioxo-16-vinyl-  4-trimethylsilyloxy-1-no      nene hex-2-cis-enyl]-4-trimethylsiloxy 20-methyl-5-cis-13-trans prostadie      ne   cyclopent-2-en-1-one 146 1-trans-tri-n-butylstannyl-4-trimethylsilyl      ethylnyl- 2-[6-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthiamethyl-1,      9-dioxo-16-ethynyl-  4-trimethylsilyloxy-1-nonene hex-2-cis-enyl]-4-trime      thylsiloxy 20-methyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one      147 1-trans-tri-n-butylstannyl-5-methylene 2-[6-methylthiaacetyl      dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-  4-triethylsilyloxy-1-n      onene hex-2-cis-enyl]-4-trimethylsiloxy 17-methylene-20-methyl-5-cis-13-t      rans prostadiene   cyclopent-2-en-1-one 148 1-trans-tri-n-butylstannyl-4-      methyl-5-methylene 2-[6-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthia      methyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-nonene hex-2-cis-enyl]      -4-trimethylsiloxy 17-methylene-20-methyl-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 149 1-trans-tri-n-butylstannyl-4-dimethoxymethyl-      2-[6-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16      -formyl-  4-trimethylsilyloxy-1-nonene hex-2-cis-enyl]-4-trimethylsiloxy      20-methyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 150 1-trans-t      ri-n-butylstannyl-4-fluoromethyl- 2-[6-methylthiaacetyl dl-11a,16-dihydro      xy-1-methylthiamethyl-1,9-dioxo-16-fluoromethyl-  4-trimethylsilyloxy-1-n      onene hex-2-cis-enyl]-4-trimethylsiloxy 20-methyl-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 151 1-trans-tri-n-butylstannyl-4-diflu      oromethyl- 2-[6-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthiamethyl-1      ,9-dioxo-16-difluoromethyl-  4-trimethylsilyloxy-1-nonene hex-2-cis-enyl]      -4-trimethylsiloxy 20-methyl-5-cis-13-trans prostadiene   cyclopent-2-en-      1-one 152 1-trans-tri-n-butylstannyl-4-trifluoromethyl- 2-[6-methylthiaac      etyl dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-trifluoromethyl-        4-trimethylsilyloxy-1-nonene hex-2-cis-enyl]-4-trimethylsiloxy      20-methyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 153 1-trans-t      ri-n-butylstannyl-4-chloromethyl- 2-[6-methylthiaacetyl dl-11a,16-dihydro      xy-1-methylthiamethyl-1,9-dioxo-16-chloromethyl-  4-trimethylsilyloxy-1-n      onene hex-2-cis-enyl]-4-trimethylsiloxy 20-methyl-5-cis-13-trans-prostadi      ene   cyclopent-2-en-1-one 154 1-trans-tri-n-butylstannyl-4-trimethylsily      loxymethyl- 2-[6-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthiamethyl-      1,9-dioxo-16-hydroxymethyl-  4-trimethylsilyloxy-1-nonene hex-2-cis-enyl]      -4-trimethylsiloxy 20-methyl-5-cis-13-trans prostadiene   cyclopent-2-en-      1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        155 1-trans-iodo- 2-[6-methylthiaacetyl dl-11a,15a-dihydroxy-1-methylth      iamethyl-1,9-dioxo-  3-triphenylmethoxy-1-decene hex-2-cis-enyl]-4-trimet      hylsiloxy 20-ethyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 156      1-trans-iodo-3-methyl- 2[6-methylthiaacetyl dl-11a,15a-dihydroxy-1-methyl      thiamethyl-1,9-dioxo-15-methyl-  3-trimethylsilyloxy-1-decene hex-2-cis-e      nyl]-4-trimethylsiloxy 20-ethyl-5-cis-13-trans prostadiene   cyclopent-2-      en-1-one 157 1-trans-iodo-4,4-dimethyl 2-[6-methylthiaacetyl dl-11a,15a-d      ihydroxy-1-methylthiamethyl-1,9-dioxo-  3-trimethylsilyloxy-1-decene      hex-2-cis-enyl]-4-trimethylsiloxy 16,16-dimethyl-20-ethyl-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 158 1-trans-iodo-4,4-trimethylene      2-[6-methylthiaacetyl dl-11a,15a-dihydroxy-1-methylthiamethyl-1,9-dioxo-       3-trimethylsilyloxy-1-decene hex-2-cis-enyl]-4-trimethylsiloxy 16,16-tri      methylene-20-ethyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        159 1-trans-tri-n-butylstannyl-3-vinyl- 2-[6-methylthiaacetyl dl-11a,15      a-dihydroxy-1-methylthiamethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1      -decene hex-2-cis-enyl]-4-trimethylsiloxy 20-ethyl-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        160 1-trans-iodo- 2-[6-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthi      amethyl-1,9-dioxo  4-triphenylmethoxy-1-decene hex-2-cis-enyl]-4-trimethy      lsiloxy 20-ethyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        161 1-trans-tri-n-butylstannyl-4-methyl- 2-[6-methylthiaacetyl      4-trimethylsilyloxy-1-decene hex-2-cis-enyl]-4-trimethylsiloxy      cyclopent-2-en-1-one    dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-      16-ethynl-  hex-2-cis-enyl]-4-trimethylsiloxy 20-ethyl-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 165 1-trans-tri-n-butylstannyl-5-methy      lene- 2-[6-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-di      oxo- 4-trimethylsilyloxy-1-decene hex-2-cis-enyl]-4-trimethylsiloxy      17-methylene-20-ethyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one      166 1-trans-tri-n-butylstannyl-4-methyl-5-methylene 2-[6-methylthiaacetyl       dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-methyl- 4-trimethyls      ilyloxy-1-decene hex-2-cis-enyl]-4-trimethylsiloxy 17-methylene-20-ethyl-      5-cis-13-trans prostadiene   cyclopent-2-en-1-one 167 1-trans-tri-n-butyl      stannyl-4-dimethoxymethyl- 2-[6-methylaacetyl dl-11a,16-dihydroxy-1-methy      lthiamethyl-1,9-dioxo-16-formyl- 4-trimethylsilyloxy-1-decene hex-2-cis-e      nyl]-4-trimethylsiloxy 20-ethyl-5-cis-13-trans prostadiene   cyclopent-2-      en-1-one 168 1-trans-tri-n-butylstannyl-4-fluoromethyl- 2-[6-methylthiaac      etyl dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-fluoromethyl-      4-trimethylsilyloxy-1-decene hex-2-cis-enyl]-4-trimethylsiloxy 20-ethyl-5      -cis-13-trans prostadiene   cyclopent-2-en-1-one 169 1-trans-tri-n-butyls      tannyl-4-difluoromethyl- 2-[6-methylthiaacetyl dl-11a,16-dihydroxy-1-meth      ylthiamethyl-1,9-dioxo-16-difluoromethyl-  4-trimethylsilyloxy-1-decene      hex-2-cis-enyl]-4-trimethylsiloxy 20-ethyl-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 170 1-trans-tri-n-butylstannyl-4-triflouromethyl-      2-[6-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16      -trifluoromethyl-  4-trimethylsilyloxy-1-decene hex-2-cis-enyl]-4-trimeth      ylsiloxy 20-ethyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 171      1-trans-tri-n-butylstannyl-4-chloromethyl- 2-[6-methylthiaacetyl      dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-chloromethyl-      4-trimethylsilyloxy-1-decene hex-2-cis-enyl]-4-trimethylsiloxy 20-ethyl-5      -cis-13-trans prostadiene   cyclopent-2-en-1-one 172 1-trans-tri-n-butyls      tannyl-4-trimethylsilyoxymethyl- 2-[6-methylthiaacetyl dl-11a,16-dihydrox      y-1-methylthiamethyl-1,9-dioxo-16-hydroxymethyl-  4-trimethylsilyloxy-1-d      ecene hex-2-cis-enyl]-4-trimethylsiloxy 20-ethyl-5-cis-13-trans prostadie      ne   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        173 1-trans-iodo- 2-[7-methylthiaacetyl dl-11a,15a-dihydroxy-1-methylth      iamethyl-1,9-dioxo- 3-triphenylmethoxy-1-heptene hept-2-cis-enyl]-4-trime      thylsiloxy 20-nor-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-on      e 174 1-trans-iodo-3-methyl 2-[7-methylthiaacetyl dl-11a,15a-dihydroxy-1-      methylthiamethyl-1,9-dioxo-15-methyl-  3-trimethylsilyloxy-1-heptene      hept-2-cis-enyl]-4-trimethylsiloxy 20-nor-2-homo-5-cis-13-trans prostadie      ne   cyclopent-2-en-1-one 175 1-trans-iodo-4,4-dimethyl 2-[7-methylthiaac      etyl dl-11a,15a-dihydroxy-1-methylthiamethyl-1,9-dioxo- 3-trimethylsilylo      xy-1-heptene hept-2-cis-enyl]-4-trimethylsiloxy 16,16-dimethyl-20-nor-2-h      omo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 176 1-trans-iodo-5,      5-dimethyl 2-[7-methylthiaacetyl dl-11a,15a-dihydroxy-1-methylthiamethyl-      1,9-dioxo- 3-triphenylmethoxy-1-octene hept-2-cis-enyl]-4-trimethylsiloxy       17,17-dimethyl-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one      177 1-trans-iodo-4-methyl 2-[7-methylthiaacetyl dl-11a,15a-dihydroxy-1-me      thylthiamethyl-1,9-dioxo- 3-triphenylmethoxy-1-octene hept-2-cis-enyl]-4-      trimethylsiloxy 16-methyl-2-homo-5-cis-13-trans prostadiene   cyclopent-2      -en-1-one 178 1-trans-iodo-4,4-trimethylene 2-[7-methylthiaacetyl      dl-11a,15a-dihydroxy-1-methylthiamethyl-1,9-dioxo- 3-trimethylsilyloxy-1-      heptene hept-2-cis-enyl]-4-trimethylsiloxy 16,16-trimethylene-20-nor-2-ho      mo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        179 1-trans-tri-n-butylstannyl-3-vinyl 2-[7-methylthiaacetyl dl-11a,15a      -dihydroxy-1-methylthiamethyl-1,9-dioxo-15 vinyl-  3-trimethylsilyloxy-1-      heptene hept-2-cis-enyl]-4-trimethylsiloxy 20-nor-2-homo-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 180 1-trans-tri-n-butylstannyl-4-pheno      xy 2-[7-methylthiaacetyl dl-11a,15a-dihydroxy-1-methylthiamethyl-1,9-diox      o-  3-triethylsilyloxy-1-butene hept-2-cis-enyl]-4-trimethylsiloxy      16-phenoxy-2-homo-17-20-tetranor-5-cis-13-trans prostadiene   cyclopent-2      -en-1-one 181 1-trans-tri-n-butylstannyl-4-(p-fluorophenoxy) 2-[7-methylt      hiaacetyl dl-11a,15a-dihydroxy-1-methylthiamethyl-1,9-dioxo-  3-triethyls      ilyloxy-1-butene hept-2-cis-enyl]-4-trimethylsiloxy 16-(m-fluorophenoxy)-      2-homo-17-20-tetranor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one      182 1-trans-tri-n-butylstannyl-4-(m-chlorophenoxy) 2-[7-methylthiaacetyl      dl-11a,15a-dihydroxy-1-methylthiamethyl-1,9-dioxo-  3-triethylsilyloxy-1-      butene hept-2-cis-enyl]-4-trimethylsiloxy 16-(m-chlorophenoxy)-2-homo-17-      20-tetranor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 183      1-trans-tri-n-butylstannyl-4-(m-trifluoromethylphenoxy) 2-[7-methylthiaac      etyl dl-11a,15a-dihydroxy-1-methylthiamethyl-1,9-dioxo-  3-triethylsilylo      xy-1-butene hept-2-cis-enyl]-4-trimethylsiloxy 16-(m-trifluoromethylpheno      xy)-2-homo-17-20-tetranor-5-cis-13-trans prostadiene   cyclopent-2-en-1-o      ne        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        184 1-trans-iodo-5-phenyl 2-[7-methylthiaacetyl dl-11a,15a-dihydroxy-1-      methylthiamethyl-1,9-dioxo-  3-triethylsilyloxy-1-pentene hept-2-cis-enyl      ]-4-trimethylsiloxy 17-phenyl-2-homo-18-20-trinor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 185 1-trans-iodo-4,4-dimethyl-5-phenyl       2-[7-methylthiaacetyl dl-11a,15a-dihydroxy-1-methylthiamethyl-1,9-dioxo-        3-triethylsilyloxy-1-pentene hept-2-cis-enyl]-4-trimethylsiloxy      16,16-dimethyl-17-phenyl-2-homo-18-20-trinor-5-cis-13-trans prostadiene       cyclopent-2-en-1-one 186 1-trans-iodo-4-cyclopentyl 2-[7-methylthiaacety      l dl-11a,15a-dihydroxy-1-methylthiamethyl-1,9-dioxo-  3-triphenylmethoxy-      1-butene hept-2-cis-enyl]-4-trimethylsiloxy 16-cyclopentyl-2-homo-17-20-t      etranor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 187 1-trans-iod      o-4-cyclohexyl 2-[7-methylthiaacetyl dl-11a,15a-dihydroxy-1-methylthiamet      hyl-1,9-dioxo-  3-triphenylmethoxy-1-butene hept-2-cis-enyl]-4-trimethyls      iloxy 16-cyclohexyl-2-homo-17-20-tetranor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 188 1-trans-iodo- 2-[7-methylthiaacetyl dl-11a,16-di      hydroxy-1-methylthiamethyl-1,9-dioxo-  4-triphenylmethoxy-1-heptene      hept-2-cis-enyl]-4-trimethylsiloxy 20-nor-2-homo-5-cis-13-trans prostadie      ne   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        189 1-trans-tri-n-butylstannyl-4-methyl 2-[7-methylthiaacetyl dl-11a,16      -dihydroxy-1-methylthiamethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1      -heptene hept-2-cis-enyl]-4-trimethylsiloxy 20-nor-2-homo-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 190 1-trans-tri-n-butylstannyl-4-ethyl       2-[7-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-1      6-ethyl-  4-trimethylsilyloxy-1-octene hept-2-cis-enyl]-4-trimethylsiloxy       2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 191 1-trans-tri      -n-butylstannyl-5-methyl 2-[7-methylthiaacetyl dl-11a,16-dihydroxy-1-meth      ylthiamethyl-1,9-dioxo-  4-trimethylsilyloxy-1-heptene hept-2-cis-enyl]-4      -trimethylsiloxy 17-methyl-20-nor-2-homo-5-cis-13-trans prostadiene      cyclopent-2-en-1-one        EXAMPLE VINYLIODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        192 1-trans-iodo-5,5-dimethyl 2-[7-methylthiaacetyl dl-11a,16-dihydroxy      -1-methylthiamethyl-1,9-dioxo-  4-trimethylsilyloxy-1-octene hept-2-cis-e      nyl]-4-trimethylsiloxy 17,17-dimethyl-2-homo-5-cis-13-trans prostadiene       cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        193 1-trans-tri-n-butylstannyl-4-vinyl- 2-[7-methylthiaacetyl dl-11a,16      -dihydroxy-1-methylthiamethyl-1,9-dioxo-16-vinyl-  4-trimethylsilyloxy-1-      heptene hept-2-cis-enyl]-4-trimethylsiloxy 20-nor-2-homo-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 194 1-trans-tri-n-butylstannyl-4-cyclo      propyl- 2-[7-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-      dioxo-16-chloropropyl-  4-trimethylsilyloxy-1-octene hept-2-cis-enyl]-4-t      rimethylsiloxy 2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one      195 1-trans-tri-n-butylstannyl-4-trimethylsilyethynyl- 2-[7-methylthiaace      tyl dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-ethynyl-      4-trimethylsilyloxy-1-heptene hept-2-cis-enyl]-4-trimethylsiloxy      20-nor-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 196      1-trans-tri-n-butylstannyl-4-methylene 2-[7-methylthiaacetyl dl-11a,16-di      hydroxy-1-methylthiamethyl-1,9-dioxo  4-trimethylsilyloxy-1-heptene      hept-2-cis-enyl]-4-trimethylsiloxy 17-methylene-20-nor-2-homo-5-cis-13-tr      ans prostadiene   cyclopent-2-en-1-one 197 1-trans-tri-n-butylstannyl-4-m      ethyl-5-methylene 2-[7-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthiam      ethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-heptene hept-2-cis-enyl      ]-4-trimethylsiloxy 17-methylene-20-nor-2-homo-5-cis-13-trans prostadiene         cyclopent-2-en-1-one 198 1-trans-tri-n-butylstannyl-4-dimethoxymethyl-       2-[7-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-1      6-formyl-  4-trimethylsilyloxy-1-heptene hept-2-cis-enyl]-4-trimethylsilo      xy 20-nor-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 199      1-trans-tri-n-butylstannyl-4-fluoromethyl- 2-[7-methylthiaacetyl      dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-fluoromethyl-      4-trimethylsilyloxy-1-heptene hept-2-cis-enyl]-4-trimethylsiloxy      20-nor-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 200      1-trans-tri-n-butylstannyl-4-difluoromethyl- 2-[7-methylthiaacetyl      dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-difluoromethyl-      4-trimethylsilyloxy-1-heptene hept-2-cis-enyl]-4-trimethylsiloxy      20-nor-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 201      1-trans-tri-n-butylstannyl-4-trifluoromethyl- 2-[7-methylthiaacetyl      dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-trifluoromethyl-      4-trimethylsilyloxy-1-heptene hept-2-cis-enyl]-4-trimethylsiloxy      20-nor-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 202      1-trans-tri-n-butylstannyl-4-chloromethyl- 2-[7-methylthiaacetyl      dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-chloromethyl-      4-trimethylsilyloxy-1-heptene hept-2-cis-enyl]-4-trimethylsiloxy      20-nor-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 203      1-trans-tri-n-butylstannyl-4-trimethylsilyloxymethyl- 2-[7-methylthiaacet      yl dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-hydroxymethyl-      4-trimethylsilyloxy-1-heptene hept-2-cis-enyl]-4-trimethylsiloxy      20-nor-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        204 1-trans-iodo-4-methyl-7-chloro 2-[7-methylthiaacetyl dl-11a,15a-dih      ydroxy-1-methylthiamethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-hep      tene hept-2-cis-enyl]-4-trimethylsiloxy 19-chloro-2-homo-20-nor-5-cis-13-      trans prostadiene   cyclopent-2-en-1-one 205 1-trans-iodo- 2-[7-methylthi      aacetyl dl-11a,15a-dihydroxy-1-methylthiamethyl-1,9-dioxo-  3-triphenylme      thoxy-1-octene hept-2-cis-enyl]-4-trimethylsiloxy 2-homo-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 206 1-trans-iodo-3-methyl- 2-[7-methyl      thiaacetyl dl-11a,15a-dihydroxy-1-methylthiamethyl-1,9-dioxo-15-methyl-      3-trimethylsilyloxy-1-octene hept-2-cis-enyl]-4-trimethylsiloxy 2-homo-5-      cis-13-trans prostadiene   cyclopent-2-en-1-one 207 1-trans-iodo-4,4-dime      thyl 2-[7-methylthiaacetyl dl-11a,15a-dihydroxy-1-methylthiamethyl-1,9-di      oxo-  3-trimethylsilyloxy-1-octene hept-2-cis-enyl]-4-trimethylsiloxy      16,16-dimethyl-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one      208 1-trans-iodo-4,4-trimethylene 2-[7-methylthiaacetyl dl-11a,15a-dihydr      oxy-1-methylthiamethyl-1,9-dioxo-  3-trimethylsilyloxy-1-octene hept-2-ci      s-enyl]-4-trimethylsiloxy 16,16-trimethylene-2-homo-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES       209 1-trans-tri-n-butylstannyl-3-vinyl- 2-[7-methylthiaacetyl dl-11a,15a      -dihydroxy-1-methylthiamethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-      octene hept-2-cis-enyl]-4-trimethylsiloxy 2-homo-5-cis-13-trans prostadie      ne   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES       210 1-trans-iodo- 2-[7-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthia      methyl-1,9-dioxo-  4-triphenylmethoxy-1-octene hept-2-cis-enyl]-4-trimeth      ylsiloxy 2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES       211 1-trans-tri-n-butylstannyl-4-methyl 2-[7-methylthiaacetyl dl-11a,16-      dihydroxy-1-methylthiamethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-      octene hept-2-cis-enyl]-4-trimethylsiloxy 2-homo-5-cis-13-trans prostadie      ne   cyclopent-2-en-1-one 212 1-trans-tri-n-butylstannyl-5-methyl      2-[7-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-      4-trimethylsilyloxy-1-octene hept-2-cis-enyl]-4-trimethylsiloxy 17-methyl      -2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 213 1-trans-tri      -n-butylstannyl-4-vinyl 2-[7-methylthiaacetyl dl-11a,16-dihydroxy-1-methy      lthiamethyl-1,9-dioxo-16-vinyl-  4-trimethylsilyloxy-1-octene hept-2-cis-      enyl]-4-trimethylsiloxy 2-homo-5-cis-13-trans prostadiene   cyclopent-2-e      n-1-one 214 1-trans-tri-n-butylstannyl-4-trimethylsilylethynyl 2-[7-methy      lthiaacetyl dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-ethynyl-       4-trimethylsilyloxy-1-octene hept-2-cis-enyl]-4-trimethylsiloxy      2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 215 1-trans-tri-      n-butylstannyl-5-methylene 2-[7-methylthiaacetyl dl-11a,16-dihydroxy-1-me      thylthiamethyl-1,9-dioxo-  4-triethylsilyloxy-1-octene hept-2-cis-enyl]-4      -trimethylsiloxy 17-methylene-2-homo-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 216 1-trans-tri-n-butylstannyl-4-methyl-5-methylene      2-[7-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16      -methyl-  4-trimethylsilyloxy-1-octene hept-2-cis-enyl]-4-trimethylsiloxy       17-methylene-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one      217 1-trans-tri-n-butylstannyl-4-dimethoxymethyl 2-[7-methylthiaacetyl      dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-formyl  4-trimethylsi      lyloxy-1-octene hept-2-cis-enyl]-4-trimethylsiloxy 2-homo-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 218 1-trans-tri-n-butylstannyl-4-fluor      omethyl 2-[7-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-      dioxo-16-fluoromethyl  4-trimethylsilyloxy-1-octene hept-2-cis-enyl]-4-tr      imethylsiloxy 2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one      219 1-trans-tri-n-butylstannyl-4-difluoromethyl- 2-[7-methylthiaacetyl      dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-difluoromethyl-      4-trimethylsilyloxy-1-octene hept-2-cis-enyl]-4-trimethylsiloxy 2-homo-5-      cis-13-trans prostadiene   cyclopent-2-en-1-one 220 1-trans-tri-n-butylst      annyl-4-trifluoromethyl- 2-[7-methylthiaacetyl dl-11a,16-dihydroxy-1-meth      ylthiamethyl-1,9-dioxo-16-triflouromethyl-  4-trimethylsilyloxy-1-octene      hept-2-cis-enyl]-4-trimethylsiloxy 2-homo-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 221 1-trans-tri-n-butylstannyl-4-chloromethyl-      2-[7-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16      -chloromethyl-  4-trimethylsilyloxy-1-octene hept-2-cis-enyl]-4-trimethyl      siloxy 2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 222      1-trans-tri-n-butylstannyl-4-trimethylsilyloxymethyl- 2-[7-methylthiaacet      yl dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-hydroxymethyl-      4-trimethylsilyloxy-1-octene hept-2-cis-enyl]-4-trimethylsiloxy 2-homo-5-      cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        223 1-trans-iodo- 2-[7-methylthiaacetyl dl-11a,15a-dihydroxy-1-methylth      iamethyl-1,9-dioxo-  4-triphenylmethoxy-1-nonene hept-2-cis-enyl]-4-trime      thylsiloxy 20-methyl-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1      -one 224 1-trans-iodo-3-methyl- 2-[7-methylthiaacetyl dl-11a,15a-dihydrox      y-1-methylthiamethyl-1,9-dioxo-15-methyl-  3-trimethylsilyloxy-1-nonene      hept-2-cis-enyl]  -4-trimethylsiloxy 20-methyl-2-homo-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 225 1-trans-iodo-4,4-dimethyl      2-[7-methylthiaacetyl dl-11a,15a-dihydroxy-1-methylthiamethyl-1,9-dioxo-       3-trimethylsilyloxy-1-nonene hept-2-cis-enyl]-4-trimethylsiloxy      16,16-dimethyl-20-methyl-2-homo-5-cis-13-trans prostadiene   cyclopent-2-      en-1-one 226 1-trans-iodo-4,4-trimethlylene 2-[7-methylthiaacetyl      dl-11a,15a-dihydroxy-1-methylthiamethyl-1,9-dioxo-  3-trimethylsilyloxy-1      -nonene hept-2-cis-enyl]-4-trimethylsiloxy 16,16-trimethylene-20-methyl-2      -homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        227 1-trans-tri n-butylstannyl-3-vinyl- 2-[7-methylthiaacetyl dl-11a,15      a-dihydroxy-1-methylthiamethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1      -nonene hept-2-cis-enyl]-4-trimethylsiloxy 20-methyl-2-homo-5-cis-13-tran      s prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        228 1-trans-iodo- 2-[7-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthi      amethyl-1,9-dioxo-  4-triphenylmethoxy-1-nonene hept-2-cis-enyl]-4-trimet      hylsiloxy 20-methyl-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-      one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        229 1-trans-tri-n-butylstannyl-4-methyl- 2-[7-methylthiaacetyl      dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-methyl-  4-trimethyls      ilyloxy-1-nonene hept-2-cis-enyl]-4-trimethylsiloxy 20-methyl-2-homo-5-ci      s-13-trans prostadiene   cyclopent-2-en-1-one 230 1-trans-tri-n-butylstan      nyl-5- methyl- 2-[7-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthiameth      yl-1,9-dioxo-  4-trimethylsilyloxy-1-nonene hept-2-cis-enyl]-4-trimethyls      iloxy 17-methyl-20-methyl-2-homo-5-cis-13-trans prostadiene   cyclopent-2      -en-1-one 231 1-trans-tri-n-butylstannyl-4-vinyl- 2-[7-methylthiaacetyl      dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-vinyl-  4-trimethylsi      lyloxy-1-nonene hept-2-cis-enyl]-4-trimethylsiloxy 20-methyl-2-homo-5-cis      -13-trans prostadiene   cyclopent-2-en-1-one 232 1-trans-tri-n-butylstann      yl-4-trimethylsilylethynyl- 2-[7-methylthiaacetyl dl-11a,16-dihydroxy-1-m      ethylthiamethyl-1,9-dioxo-16-ethynyl-  4-trimethylsilyloxy-1-nonene      hept-2-cis-enyl]-4-trimethylsiloxy 20-methyl-2-homo-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 233 1-trans-tri-n-butylstannyl-5-methy      lene 2-[7-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dio      xo-  4-trimethylsilyloxy-1-nonene hept-2-cis-enyl]-4-trimethylsiloxy      17-methylene-20-methyl-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en      -1-one 234 1-trans-tri-n-butylstannyl-4-methyl-5-methylene 2-[7-methylthi      aacetyl dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-methyl-      4-trimethylsilyloxy-1-nonene hept-2-cis-enyl]-4-trimethylsiloxy 17-methyl      ene-20-methyl-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one      235 1-trans-tri-n-butylstannyl-4-dimethoxymethyl- 2-[7-methylthiaacetyl      dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-formyl-  4-trimethyls      ilyloxy-1-nonene hept-2-cis-enyl]-4-trimethylsiloxy 20-methyl-2-homo-5-ci      s-13-trans prostadiene   cyclopent-2-en-1-one 236 1-trans-tri-n-butylstan      nyl-4-fluoromethyl- 2-[7-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthi      amethyl-1,9-dioxo-16-fluoromethyl-  4-trimethylsilyloxy-1-nonene      hept-2-cis-enyl]-4-trimethylsiloxy 20-methyl-2-homo-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 237 1-trans-tri-n-butylstannyl-4-diflu      oromethyl- 2-[7-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthiamethyl-1      ,9-dioxo-16-difluoromethyl-  4-trimethylsilyloxy-1-nonene hept-2-cis-enyl      ]-4-trimethylsiloxy 20-methyl-2-homo-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 238 1-trans-tri-n-butylstannyl-4-trifluoromethyl-      2-[7-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16      -trifluoromethyl-  4-trimethylsilyloxy-1-nonene hept-2-cis-enyl]-4-trimet      hylsiloxy 20-methyl-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-      one 239 1-trans-tri-n-butylstannyl-4-chloromethyl- 2-[7-methylthiaacetyl      dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-chloromethyl-      4-trimethylsilyloxy-1-nonene hept-2-cis-enyl]-4-trimethylsiloxy 20-methyl      -2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 240 1-trans-tri      -n-butylstannyl-4-trimethylsilyloxymethyl- 2-[7-methylthiaacetyl      dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-hydroxymethyl-      4-trimethylsilyloxy-1-nonene hept-2-cis-enyl]-4-trimethylsiloxy 20-methyl      -2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        241 1-trans-iodo- 2-[7-methylthiaacetyl dl-11a,15a-dihydroxy-1-methylth      iamethyl-1,9-dioxo-  3-triphenylmethoxy-1-decene hept-2-cis-enyl]-4-trime      thylsiloxy 20-ethyl-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-      one 242 1-trans-iodo-3-methyl- 2-[7-methylthiaacetyl dl-11a,15a-dihydroxy      -1-methylthiamethyl-1,9-dioxo-16-methyl-  3-trimethylsilyloxy-1-decene      hept-2-cis-enyl]-4-trimethylsiloxy 20-ethyl-2-homo-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 243 1-trans-iodo-4,4dimethyl-      2-[7-methylthiaacetyl dl-11a,15a-dihydroxy-1-methylthiamethyl-1,9-dioxo-       3-trimethylsilyloxy-1-decene hept-2-cis-enyl]-4-trimethylsiloxy      16,16-dimethyl-20-ethyl-2-homo-5-cis-13-trans prostadiene   cyclopent-2-e      n-1-one 244 1-trans-iodo-4,4-trimethylene 2-[7-methylthiaacetyl dl-11a,15      a-dihydroxy-1-methylthiamethyl-1,9-dioxo-  3-trimethylsilyloxy-1-decene      hept-2-cis-enyl]-4-trimethylsiloxy 16,16-trimethylene-20-ethyl-2-homo-5-c      is-13-trans prostadiene   cyclopent-2-en-1-one       EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        245 1-trans-tri-n-butylstannyl-3-vinyl 2-[7-methylthiaacetyl dl-11a,15a      -dihydroxy-1-methylthiamethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-      decene hept-2-cis-enyl]-4-trimethylsiloxy 20-ethyl-2-homo-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        246 1-trans-iodo- 2-[7-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthi      amethyl-1,9-dioxo-  4-triphenylmethoxy-1-decene hept-2-cis-enyl]-4-trimet      hylsiloxy 20-ethyl-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-o      ne        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        247 1-trans-tri-n-butylstannyl-4-methyl- 2-[7-methylthiaacetyl      dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-methyl-  4-trimethyls      ilyloxy-1-decene hept-2-cis-enyl]-4-trimethylsiloxy 20-ethyl-2-homo-5-cis      -13-trans prostadiene   cyclopent-2-en-1-one 248 1-trans-tri-n-butylstann      yl-5-methyl- 2-[7-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthiamethyl      -1,9-dioxo-  4-trimethylsilyloxy-1-decene hept-2-cis-enyl]-4-trimethylsil      oxy 17-methyl-20-ethyl-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en      -1-one 249 1-trans-tri-n-butylstannyl-4-vinyl- 2-[7-methylthiaacetyl      dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-vinyl-  4-trimethylsi      lyloxy-1-decene hept-2-cis-enyl]-4-trimethylsiloxy 20-ethyl-2-homo-5-cis-      13-trans prostadiene   cyclopent-2-en-1-one 250 1-trans-tri-n-butylstanny      l-4-trimethylsilyethynyl- 2-[7-methylthiaacetyl dl-11a,16-dihydroxy-1-met      hylthiamethyl-1,9-dioxo-16-ethynyl-  4-trimethylsilyloxy-1-decene      hept-2-cis-enyl]-4-trimethylsiloxy 20-ethyl-2-homo-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 251 1-trans-tri-n-butylstannyl-5-methy      lene- 2-[7-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-di      oxo-  4-trimethylsilyloxy-1-decene hept-2-cis-enyl]-4-trimethylsiloxy      17-methylene-20-ethyl-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-      1-one 252 1-trans-tri-n-butylstannyl-4-methyl-5-methylene 2-[7-methylthia      acetyl dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-methyl-      4-trimethylsilyloxy-1-decene hept-2-cis-enyl]-4-trimethylsiloxy 17-methyl      ene-20-ethyl-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one      253 1-trans-tri-n-butylstannyl-4-dimethoxymethyl- 2-[7-methylthiaacetyl      dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-formyl-  4-trimethyls      ilyloxy-1-decene hept-2-cis-enyl]-4-trimethylsiloxy 20-ethyl-2-homo-5-cis      -13-trans prostadiene   cyclopent-2-en-1-one 254 1-trans-tri-n-butylstann      yl-4-fluoromethyl- 2-[7-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthia      methyl-1,9-dioxo-16-fluoromethyl-  4-trimethylsilyloxy-1-decene hept-2-ci      s-enyl]-4-trimethylsiloxy 20-ethyl-2-homo-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 255 1-trans-tri-n-butylstannyl-4-difluoromethyl-      2-[7-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16      -difluoromethyl-  4-trimethylsilyloxy-1-decene hept-2-cis-enyl]-4-trimeth      ylsiloxy 20-ethyl-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-on      e 256 1-trans-tri-n-butylstannyl-4-trifluoromethyl- 2-[7-methylthiaacetyl       dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-trifluoromethyl-      4-trimethylsilyloxy-1-decene hept-2-cis-enyl]-4-trimethylsiloxy 20-ethyl-      2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 257 1-trans-tri-      n-butylstannyl-4-chloromethyl- 2-[7-methylthiaacetyl dl-11a,16-dihydroxy-      1-methylthiamethyl-1,9-dioxo-16-chloromethyl-  4-trimethylsilyloxy-1-dece      ne hept-2-cis-enyl]-4-trimethylsiloxy 20-ethyl-2-homo-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 258 1-trans-tri-n-butylstannyl-4-trime      thylsilyloxymethyl- 2-[7-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthi      amethyl-1,9-dioxo-16-hydroxymethyl-  4-trimethylsilyloxy-1-decene      hept-2-cis-enyl]-4-trimethylsiloxy 20-ethyl-2-homo-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        259 1-trans-iodo- 2-[6-methylthiaacetyl nat-11a,15a-dihydroxy-1-methylt      hiamethyl-1,9-dioxo-  3-triphenylmethoxy-1-heptene hex-2-cis-enyl]-4R-tri      methylsiloxy 20-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one      260 1-trans-iodo-3-methyl- 2-[6-methylthiaacetyl nat-11a,15a-dihydroxy-1-      methylthiamethyl-1,9-dioxo-15-methyl-  3-trimethylsilyloxy-1-heptene      hex-2-cis-enyl]-4R-trimethylsiloxy 20-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 261 1-trans-iodo-4,4-dimethyl 2-[6-methylthiaacetyl      nat-11a,15a-dihydroxy-1-methylthiamethyl-1,9-dioxo-  3-trimethylsilyloxy-      1-heptene hex-2-cis-enyl]-4R-trimethylsiloxy 16,16-dimethyl-20-nor-5-cis-      13-trans prostadiene   cyclopent-2-en-1-one 262 1-trans-iodo-5,5-dimethyl       2-[6-methylthiaacetyl nat-11a,15a-dihydroxy-1-methylthiamethyl-1,9-dioxo      -  3-triphenylmethoxy-1-octene hex-2-cis-enyl]-4R-trimethylsiloxy      17,17-dimethyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 263      1-trans-iodo-4-methyl 2-[6-methylthiaacetyl nat-11a,15a-dihydroxy-1-methy      lthiamethyl-1,9-dioxo-  3-triphenylmethoxy-1-octene hex-2-cis-enyl]-4R-tr      imethylsiloxy 16-methyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one       264 1-trans-iodo-4,4-trimethylene 2-[6-methylthiaacetyl nat-11a,15a-dihy      droxy-1-methylthiamethyl-1,9-dioxo-  3-trimethylsilyloxy-1-heptene      hex-2-cis-enyl]-4R-trimethylsiloxy 16,16-trimethylene-20-nor-5-cis-13-tra      ns prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        265 1-trans-tri-n-butylstannyl-3-vinyl- 2-[6-methylthiaacethyl      nat-11a,15a-dihydroxy-1-methylthiamethyl-1,9-dioxo-15-vinyl-  3-trimethyl      silyloxy-1-heptene hex-2-cis-enyl]-4R-trimethylsiloxy 20-nor-5-cis-13-tra      ns prostadiene   cyclopent-2-en-1-one 266 1-trans-tri-n-butylstannyl-4-ph      enoxy 2-[6-methylthiaacetyl nat-11a,15a-dihydroxy-1-methylthiamethyl-1,9-      dioxo-  3-trimethylsilyloxy-1-butene hex-2-cis-enyl]-4R-trimethylsiloxy      16-phenoxy-17-20-tetranor-5-cis-13-trans prostadiene   cyclopent-2-en-1-o      ne 267 1-trans-tri-n-butylstannyl-4-(p-fluorophenoxy) 2-[6-methylthiaacet      yl nat-11a,15a-dihydroxy-1-methylthiamethyl-1,9-dioxo-  3-trimethylsilylo      xy-1-butene hex-2-cis-enyl]-4R-trimethylsiloxy 16-(p-fluorophenoxy)-17-20      -tetranor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 268 1-trans-t      ri-n-butylstannyl-4-(m-chlorophenoxy) 2-[6-methylthiaacetyl nat-11a,15a-d      ihydroxy-1-methylthiamethyl-1,9-dioxo-  3-triethylsilyloxy-1-butene      hex-2-cis-enyl]-4R-trimethylsiloxy 16-(m-chlorophenoxy)-17-20-tetranor-5-      cis-13-trans prostadiene   cyclopent-2-en-1-one 269 1-trans-tri-n-butylst      annyl-4-(m-trifluoromethylphenoxy) 2-[6-methylthiaacetyl nat-11a,15a-dihy      droxy-1-methylthiamethyl-1,9-dioxo-  3-triethylsilyloxy-1-butene      hex-2-cis-enyl]-4R-trimethylsiloxy 16-(m-trifluoromethylphenoxy)-17-20-te      tranor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        270 1-trans-iodo-5-phenyl 2-[6-methylthiaacetyl nat-11a,15a-dihydroxy-1      -methylthiamethyl-1,9-dioxo-  3-triethylsilyloxy-1-pentene hex-2-cis-enyl      ]-4R-trimethylsiloxy 17-phenyl-18-20-trinor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 271 1-trans-iodo-4,4-dimethyl-5-phenyl 2-[6-methylth      iaacetyl nat-11a,15a-dihydroxy-1-methylthiamethyl-1,9-dioxo-  3-triethyls      ilyloxy-1-pentene hex-2-cis-enyl]-4R-trimethylsiloxy 16,16-dimethyl-17-ph      enyl-18-20-trinor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 272      1-trans-iodo-4-cyclopentyl 2-[6-methylthiaacetyl nat-11a,15a-dihydroxy-1-      methylthiamethyl-1,9-dioxo-  3-triphenylmethoxy-1-butene hex-2-cis-enyl]-      4R-trimethylsiloxy 16-cyclopentyl-17-20-tetranor-5-cis-13-trans prostadie      ne   cyclopent-2-en-1-one 273 1-trans-iodo-4-cyclohexyl 2-[6-methylthiaac      etyl nat-11a,15a-dihydroxy-1-methylthiamethyl-1,9-dioxo-  3-triphenylmeth      oxy-1-butene hex-2-cis-enyl]-4R-trimethylsiloxy 16-cyclohexyl-17-20-tetra      nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 274 1-trans-iodo-      2-[6-methylthiaacetyl nat-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-       4-triphenylmethoxy-1-heptene hex-2-cis-enyl]-4R-trimethylsiloxy      20-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLADIN OF THE PGE2      SERIES        275 1-trans-tri-n-butylstannyl-4-methyl- 2-[6-methylthiaacetyl      nat-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-methyl-  4-trimethyl      silyloxy-1-heptene hex-2-cis-enyl]-4R-trimethylsiloxy 20-nor-5-cis-13-tra      ns prostadiene   cyclopent-2-en-1-one 276 1-trans-tri-n-butylstannyl-4-et      hyl- 2-[6-methylthiaacetyl nat-11a,16-dihydroxy-1-methylthiamethyl-1,9-di      oxo-16-ethyl-  4-trimethylsilyloxy-1-octene hex-2-cis-enyl]-4R-trimethyls      iloxy 5-cis-13-trans prostadiene   cyclopent-2-en-1-one 277 1-trans-tri-n      -butylstannyl-5-methyl- 2-[6-methylthiaacetyl nat-11a,16-dihydroxy-1-meth      ylthiamethyl-1,9-dioxo-  4-trimethylsilyloxy-1-heptene hex-2-cis-enyl]-4R      -trimethylsiloxy 17-methyl-20-nor-5-cis-13-trans prostadiene   cyclopent-      2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        278 1-trans-iodo-5,5-dimethyl 2-[6-methylthiaacetyl nat-11a,16-dihydrox      y-1-methylthiamethyl-1,9-dioxo-  4-trimethylsilyloxy-1-octene hex-2-cis-e      nyl]-4R-trimethylsiloxy 17,17-dimethyl-5-cis-13-trans prostadiene      cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        279 1-trans-tri-n-butylstannyl-4-vinyl- 2-[6-methylthiaacetyl nat-11a,1      6-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-vinyl-  4-trimethylsilyloxy-1      -heptene hex-2-cis-enyl]-4R-trimethylsiloxy 20-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 280 1-trans-tri-n-butylstannyl-4-cyclo      propyl- 2-[6-methylthiaacetyl nat-11a,16-dihydroxy-1-methylthiamethyl-1,9      -dioxo-16-cyclopropyl-  4-trimethylsilyloxy-1-octene hex-2-cis-enyl]-4R-t      rimethylsiloxy 5-cis-13-trans prostadiene   cyclopent-2-en-1-one 281      1-trans-tri-n-butylstannyl-4-trimethylsilylethynyl- 2-[6-methylthiaacetyl       nat-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-ethynyl-  4-trimeth      ylsilyloxy-1-heptene hex-2-cis-enyl]-4R-trimethylsiloxy 20-nor-5-cis-13-t      rans prostadiene   cyclopent-2-en-1-one 282 1-trans-tri-n-butylstannyl-5-      methylene 2-[6-methylthiaacetyl nat-11a,16-dihydroxy-1-methylthiamethyl-1      ,9-dioxo-  4-triethylsilyloxy-1-heptene hex-2-cis-enyl]-4R-trimethylsilox      y 17-methylene-20-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one      283 1-trans-tri-n-butylstannyl-4-methyl-5-methylene 2-[6-methylthiaacetyl       nat-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-methyl-  4-trimethy      lsilyloxy-1-heptene hex-2-cis-enyl]-4R-trimethylsiloxy 17-methylene-20-no      r-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 284 1-trans-tri-n-but      ylstannyl-4-dimethoxymethyl- 2-[6-methylthiaacetyl nat-11a,16-dihydroxy-1      -methylthiamethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-heptene      hex-2-cis-enyl]-4R-trimethylsiloxy 20-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 285 1-trans-tri-n-butylstannyl-4-fluoromethyl-      2-[6-methylthiaacetyl nat-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-1      6-fluoromethyl-  4-trimethylsilyloxy-1-heptene hex-2-cis-enyl]-4R-trimeth      ylsiloxy 20-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 286      1-trans-tri-n-butylstannyl-4-difluoromethyl- 2-[6-methylthiaacetyl      nat-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-difluoromethyl-      4-trimethylsilyloxy-1-heptene hex-2-cis-enyl]-4R-trimethylsiloxy      20-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 287 1-trans-tri-      n-butylstannyl-4-trifluoromethyl- 2-[6-methylthiaacetyl nat-11a,16-dihydr      oxy-1-methylthiamethyl-1,9-dioxo-16-trifluoromethyl-  4-trimethylsilyloxy      -1-heptene hex-2-cis-enyl]-4R-trimethylsiloxy 20-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 288 1-trans-tri-n-butylstannyl-4-chlor      omethyl- 2-[6-methylthiaacetyl nat-11a,16-dihydroxy-1-methylthiamethyl-1,      9-dioxo-16-chloromethyl-  4-trimethylsilyloxy-1-heptene hex-2-cis-enyl]-4      R-trimethylsiloxy 20-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-on      e 289 1-trans-tri-n-butylstannyl-4-trimethylsilyloxymethyl- 2-[6-methylth      iaacetyl nat-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-hydroxymeth      yl-  4-trimethylsilyloxy-1-heptene hex-2-cis-enyl]-4R-trimethylsiloxy      20-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one    nat-11a,15a-d      ihydroxy-1-methylthiamethyl-1,9-dioxo-15-methyl-    5-cis-13-trans      prostadiene        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        293 1-trans-iodo-4,4-dimethyl 2-[6-methylthiaacetyl nat-11a,15a-dihydro      xy-1-methylthiamethyl-1,9-dioxo-  3-trimethylsilyloxy-1-octene hex-2-cis-      enyl]-4R-trimethylsiloxy 16,16-dimethyl-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 294 1-trans-iodo-4,4-trimethylene 2-[6-methylthiaace      tyl nat-11a,15a-dihydroxy-1-methylthiamethyl-1,9-dioxo-  3-trimethylsilyl      oxy-1-octene hex-2-cis-enyl]-4R-trimethylsiloxy 16,16-trimethylene-5-cis-      13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        295 1-trans-tri-n-butylstannyl-3-vinyl- 2-[6-methylthiaacetyl nat-11a,1      5a-dihydroxy-1-methylthiamethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-      1-octene hex-2-cis-enyl]-4R-trimethylsiloxy 5-cis-13-trans prostadiene      cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        296 1-trans-iodo- 2-[6-methylthiaacetyl nat-11a,16-dihydroxy-1-methylth      iamethyl-1,9-dioxo-  4-triphenylmethoxy-1-octene hex-2-cis-enyl]-4R-trime      thylsiloxy 5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        297 1-trans-tri-n-butylstannyl-4-methyl- 2-[6-methylthiaacetyl      nat-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-methyl-  4-trimethyl      silyloxy-1-octene hex-2-cis-enyl]-4R-trimethylsiloxy 5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 298 1-trans-tri-n-butylstannyl-5-methy      l- 2-[6-methylthiaacetyl nat-11a,16-dihydroxy-1-methylthiamethyl-1,9-diox      o-  4-trimethylsilyloxy-1-octene hex-2-cis-enyl]-4R-trimethylsiloxy      17-methyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 299 1-trans-t      ri-n-butylstannyl-4-vinyl- 2-[6-methylthiaacetyl nat-11a,16-dihydroxy-1-m      ethylthiamethyl-1,9-dioxo-16-vinyl-  4-trimethylsilyloxy-1-octene      hex-2-cis-enyl]-4R-trimethylsiloxy 5-cis-13-trans prostadiene   cyclopent      -2-en-1-one 300 1-trans-tri-n-butylstannyl-4-trimethylsilylethynyl-      2-[6-methylthiaacetyl nat-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-1      6-ethnyl-  4-trimethylsilyloxy-1-octene hex-2-cis-enyl]-4R-trimethylsilox      y 5-cis-13-trans prostadiene   cyclopent-2-en-1-one 301 1-trans-tri-n-but      ylstannyl-5-methylene 2-[6-methylthiaacetyl nat-11a,16-dihydroxy-1-methyl      thiamethyl-1,9-dioxo-  4-trimethylsilyloxy-1-octene hex-2-cis-enyl]-4R-tr      imethylsiloxy 17-methylene-5-cis-13-trans prostadiene   cyclopent-2-en-1-      one 302 1-trans-tri-n-butylstannyl-4-methyl-5-methylene 2-[6-methylthiaac      etyl nat-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-methyl-      4-trimethylsilyloxy-1-octene hex-2-cis-enyl]-4R-trimethylsiloxy 17-methyl      ene-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 303 1-trans-tri-n-b      utylstannyl-4-dimethoxymethyl- 2-[6-methylthiaacetyl nat-11a,16-dihydroxy      -1-methylthiamethyl-1,9-dioxo-16-formyl-  4-trimethylsilyloxy-1-octene      hex-2-cis-enyl]-4R-trimethylsiloxy 5-cis-13-trans prostadiene   cyclopent      -2-en-1-one 304 1-trans-tri-n-butylstannyl-4-fluoromethyl- 2-[6-methylthi      aacetyl nat-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-fluoromethyl      -  4-trimethylsilyloxy-1-octene hex-2-cis-enyl]-4R-trimethylsiloxy      5-cis-13-trans prostadiene   cyclopent-2-en-1-one 305 1-trans-tri-n-butyl      stannyl-4-difluoromethyl- 2-[6-methylthiaacetyl nat-11a,16-dihydroxy-1-me      thylthiamethyl-1,9-dioxo-16-difluoromethyl-  4-trimethylsilyloxy-1-octene       hex-2-cis-enyl]-4R-trimethylsiloxy 5-cis-13-trans prostadiene      cyclopent-2-en-1-one 306 1-trans-tri-n-butylstannyl-4-trifluooromethyl-      2-[6-methylthiaacetyl nat-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-1      6-trifluoromethyl-  4-trimethylsilyloxy-1-octene hex-2-cis-enyl]-4R-trime      thylsiloxy 5-cis-13-trans prostadiene   cyclopent-2-en-1-one 307      1-trans-tri-n-butylstannyl-4-chloromethyl- 2-[6-methylthiaacetyl      nat-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-chloromethyl-      4-trimethylsilyloxy-1-octene hex-2-cis-enyl]-4R-trimethylsiloxy 5-cis-13-      trans prostadiene   cyclopent-2-en-1-one 308 1-trans-tri-n-butylstannyl-4      -trimethylsilyloxymethyl- 2-[6-methylthiaacetyl nat-11a,16-dihydroxy-1-me      thylthiamethyl-1,9-dioxo-16-hydroxymethyl-  4-trimethylsilyloxy-1-octene      hex-2-cis-enyl]-4R-trimethylsiloxy 5-cis-13-trans prostadiene   cyclopent      -2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        309 1-trans-iodo- 2-[6-methylthiaacetyl nat-11a,15a-dihydroxy-1-methylt      hiamethyl-1,9-dioxo-  3-triphenylmethoxy-1-nonene hex-2-cis-enyl]-4R-trim      ethylsiloxy 20-methyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one      310 1-trans-iodo-3-methyl- 2-[6-methylthiaacetyl nat-11a,15a-dihydroxy-1-      methylthiamethyl-1,9-dioxo-15-methyl-  3-trimethylsilyloxy-1-nonene      hex-2-cis-enyl]-4R-trimethylsiloxy 20-methyl-5-cis-13-trans prostadiene       cyclopent-2-en-1-one 311 1-trans-iodo-4,4-dimethyl 2-[6-methylthiaacetyl       nat-11a,15a-dihydroxy-1-methylthiamethyl-1,9-dioxo-  3-trimethylsilyloxy      -1-nonene hex-2-cis-enyl]-4R-trimethylsiloxy 16,16-dimethyl-20-methyl-5-c      is-13-trans prostadiene   cyclopent-2-en-1-one 312 1-trans-iodo-4,4-trime      thylene 2-[6-methylthiaacetyl nat-11a,15a-dihydroxy-1-methylthiamethyl-1,      9-dioxo-  3-trimethylsilyloxy-1-nonene hex-2-cis-enyl]-4R-trimethylsiloxy       16,16-trimethylene-20-methyl-5-cis-13-trans prostadiene   cyclopent-2-en      -1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        313 1-trans-tri-n-butylstannyl-3-vinyl- 2-[6-methylthiaacetyl nat-11a,1      5a-dihydroxy-1-methylthiamethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-      1-nonene hex-2-cis-enyl]-4R-trimethylsiloxy 20-methyl-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        314 1-trans-iodo- 2-[6-methylthiaacetyl nat-11a,16-dihydroxy-1-methylth      iamethyl-1,9-dioxo-16-vinyl-  4-triphenylmethoxy-1-nonene hex-2-cis-enyl]      -4R-trimethylsiloxy 20-methyl-5-cis-13-trans prostadiene   cyclopent-2-en      -1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PROUCT PROSTAGLANDIN OF THE PGE2      SERIES        318 1-trans-tri-n-butylstannyl-4-trimethylsilylethynyl- 2-[6-methylthia      acetyl nat-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-ethynyl-      4-trimethylsilyloxy-1-nonene hex-2-cis-enyl]-4R-trimethylsiloxy 20-methyl      -5-cis-13-trans prostadiene   cyclopent-2-en-1-one 319 1-trans-tri-n-buty      lstannyl-5-methylene 2-[6-methylthiaacetyl nat-11a,16-dihydroxy-1-methylt      hiamethyl-1,9-dioxo-  4-trimethylsilyloxy-1-nonene hex-2-cis-enyl]-4R-tri      methylsiloxy 17-methylene-20-methyl-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 320 1-trans-tri-n-butylstannyl-4-methyl-5-methylene      2-[6-methylthiaacetyl nat-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-1      6-methyl-  4-trimethylsilyloxy-1-nonene hex-2-cis-enyl]-4R-trimethylsilox      y 17-methylene-20-methyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-on      e 321 1-trans-tri-n-butylstannyl-4-methyl-dimethoxymethyl- 2-[6-methylthi      aacetyl nat-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-formyl-      4-trimethylsilyloxy-1-nonene hex-2-cis-enyl]-4R-trimethylsiloxy 20-methyl      -5-cis-13-trans prostadiene   cyclopent-2-en-1-one 322 1-trans-tri-n-buty      lstannyl-4-fluoromethyl- 2-[6-methylthiaacetyl nat-11a,16-dihydroxy-1-met      hylthiamethyl-1,9-dioxo-16-fluoromethyl-  4-trimethylsilyloxy-1-nonene      hex-2-cis-enyl]-4R-trimethylsiloxy 20-methyl-5-cis-13-trans prostadiene       cyclopent-2-en-1-one 323 1-trans-tri-n-butylstannyl-4-difluoromethyl-      2-[6-methylthiaacetyl nat-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-1      6-difluoromethyl-  4-trimethylsilyloxy-1-nonene hex-2-cis-enyl]-4R-trimet      hylsiloxy 20-methyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one      324 1-trans-tri-n-butylstannyl-4-trifluoromethyl- 2-[6-methylthiaacetyl      nat-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-trifluoromethyl-      4-trimethylsilyloxy-1-nonene hex-2-cis-enyl]-4R-trimethylsiloxy 20-methyl      -5-cis-13-trans prostadiene   cyclopent-2-en-1-one 325 1-trans-tri-n-buty      lstannyl-4-chloromethyl- 2-[6-methylthiaacetyl nat-11a,16-dihydroxy-1-met      hylthiamethyl-1,9-dioxo-16-chloromethyl-  4-trimethylsilyloxy-1-nonene      hex-2-cis-enyl]-4R-trimethylsiloxy 20-methyl-5-cis-13-trans prostadiene       cyclopent-2-en-1-one 326 1-trans-tri-n-butylstannyl-4-trimethylsilyoxyme      thyl- 2-[6-methylthiaacetyl nat-11a,16-dihydroxy-1-methylthiamethyl-1,9-d      ioxo-16-hydroxymethyl-  4-trimethylsilyloxy-1-nonene hex-2-cis-enyl]-4R-t      rimethylsiloxy 20-methyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-on      e        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        327 1-trans-iodo- 2-[6-methylthiaacetyl nat-11a,15a-dihydroxy-1-methylt      hiamethyl-1,9-dioxo-  3-trimethylsilyloxy-1-decene hex-2-cis-enyl]-4R-tri      methylsiloxy 20-ethyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one      328 1-trans-iodo-3-methyl- 2-[6-methylthiaacetyl nat-11a,15a-dihydroxy-1-      methylthiamethyl-1,9-dioxo-15-methyl-  3-trimethylsilyloxy-1-decene      hex-2-cis-enyl]-4R-trimethylsiloxy 20-ethyl-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 329 1-trans-iodo-4,4-dimethyl 2-[6-methylthiaacetyl      nat-11a,15a-dihydroxy-1-methylthiamethyl-1,9-dioxo-  3-trimethylsilyloxy-      1-decene hex-2-cis-enyl]-4R-trimethylsiloxy 16,16-dimethyl-20-ethyl-5-cis      -13-trans prostadiene   cyclopent-2-en-1-one 330 1-trans-iodo-4,4-trimeth      ylene 2-[6-methylthiaacetyl nat-11a,15a-dihydroxy-1-methylthiamethyl-1,9-      dioxo-  3-trimethylsilyloxy-1-decene hex-2-cis-enyl]-4R-trimethylsiloxy      16,16-trimethylene-20-ethyl-5-cis-13-trans prostadiene   cyclopent-2-en-1      -one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        331 1-trans-tri-n-butylstannyl-3-vinyl- 2-[6-methylthiaacetyl nat-11a,1      5a-dihydroxy-1-methylthiamethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-      1-decene hex-2-cis-enyl]-4R-trimethylsiloxy 20-ethyl-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        332 1-trans-iodo- 2-[6-methylthiaacetyl nat-11a,16-dihydroxy-1-methylth      iamethyl-1,9-dioxo-  4-triphenylmethoxy-1-decene hex-2-cis-enyl]-4R-trime      thylsiloxy 20-ethyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        333 1-trans-tri-n-butylstannyl-4-methyl- 2-[6-methylthiaacetyl      nat-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-methyl-  4-trimethyl      silyloxy-1-decene hex-2-cis-enyl]-4R-trimethylsiloxy 20-ethyl-5-cis-13-tr      ans prostadiene   cyclopent-2-en-1-one 334 1-trans-tri-n-butylstannyl-5-m      ethyl- 2-[6-methylthiaacetyl nat-11a,16-dihydroxy-1-methylthiamethyl-1,9-      dioxo-  4-trimethylsilyloxy-1-decene hex-2-cis-enyl]-4R-trimethylsiloxy      17-methyl-20-ethyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 335      1-trans-tri-n-butylstannyl-4-vinyl- 2-[6-methylthiaacetyl nat-11a,16-dihy      droxy-1-methylthiamethyl-1,9-dioxo-16-vinyl-  4-trimethylsilyloxy-1-decen      e hex-2-cis-enyl]-4R-trimethylsiloxy 20-ethyl-5-cis-13-trans prostadiene        cyclopent-2-en-1-one 336 1-trans-tri-n-butylstannyl-4-trimethylsilyleth      ynyl- 2-[6-methylthiaacetyl nat-11a,16-dihydroxy-1-methylthiamethyl-1,9-d      ioxo-16-ethynyl-  4-trimethylsilyloxy-1-decene hex-2-cis-enyl]-4R-trimeth      ylsiloxy 20-ethyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 337      1-trans-tri-n-butylstannyl-5-methylene 2-[6-methylthiaacetyl nat-11a,16-d      ihydroxy-1-methylthiamethyl-1,9-dioxo-  4-triethylsilyloxy-1-decene      hex-2-cis-enyl]-4R-trimethylsiloxy 17-methylene-20-ethyl-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 338 1-trans-tri-n-butylstannyl-4-methy      l-5-methylene 2-[6-methylthiaacetyl nat-11a,16-dihydroxy-1-methylthiameth      yl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-decene hex-2-cis-enyl]-4R-      trimethylsiloxy 17-methylene-20-ethyl-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 339 1-trans-tri-n-butylstannyl-4-dimethoxymethyl-      2-[6-methylthiaacetyl nat-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-1      6-formyl-  4-trimethylsilyloxy-1-decene hex-2-cis-enyl]-4R-trimethylsilox      y 20-ethyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 340      1-trans-tri-n-butylstannyl-4-fluoromethyl- 2-[6-methylthiaacetyl      nat-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-fluoromethyl-      4-trimethylsilyloxy-1-decene hex-2-cis-enyl]-4R-trimethylsiloxy 20-ethyl-      5-cis-13-trans prostadiene   cyclopent-2-en-1-one 341 1-trans-tri-n-butyl      stannyl-4-difluoromethyl- 2-[6-methylthiaacetyl nat-11a,16-dihydroxy-1-me      thylthiamethyl-1,9-dioxo-16-difluoromethyl-  4-trimethylsilyloxy-1-decene       hex-2-cis-enyl]-4R-trimethylsiloxy 20-ethyl-5-cis-13-trans prostadiene       cyclopent-2-en-1-one 342 1-trans-tri-n-butylstannyl-4-trifluoromethyl-      2-[6-methylthiaacetyl nat-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-1      6-trifluoromethyl-  4-trimethylsilyloxy-1-decene hex-2-cis-enyl]-4R-trime      thylsiloxy 20-ethyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one      343 1-trans-tri-n-butylstannyl-4-chloromethyl- 2-[6-methylthiaacetyl      nat-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-chloromethyl-      4-trimethylsilyloxy-1-decene hex-2-cis-enyl]-4R-trimethylsiloxy 20-ethyl-      5-cis-13-trans prostadiene   cyclopent-2-en-1-one 344 1-trans-tri-n-butyl      stannyl-4-trimethylsilyloxymethyl- 2-[6-methylthiaacetyl nat-11a,16-dihyd      roxy-1-methylthiamethyl-1,9-dioxo-16-hydroxymethyl-  4-trimethylsilyloxy-      1-decene hex-2-cis-enyl]-4R-trimethylsiloxy 20-ethyl-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        345 1-trans-iodo- 2-[5-methylthiaacetyl dl-15a-hydroxy-1-methylthiameth      yl-1,9-dioxo-  3-triphenylmethoxy-1-heptene pent-2-cis-enyl] 20-nor-2-nor      -5-cis-13-trans prostadiene   cyclopent-2-en-1-one 346 1-trans-iodo-3-met      hyl- 2-[5-methylthiaacetyl dl-15a-hydroxy-1-methylthiamethyl-1,9-dioxo-15      -methyl-  3-trimethylsilyloxy-1-heptene pent-2-cis-enyl] 20-nor-2-nor-5-c      is-13-trans prostadiene   cyclopent-2-en-1-one 347 1-trans-iodo-4,4-dimet      hyl- 2-[5-methylthiaacetyl dl-15a-hydroxy-1-methylthiamethyl-1,9-dioxo-      3-trimethylsilyloxy-1-heptene pent-2-cis-enyl] 16,16-dimethyl-20-nor-2-no      r-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 348 1-trans-iodo-5,5-      dimethyl 2-[5-methylthiaacetyl dl-15a-hydroxy-1-methylthiamethyl-1,9-diox      o-  3-triphenylmethoxy-1-octene pent-2-cis-enyl] 17,17-dimethyl-2-nor-5-c      is-13-trans prostadiene   cyclopent-2-en-1-one 349 1-trans-iodo-4-methyl-       2-[5-methylthiaacetyl dl-15a-hydroxy-1-methylthiamethyl-1,9-dioxo-      3-triphenylmethoxy-1-octene pent-2-cis-enyl] 16-methyl-2-nor-5-cis-13-tra      ns prostadiene   cyclopent-2-en-1-one 350 1-trans-iodo-4,4-trimethylene      2-[5-methylthiaacetyl dl-15a-hydroxy-1-methylthiamethyl-1,9-dioxo-      3-trimethylsilyloxy-1-heptene pent-2-cis-enyl] 16,16-trimethylene-20-nor-      2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        351 1-trans-tri-n-butylstannyl-3-vinyl- 2-[5-methylthiaacetyl dl-15a-hy      droxy-1-methylthiamethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-hepte      ne pent-2-cis-enyl] 20-nor-2-nor-5-cis-13-trans prostadiene   cyclopent-2      -en-1-one 352 1-trans-tri-n-butylstannyl-4-phenoxy 2-[5-methylthiaacetyl      dl-15a-hydroxy-1-methylthiamethyl-1,9-dioxo-  3-triethylsilyloxy-1-butene       pent-2-cis-enyl] 16-phenoxy-2-nor-17-20-tetranor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 353 1-trans-tri-n-butylstannyl-4-(p-fl      uorophenoxy) 2-[5-methylthiaacetyl dl-15a-hydroxy-1-methylthiamethyl-1,9-      dioxo-  3-triethylsilyloxy-1-butene pent-2-cis-enyl] 16-(p-fluorophenoxy)      -2-nor-17-20-tetranor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one      354 1-trans-tri-n-butylstannyl-4-(m-chlorophenoxy) 2-[5-methylthiaacetyl      dl-15a-hydroxy-1-methylthiamethyl-1,9-dioxo-  3-triethylsilyloxy-1-butene       pent-2-cis-enyl] 16-(m-chlorophenoxy)-2-nor-17-20-tetranor-5-cis-13-tran      s prostadiene   cyclopent-2-en-1-one 355 1-trans-tri-n-butylstannyl-4-(m-      trifluoromethylphenoxy) 2-[5-methylthiaacetyl dl-15a-hydroxy-1-methylthia      methyl-1,9-dioxo-  3-triethylsilyloxy-1-butene pent-2-cis-enyl] 16-(m-tri      fluoromethylphenoxy)-2-nor-17-20-tetranor-5-cis-13-trans   cyclopent-2-en      -1-one prostadiene        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        356 1-trans-iodo-5-phenyl 2-[5-methylthiaacetyl dl-15a-hydroxy-1-methyl      thiamethyl-1,9-dioxo-  3-trimethylsilyloxy-1-pentene pent-2-cis-enyl]      17-phenyl-2-nor-18-20-trinor-5-cis-13-trans prostadiene   cyclopent-2-en-      1-one 357 1-trans-iodo-4,4-dimethyl-5-phenyl 2-[5-methylthiaacetyl      dl-15a-hydroxy-1-methylthiamethyl-1,9-dioxo-  3-trimethylsilyloxy-1-pente      ne pent-2-cis-enyl] 16,16-dimethyl-17-phenyl-20-trinor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 358 1-trans-iodo-4-cyclopentyl      2-[5-methylthiaacetyl dl-15a-hydroxy-1-methylthiamethyl-1,9-dioxo-      3-triphenylmethyoxy-1-butene pent-2-cis-enyl] 16-cyclopentyl-2-nor-17-20-      tetranor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 359 1-trans-io      do-4-cyclohexal 2-[5-methylthiaacetyl dl-15a-hydroxy-1-methylthiamethyl-1      ,9-dioxo-  3-triphenylmethoxy-1-butene pent-2-cis-enyl] 16-cyclohexyl-2-n      or-17-20-tetranor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 360      1-trans-iodo- 2-[5-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,9-      dioxo-  4-triphenylmethoxy-1-heptene pent-2-cis-enyl] 20-nor-2-nor-5-cis-      13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        361 1-trans-tri-n-butylstannyl-4-methyl- 2-[5-methylthiaacetyl      dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-methyl-  4-trimethylsilylox      y-1-heptene pent-2-cis-enyl] 20-nor-2-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 362 1-trans-tri-n-butylstannyl-4-ethyl- 2-[      5-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-ethyl-      4-trimethylsilyloxy-1-octene pent-2-cis-enyl] 2-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 363 1-trans-tri-n-butylstannyl-5-methy      l- 2-[5-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-      4-trimethylsilyloxy-1-heptene pent-2-cis-enyl] 17-methyl-20-nor-2-nor-5-c      is-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        364 1-trans-iodo-5,5-dimethyl 2-[5-methylthiaacetyl dl-16-hydroxy-1-met      hylthiamethyl-1,9-dioxo-  4-trimethylsilyloxy-1-octene pent-2-cis-enyl]      17,17-dimethyl-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        365 1-trans-tri-n-butylstannyl-4-vinyl- 2-[5-methylthiaacetyl dl-16-hyd      roxy-1-methylthiamethyl-1,9-dioxo-16-vinyl-  4-trimethylsilyloxy-1-hepten      e pent-2-cis-enyl] 20-nor-2-nor-5-cis-13-trans prostadiene   cyclopent-2-      en-1-one 366 1-trans-tri-n-butylstannyl-4-cyclopropyl- 2-[5-methylthiaace      tyl dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-cyclopropyl-  4-trimeth      ylsilyloxy-1-octene pent-2-cis-enyl] 2-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 367 1-trans-tri-n-butylstannyl-4-trimethylsilylethyn      yl- 2-[5-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-e      thylyl-  4-trimethylsilyloxy-1-heptene pent-2-cis-enyl] 20-nor-2-nor-5-ci      s-13-trans prostadiene   cyclopent-2-en-1-one 368 1-trans-tri-n-butylstan      nyl-5-methylene 2-[5-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,      9-dioxo-  4-trimethylsilyloxy-1-heptene pent-2-cis-enyl] 17-methylene-20-      nor-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 369 1-trans-t      ri-n-butylstannyl-4-methyl-5-methylene 2-[5-methylthiaacetyl dl-16-hydrox      y-1-methylthiamethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-heptene      pent-2-cis-enyl] 17-methylene-20-nor-2-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 370 1-trans-tri-n-butylstannyl-4-dimethoxymethyl-      2-[5-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-formy      l-  4-trimethylsilyloxy-1-heptene pent-2-cis-enyl] 20-nor-2-nor-5-cis-13-      trans prostadiene   cyclopent-2-en-1-one 371 1-trans-tri-n-butylstannyl-4      -fluoromethyl- 2-[5-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,9      -dioxo-16-fluoromethyl-  4-trimethylsilyloxy-1-heptene pent-2-cis-enyl]      20-nor-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 372      1-trans-tri-n-butylstannyl-4-difluoromethyl- 2-[5-methylthiaacetyl      dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-difluoromethyl-  4-trimethy      lsilyloxy-1-heptene pent-2-cis-enyl] 20-nor-2-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 373 1-trans-tri-n-butylstannyl-4-trifl      uoromethyl- 2-[5-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,9-di      oxo-16-trifluoromethyl-  4-trimethylsilyloxy-1-heptene pent-2-cis-enyl]      20-nor-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 374      1-trans-tri-n-butylstannyl-4-chloromethyl- 2-[5-methylthiaacetyl      dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-chloromethyl-  4-trimethyls      ilyloxy-1-heptene pent-2-cis-enyl] 20-nor-2-nor-5-cis-13-trans prostadien      e   cyclopent-2-en-1-one 375 1-trans-tri-n-butylstannyl-4-trimethylsilylo      xymethyl- 2-[5-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,9-diox      o-16-hydroxymethyl-  4-trimethylsilyloxy-1-heptene pent-2-cis-enyl]      20-nor-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        376 1-trans-iodo-4-methyl-7-chloro 2-[5-methylthiaacetyl dl-16-hydroxy-      1-methylthiamethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-heptene      pent-2-cis-enyl] 19-chloro-2-nor-20-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 377 1-trans-iodo- 2-[5-methylthiaacetyl dl-15a-hydro      xy-1-methylthiamethyl-1,9-dioxo-  3-triphenylmethoxy-1-octene pent-2-cis-      enyl] 2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 378      1-trans-iodo-3-methyl- 2-[5-methylthiaacetyl dl-15a-hydroxy-1-methylthiam      ethyl-1,9-dioxo-15-methyl-  3-trimethylsilyloxy-1-octene pent-2-cis-enyl]       2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 379 1-trans-iodo      -4,4-dimethyl 2-[5-methylthiaacetyl dl-15a-hydroxy-1-methylthiamethyl-1,9      -dioxo-  3-trimethylsilyloxy-1-octene pent-2-cis-enyl] 16,16-dimethyl-2-n      or-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 380 1-trans-iodo-4,4      -trimethylene 2-[5-methylthiaacetyl dl-15a-hydroxy-1-methylthiamethyl-1,9      -dioxo-  3-trimethylsilyloxy-1-octene pent-2-cis-enyl] 16,16-trimethylene      -2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        381 1-trans-tri-n-butylstannyl-3-vinyl- 2-[5-methylthiaacetyl dl-15a-hy      droxy-1-methylthiamethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-octen      e pent-2-cis-enyl] 2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-on      e        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        382 1-trans-iodo- 2-[5-methylthiaacetyl dl-16-hydroxy-1-methylthiamethy      l-1,9-dioxo-  4-triphenylmethoxy-1-octene pent-2-cis-enyl] 2-nor-5-cis-13      -trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        383 1-trans-tri-n-butylstannyl-4-methyl- 2-[5-methylthiaacetyl      dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-methyl-  4-trimethylsilylox      y-1-octene pent-2-cis-enyl] 2-nor-5-cis-13-trans prostadiene   cyclopent-      2-en-1-one 384 1-trans-tri-n-butylstannyl-5-methyl 2-[5-methylthiaacetyl      dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-  4-trimethylsilyloxy-1-octene       pent-2-cis-enyl] 17-methyl-2-nor-5-cis-13-trans prostadiene   cyclopent-      2-en-1-one 385 1-trans-tri-n-butylstannyl-4-vinyl- 2-[5-methylthiaacetyl      dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-vinyl-  4-trimethylsilyloxy      -1-octene pent-2-cis-enyl] 2-nor-5-cis-13-trans prostadiene   cyclopent-2      -en-1-one 386 1-trans-tri-n-butylstannyl-4-trimethylsilylethynyl-      2-[5-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-ethyn      yl-  4-trimethylsilyloxy-1-octene pent-2-cis-enyl] 2-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 387 1-trans-tri-n-butylstannyl-5-methy      lene 2-[5-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-      4-trimethylsilyloxy-1-octene pent-2-cis-enyl] 17-methylene-2-nor-5-cis-13      -trans prostadiene   cyclopent-2-en-1-one 388 1-trans-tri-n-butylstannyl-      4-methyl-5-methylene 2-[5-methylthiaacetyl dl-16-hydroxy-1-methylthiameth      yl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-octene pent-2-cis-enyl]      17-methylene-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 389      1-trans-tri-n-butylstannyl-4-dimethoxymethyl- 2-[5-methylthiaacetyl      dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-formyl-  4-trimethylsilylox      y-1-octene pent-2-cis-enyl] 2-nor-5-cis-13-trans prostadiene   cyclopent-      2-en-1-one 390 1-trans-tri-n-butylstannyl-4-fluoromethyl- 2-[5-methylthia      acetyl dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-fluoromethyl-      4-trimethylsilyloxy-1-octene pent-2-cis-enyl] 2-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 391 1-trans-tri-n-butylstannyl-4-diflu      oromethyl- 2-[5-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,9-dio      xo-16-difluoromethyl-  4-trimethylsilyloxy-1-octene pent-2-cis-enyl]      2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 392 1-trans-tri-n      -butylstannyl-4-trifluoromethyl- 2-[5-methylthiaacetyl dl-16-hydroxy-1-me      thylthiamethyl-1,9-dioxo-16-trifluoromethyl-  4-trimethylsilyloxy-1-octen      e pent-2-cis-enyl] 2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-on      e 393 1-trans-tri-n-butylstannyl-4-chloromethyl- 2-[5-methylthiaacetyl      dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-chloromethyl-  4-trimethyls      ilyloxy-1-octene pent-2-cis-enyl] 2-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 394 1-trans-tri-n-butylstannyl-4-trimethylsilyloxyme      thyl- 2-[5-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16      -hydroxymethyl-  4-trimethylsilyloxy-1-octene pent-2-cis-enyl] 2-nor-5-ci      s-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        395 1-trans-iodo- 2-[5-methylthiaacetyl dl-15a-hydroxy-1-methylthiameth      yl-1,9-dioxo-  3-triphenylmethoxy-1-nonene pent-2-cis-enyl] 20-methyl-2-n      or-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 396 1-trans-iodo-3-m      ethyl- 2-[5-methylthiaacetyl dl-15a-hydroxy-1-methylthiamethyl-1,9-dioxo-      15-methyl-  3-trimethylsilyloxy-1-nonene pent-2-cis-enyl] 20-methyl-2-nor      -5-cis-13-trans prostadiene   cyclopent-2-en-1-one 397 1-trans-iodo-4,4-d      imethyl 2-[5-methylthiaacetyl dl-15a-hydroxy-1-methylthiamethyl-1,9-dioxo      -  3-trimethylsilyloxy-1-nonene pent-2-cis-enyl] 16,16-dimethyl-20-methyl      -2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 398 1-trans-iodo      -4,4-trimethylene 2-[5-methylthiaacetyl dl-15a-hydroxy-1-methylthiamethyl      -1,9-dioxo-  3-trimethylsilyloxy-1-nonene pent-2-cis-enyl] 16,16-trimethy      lene-20-methyl-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        399 1-trans-tri-n-butylstannyl-3-vinyl- 2-[5-methylthiaacetyl dl-15a-hy      droxy-1-methylthiamethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-nonen      e pent-2-cis-enyl] 20-methyl-2-nor-5-cis-13-trans prostadiene   cyclopent      -2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        400 1-trans-iodo- 2-[5-methylthiaacetyl dl-16-hydroxy-1-methylthiamethy      l-1,9-dioxo-  4-triphenylmethoxy-1-nonene pent-2-cis-enyl] 20-methyl-2-no      r-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        401 1-trans-tri-n-butylstannyl-4-methyl- 2-[5-methylthiaacetyl      dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-methyl-  4-trimethylsilylox      y-1-nonene pent-2-cis-enyl] 20-methyl-2-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 402 1-trans-tri-n-butylstannyl-5-methyl 2-[5-methylt      hiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-  4-trimethylsilylox      y-1-nonene pent-2-cis-enyl] 17-methyl-20-methyl-2-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 403 1-trans-tri-n-butylstannyl-4-vinyl      - 2-[5-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-vin      yl-  4-trimethylsilyloxy-1-nonene pent-2-cis-enyl] 20-methyl-2-nor-5-cis-      13-trans prostadiene   cyclopent-2-en-1-one 404 1-trans-tri-n-butylstanny      l-4-trimethylsilylethynyl- 2-[5-methylthiaacetyl dl-16-hydroxy-1-methylth      iamethyl-1,9-dioxo-16-ethynyl-  4-trimethylsilyloxy-1-nonene pent-2-cis-e      nyl] 20-methyl-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one      405 1-trans-tri-n-butylstannyl-5-methylene 2-[5-methylthiaacetyl      dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-  4-trimethylsilyloxy-1-nonene       pent-2-cis-enyl] 17-methylene-20-methyl-2-nor-5-cis-13-trans prostadiene         cyclopent-2-en-1-one 406 1-trans-tri-n-butylstannyl-4-methyl-5-methyle      ne 2-[5-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-me      thyl-  4-trimethylsilyloxy-1-nonene pent-2-cis-enyl] 17-methylene-20-meth      yl-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 407 1-trans-tr      i-n-butylstannyl-4-dimethoxymethyl- 2-[5-methylthiaacetyl dl-16-hydroxy-1      -methylthiamethyl-1,9-dioxo-16-formyl-  4-trimethylsilyloxy-1-nonene      pent-2-cis-enyl] 20-methyl-2-nor-5-cis-13-trans prostadiene   cyclopent-2      -en-1-one 408 1-trans-tri-n-butylstannyl-4-fluoromethyl- 2-[5-methylthiaa      cetyl dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-fluoromethyl-      4-trimethylsilyloxy-1-nonene pent-2-cis-enyl] 20-methyl-2-nor-5-cis-13-tr      ans prostadiene   cyclopent-2-en-1-one 409 1-trans-tri-n-butylstannyl-4-d      ifluoromethyl- 2-[5-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,9      -dioxo-16-difluoromethyl-  4-trimethylsilyloxy-1-nonene pent-2-cis-enyl]      20-methyl-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 410      1-trans-tri-n-butylstannyl-4-trifluoromethyl- 2-[5-methylthiaacetyl      dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-trifluoromethyl-  4-trimeth      ylsilyloxy-1-nonene pent-2-cis-enyl] 20-methyl-2-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 411 1-trans-tri-n-butylstannyl-4-chlor      omethyl- 2-[5-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo      -16-chloromethyl-  4-trimethylsilyloxy-1-nonene pent-2-cis-enyl]      20-methyl-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 412      1-trans-tri-n-butylstannyl-4-trimethylsilyloxymethyl- 2-[5-methylthiaacet      yl dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-hydroxymethyl-      4-trimethylsilyloxy-1-nonene pent-2-cis-enyl] 20-methyl-2-nor-5-cis-13-tr      ans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        413 1-trans-iodo- 2-[5-methylthiaacetyl dl-15a-hydroxy-1-methylthiameth      yl-1,9-dioxo-  4-triphenylmethoxy-1-decene pent-2-cis-enyl] 20-ethyl-2-no      r-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 414 1-trans-iodo-3-me      thyl- 2-[5-methylthiaacetyl dl-15a-hydroxy-1-methylthiamethyl-1,9-dioxo-1      5-methyl-  3-trimethylsilyloxy-1-decene pent-2-cisenyl]   20-ethyl-2-nor-      5-cis-13-trans prostadiene   cyclopent-2-en-1-one 415 1-trans-iodo-4,4-di      methyl 2-[5-methylthiaacetyl dl-15a-hydroxy-1-methylthiamethyl-1,9-dioxo-        3-trimethylsilyloxy-1-decene pent-2-cis-enyl] 16,16-dimethyl-20-ethyl-2      -nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 416 1-trans-iodo-4      ,4-trimethylene 2-[5-methylthiaacetyl dl-15a-hydroxy-1-methylthiamethyl-1      ,9-dioxo-  3-trimethylsilyloxy-1-decene pent-2-cis-enyl] 16,16-trimethyle      ne-20-ethyl-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        417 1-trans-tri-n-butylstannyl-3-vinyl- 2-[5-methylthiaacetyl dl-15a-hy      droxy-1-methylthiamethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-decen      e pent-2-cis-enyl] 20-ethyl-2-nor-5-cis-13-trans prostadiene   cyclopent-      2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        418 1-trans-iodo- 2-[5-methylthiaacetyl dl-16-hydroxy-1-methylthiamethy      l-1,9-dioxo-  4-triphenylmethoxy-1-decene pent-2-cis-enyl] 20-ethyl-2-nor      -5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        419 1-trans-tri-n-butylstannyl-4-methyl- 2-[5-methylthiaacetyl      dl-16-hydroxy-1-methylthiamethiamethyl-1,9-dioxo-16-methyl-  4-trimethyls      ilyloxy-1-decene pent-2-cis-enyl] 20-ethyl-2-nor-5-cis-13-trans prostadie      ne   cyclopent-2-en-1-one 420 1-trans-tri-n-butylstannyl-5-methyl      2-[5-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-      4-trimethylsilyloxy-1-decene pent-2-cis-enyl] 17-methyl-20-ethyl-2-nor-5-      cis-13-trans prostadiene   cyclopent-2-en-1-one 421 1-trans-tri-n-butylst      annyl-4-vinyl- 2-[5-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,9      -dioxo-16-vinyl-  4-trimethylsilyloxy-1-decene pent-2-cis-enyl] 20-ethyl-      2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 422 1-trans-tri-n      -butylstannyl-4-trimethylsilylethynyl- 2-[5-methylthiaacetyl dl-16-hydrox      y-1-methylthiamethyl-1,9-dioxo-16-ethynyl-  4-trimethylsilyloxy-1-decene      pent-2-cis-enyl] 20-ethyl-2-nor-5-cis-13-trans prostadiene   cyclopene-2-      en-1-one 423 1-trans-tri-n-butylstannyl-5-methylene 2-[5-methylthiaacetyl       dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-  4-triethylsilyloxy-1-decene       pent-2-cis-enyl] 17-methylene-20-ethyl-2-nor-5-cis-13-trans prostadiene        cyclopent-2-en-1-one 424 1-trans-tri-n-butylstannyl-4-methyl-5-methylen      e 2-[5-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-met      hyl-  4-trimethylsilyloxy-1-decene pent-2-cis-enyl] 17-methylene-20-ethyl      -2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 425 1-trans-tri-      n-butylstannyl-4-dimethoxymethyl- 2-[5-methylthiaacetyl dl-16-hydroxy-1-m      ethylthiamethyl-1,9-dioxo-16-formyl-  4-trimethylsilyloxy-1-decene      pent-2-cis-enyl] 20-ethyl-2-nor-5-cis-13-trans prostadiene   cuyclopent-2      -en-1-one 426 1-trans-tri-n-butylstannyl-4-fluoromethyl- 2-[5-methylthiaa      cetyl dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-fluoromethyl-      4-trimethylsilyloxy-1-decene pent-2-cis-enyl] 20-ethyl-2-nor-5-cis-13-tra      ns prostadiene   cyclopent-2-en-1-one 427 1-trans-tri-n-butylstannyl-4-di      fluoromethyl- 2-[5-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,9-      dioxo-16-difluoromethyl-  4-trimethylsilyloxy-1-decene pent-2-cis-enyl]      20-ethyl-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 428      1-trans-tri-n-butylstannyl-4-trifluoromethyl- 2-[5-methylthiaacetyl      dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-trifluoromethyl-  4-trimeth      ylsilyloxy-1-decene pent-2-cis-enyl] 20-ethyl-2-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 429 1-trans-tri-n-butylstannyl-4-chlor      omethyl- 2-[5-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo      -16-chloromethyl-  4-trimethylsilyloxy-1-decene pent-2-cis-enyl]      20-ethyl-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 430      1-trans-tri-n-butylstannyl-4-trimethylsilyloxymethyl- 2-[5-methylthiaacet      yl dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-hydroxymethyl-      4-trimethylsilyloxy-1-decene pent-2-cis-enyl] 20-ethyl-2-nor-5-cis-13-tra      ns prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        431 1-trans-iodo- 2-[6-methylthiaacetyl dl-15a-hydroxy-1-methylthiameth      yl-1,9-dioxo-  3-triphenylmethoxy-1-heptene hex-2-cis-enyl] 20-nor-5-cis-      13-trans prostadiene   cyclopent-2-en-1-one 432 1-trans-iodo-3-methyl-      2-[6-methylthiaacetyl dl-15a-hydroxy-1-methylthiamethyl-1,9-dioxo-15-meth      yl-  3-trimethylsilyloxy-1-heptene hex-2-cis-enyl] 20-nor-5-cis-13-trans      prostadiene   cylopent-2-en-1-one 433 1-trans-iodo-4,4-dimethyl 2-[6-meth      ylthiaacetyl dl-15a-hydroxy-1-methylthiamethyl-1,9-dioxo-  3-trimethylsil      yloxy-1-heptene hex-2-cis-enyl] 16,16-dimethyl-20-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 434 1-trans-iodo-5,5-dimethyl      2-[6-methylthiaacetyl dl-15a-hydroxy-1-methylthiamethyl-1,9-dioxo-      3-triphenylmethoxy-1-octene hex-2-cis-enyl] 17,17-dimethyl-5-cis-13-trans       prostadiene   cyclopent-2-en-1-one 435 1-trans-iodo-4-methyl 2-[6-methyl      thiaacetyl dl-15a-hydroxy-1-methylthiamethyl-1,9-dioxo-  3-triphehylmetho      xy-1-octene hex-2-cis-enyl] 16-methyl-5-cis-13-trans prostadiene      cyclopen-2-en-1-one 436 1-trans-iodo-4,4-trimethylene 2-[6-methylthiaacet      yl dl-15a-hydroxy-1-methylthiamethyl-1,9-dioxo-  3-trimethylsilyloxy-1-he      ptene hex-2-cis-enyl] 16,16-trimethylene-20-nor-5-cis-13-trans prostadien      e   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        437 1-trans-tri-n-butylstannyl-3-vinyl- 2-[  6-methylthiaacetyl      dl-15a-hydroxy-1-methylthiamethyl-1,9-dioxo-15-vinyl-  3-trimethylsilylox      y-1-heptene hex-2-cis-enyl] 20-nor-5-cis-13-trans prostadiene   cyclopent      -2-en-1-one 438 1-trans-tri-n-butylstannyl-4-phenoxy 2-[6-methylthiaacety      l dl-15a-hydroxy-1-methylthiamethyl-1,9-dioxo-  3-triethylsilyloxy-1-bute      ne hex-2-cis-enyl] 16-phenoxy-17-20-tetranor-5-cis-13-trans prostadiene       cyclopent-2-en-1-one 439 1-trans-tri-n-butylstannyl-4-(p-fluorophenoxy)      2-[6-methylthiaacetyl dl-15a-hydroxy-1-methylthiamethyl-1,9-dioxo-      3-triethylsilyloxy-1-butene hex-2-cis-enyl] 16-(p-fluorophenoxy)-17-20-te      tranor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 440 1-trans-tri-      n-butylstannyl-4-(m-chlorophenoxy) 2-[6-methylthiaacetyl dl-15a-hydroxy-1      -methylthiamethyl-1,9-dioxo-  3-triethylsilyloxy-1-butene hex-2-cis-enyl]       16-(m-chlorophenoxy)-17-20-tetranor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 441 1-trans-tri-n-butylstannyl-4-(m-trifluoromethylp      henoxy) 2-[6-methylthiaacetyl dl-16a-hydroxy-1-methylthiamethyl-1,9-dioxo      -  3-triethylsilyloxy-1-butene hex-2-cis-enyl]16-(m-trifuoromethylphenoxy      )-17-20-tetranor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        442 1-trans-iodo-5-phenyl 2-[6-methylthiaacetyl dl-15a-hydroxy-1-methyl      thiamethyl-1,9-dioxo-  3-triethylsilyloxy-1-pentene hex-2-cis-enyl]      17-phenyl-18-20-trinor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one      443 1-trans-iodo-4,4-dimethyl-5-phenyl 2-[6-methylthiaacetyl dl-15a-hydro      xy-1-methylthiamethyl-1,9-dioxo-  3-triethylsilyloxy-1-pentene hex-2-cis-      enyl] 16,16-dimethyl-17-phenyl-18-20-trinor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 444 1-trans-iodo-4-cyclopentyl 2-[6-methylthiaacetyl       dl-15a-hydroxy-1-methylthiamethyl-1,9-dioxo-  3-triphenylmethoxy-1-buten      e hex-2-cis-enyl]   16-cyclopentyl-17-20-tetranor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 445 1-trans-iodo-4-cyclohexyl      2-[6-methylthiaacetyl dl-15a-hydroxy-1-methylthiamethyl-1,9-dioxo-      3-triphenymethoxy-1-butene hex-2-cis-enyl] 16-cyclohexyl-17-20-tetranor-5      -cis-13-trans prostadiene   cyclopent-2-en-1-one 446 1-trans-iodo-      2-[6-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-      4-triphenylmethoxy-1-heptene hex-2-cis-enyl] 20-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        447 1-1-trans-tri-n-butylstannyl-4-methyl- 2-[6-methylthiaacetyl      dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-methyl-  4-trimethylsilylox      y-1-heptene hex-2-cis-enyl] 20-nor-5-cis-13-trans prostadiene   cyclopent      -2-en-1-one 448 1-trans-tri-n-butylstannyl-4-ethyl- 2-[6-methylthiaacetyl       dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-ethyl-  4-trimethylsilylox      y-1-octene hex-2-cis-enyl] 5-cis-13-trans prostadiene   cyclopent-2-en-1-      one 449 1-trans-tri-n-butylstannyl-5-methyl 2-[6-methylthiaacetyl      dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-  4-trimethylsilyloxy-1-hepten      e hex-2-cis-enyl] 17-methyl-20-nor-5-cis-13-trans prostadiene   cyclopent      -2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        450 1-trans-iodo-5,5-dimethyl 2-[6-methylthiaacetyl dl-16-hydroxy-1-met      hylthiamethyl-1,9-dioxo-  4-trimethylsilyloxy-1-octene hex-2-cis-enyl]      17,17-dimethyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        451 1-trans-tri-n-butylstannyl-4-vinyl- 2-[6-methylthiaacetyl dl-16-hyd      roxy-1-methylthiamethyl-1,9-dioxo-16-vinyl-  4-trimethylsilyloxy-1-hepten      e hex-2-cis-enyl] 20-nor-5-cis-13-trans prostadiene   cyclopent-2-cis-en-      1-one 452 1-trans-tri-n-butylstannyl-4-cyclopropyl- 2-[6-methylthiaacetyl       dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-cyclopropyl-  4-trimethyls      ilyloxy-1-octene hex-2-cis-enyl] 5-cis-13-trans prostadiene   cyclopent-2      -en-1-one 453 1-trans-tri-n-butylstannyl-4-trimethylsilylethynyl-      2-[6-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-ethyn      yl-  4-trimethylsilyloxy-1-heptene hex-2-cis-enyl] 20-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 454 1-trans-tri-n-butylstannyl-5-methy      lene 2-[6-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-      4-triethylsilyloxy-1-heptene hex-2-cis-enyl] 17-methylene-20-nor-5-cis-13      -trans prostadiene   cyclopent-2-en-1-one 455 1-trans-tri-n-butlstannyl-4      -methyl-5-methylene 2-[6-methylthiaacetyl dl-16-hydroxy-1-methylthiamethy      l-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-heptene hex-2-cis-enyl]      17-methylene-20-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one      456 1-trans-tri-n-butylstannyl-4-dimethoxymethyl- 2-[6-methylthiaacetyl      dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-formyl-  4-trimethylsilylox      y-1-heptene hex-2-cis-enyl] 20-nor-5-cis-13-trans prostadiene   cyclopent      -2-en-1-one 457 1-trans-tri-n-butylstannyl-4-fluoromethyl- 2-[6-methylthi      aacetyl dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-fluoromethyl-      4-trimethylsilyloxy-1-heptene hex-2-cis-enyl] 20-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 458 1-trans-tri-n-butylstannyl-4-diflu      oromethyl- 2-[6-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,9-dio      xo-16-difluoromethyl-  4-trimethylsilyloxy-1-heptene hex-2-cis-enyl]      20-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 459 1-trans-tri-      n-butylstannyl-4-trifluoromethyl- 2-[6-methylthiaacetyl dl-16-hydroxy-1-m      ethylthiamethyl-1,9-dioxo-16-trifluoromethyl-  4-trimethylsilyloxy-1-hept      ene hex-2-cis-enyl] 20-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-      one 460 1-trans-tri-n-butylstannyl-4-chloromethyl- 2-[6-methylthiaacetyl      dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-chloromethyl-  4-trimethyls      ilyloxy-1-heptene hex-2-cis-enyl] 20-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 461 1-trans-tri-n-butylstannyl-4-trimethylsilyloxyme      thyl- 2[6-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-      hydroxymethyl-  4-trimethylsilyloxy-1-heptene hex-2-cis-enyl] 20-nor-5-ci      s-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        462 1-trans-iodo-4-methyl-7-chloro 2-[6-methylthiaacetyl dl-16-hydroxy-      1-methylthiamethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-heptene      hex-2-cis-enyl] 19-chloro-20-nor-5-cis-13-trans prostadiene   cyclopent-2      -en-1-one 463 1-trans-iodo- 2-[6-methylthiaacetyl dl-15a-hydroxy-1-methyl      thiamethyl-1,9-dioxo-  3-triphenylmethoxy-1-octene hex-2-cis-enyl]      5-cis-13-trans prostadiene   cyclopent-2-en-1-one 464 1-trans-iodo-3-meth      yl- 2-[6-methylthiaacetyl dl-15a-hydroxy-1-methylthiamethyl-1,9-dioxo-15-      methyl-  3-trimethylsilyloxy-1-octene hex-2-cis-enyl] 5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 465 1-trans-iodo-4,4-dimethyl      2-[6-methylthiaacetyl dl-15a-hydroxy-1-methylthiamethyl-1,9-dioxo-      3-trimethylsilyloxy-1-octene hex-2-cis-enyl] 16,16-dimethyl-5-cis-13-tran      s prostadiene   cyclopent-2-en-1-one 466 1-trans-iodo-4,4-trimethylene      2-[6-methylthiaacetyl dl-15a-hydroxy-1-methylthiamethyl-1,9-dioxo-      3-trimethylsilyloxy-1-octene hex-2-cis-enyl] 16,16-trimethylene-5-cis-13-      prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        467 1-trans-tri-n-butylstannyl-3-vinyl- 2-[6-methylthiaacetyl dl-15a-hy      droxy-1-methylthiamethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-octen      e hex-2-cis-enyl] 5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENYENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        468 1-trans-iodo- 2-[6-methylthiaacetyl dl-16-hydroxy-1-methylthiamethy      l-1,9-dioxo-  4-triphenylmethoxy-1-octene hex-2-cis-enyl] 5-cis-13-trans      prostadiene   dcyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        469 1-trans-tri-n-butylstannyl-4-methyl- 2-[6-methylthiaacetyl      dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-methyl-  4-trimethylsilylox      y-1-octene hex-2-cis-enyl] 5-cis-13-trans prostadiene   cyclopent-2-en-1-      one 470 1-trans-tri-n-butylstannyl-5-methyl 2-[6-methylthiaacetyl      dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-  4-trimethylsilyloxy-1-octene       hex-2-cis-enyl] 17-methyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-      one 471 1-trans-tri-n-butylstannyl-4-vinyl- 2-[6-methylthiaacetyl      dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-vinyl  4-trimethylsilyloxy-      1-octene hex-2-cis-enyl] 5-cis-13-trans prostadiene   cyclopent-2-en-1-on      e 472 1-trans-tri-n-butylstannyl-4-trimethylsilylethynyl- 2-[6-methylthia      acetyl dl,16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-ethynyl-  4-trimethy      lsilyloxy-1-octene hex-2-cis-enyl] 5-cis-13-trans prostadiene   cyclopent      -2-en-1-one 473 1-trans-tri-n-butylstannyl-5-methylene 2-[6-methylthiaace      tyl dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-  4-triethylsilyloxy-1-oct      ene hex-2-cis-enyl]17-methylene-5-cis-13-trans prostadiene   cyclopent-2-      en-1-one 474 1-trans-tri-n-butylstannyl-4-methyl-5-methylene 2-[6-methylt      hiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-methyl-      4-trimethylsilyloxy-1-octene hex-2-cis-enyl] 17-methylene-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 475 1-trans-tri-n-butylstannyl-4-dimet      hoxymethyl- 2-[6-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,9-di      oxo-16-formyl-  4-trimethylsilyloxy-1-octene hex-2-cis-enyl] 5-cis-13-tra      ns prostadiene   cyclopent-2-en-1-one 476 1-trans-tri-n-butylstannyl-4-fl      uoromethyl- 2-[6-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,9-di      oxo-16-fluoromethyl-  4-trimethylsilyloxy-1-octene hex-2-cis-enyl]      5-cis-13-trans prostadiene   cyclopent-2-en-1-one 477 1-trans-tri-n-butyl      stannyl-4-difluoromethyl- 2-[6-methylthiaacetyl dl-16-hydroxy-1,-methylth      iamethyl-1,9-dioxo-16-difluoromethyl-  4-trimethylsilyloxy-1-octene      hex-2-cis-enyl] 5-cis-13-trans prostadiene   cyclopent-2-en-1-one 478      1-trans-tri-n-butylstannyl-4-trifluoromethyl- 2-[6-methylthiaacetyl      dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-trifluoromethyl-  4-trimeth      ylsilyloxy-1-octene hex-2-cis-enyl] 5-cis-13-trans prostadiene      cyclopent-2-en-1-one 479 1-trans-tri-n-butylstannyl-4-chloromethyl-      2-[6-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,9-sioxo-16-chlor      omethyl-  4-trimethylsilyloxy-1-octene hex-2-cis-enyl] 5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 480 1-trans-tri-n-butylstannyl-4-trime      thylsilyloxymethyl- 2-[6-methylthiaacetyl dl-16-hydroxy-1-methylthiamethy      l-1,9-dioxo-16-hydroxymethyl-  4-trimethylsilyloxy-1-octene hex-2-cis-eny      l] 5-cis-13-trans prostadiene   cyclopent-2-en-1-one 481 1-trans-iodo-      2-[6-methylthiaacetyl dl-15a-hydroxy-1-methylthiamethyl-1,9-dioxo-      3-triphenylmethoxy-1-nonene hex-2-cis-enyl] 20-methyl-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 482 1-trans-iodo-3-methyl- 2-[6-methyl      thiaacetyl dl-15a-hydroxy-1-methylthiamethyl-1,9-dioxo-15-methyl-      3-trimethylsilyloxy-1-nonene hex-2-cis-enyl] 20-methyl-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 483 1-trans-iodo-4,4-dimethyl      2-[6-methylthiaacetyl dl-15a-hydroxy-1-methylthiamethyl-1,9-dioxo-      3-trimethylsilyloxy-1-nonene hex-2-cis-enyl] 16,16-dimethyl-20-methyl-5-c      is-13-trans prostadiene   cyclopent-2-en-1-one 484 1-trans-iodo-4,4-trime      thylene 2-[6-methylthiaacetyl dl-15a-hydroxy-1-methylthiamethyl-1,9-dioxo      -  3-trimethylsilyloxy-1-nonene hex-2-cis-enyl] 16,16-trimethylene-20-met      hyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        485 1-trans-tri-n-butylstannyl-3-vinyl- 2-[6-methylthiaacetyl dl-15a-hy      droxy-1-methylthiamethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-nonen      e hex-2-cis-enyl] 20-methyl-5-cis-13-trans prostadiene   cyclopent-2-en-1      -one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        486 1-trans-iodo- 2-[6-methylthiaacetyl dl-16-hydroxy-1-methylthiamethy      l-1,9-dioxo-  4-triphenylmethoxy-1-nonene hex-2-cis-enyl] 20-methyl-5-cis      -13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        487 1-trans-tri-n-butylstannyl-4-methyl- 2-[6-methylthiaacetyl      dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-methyl-  4-trimethylsilylox      y-1-nonene hex-2-cis-enyl] 20-methyl-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 488 1-trans-tri-n-butylstannyl-5-methyl 2-[6-methylt      hiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-  4-trimethylsilylox      y-1-nonene hex-2-cis-enyl] 17-methyl-20-methyl-5-cis-13-trans prostadiene         cyclopent-2-en-1-one 489 1-trans-tri-n-butylstannyl-4-vinyl- 2-[6-meth      ylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-vinyl-      4-trimethylsilyloxy-1-nonene hex-2-cis-enyl] 20-methyl-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 490 1-trans-tri-n-butylstannyl-4-trime      thylsilylethynyl- 2-[6-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-      1,9-dioxo-16-ethynyl-  4-trimethylsilyloxy-1-nonene hex-2-cis-enyl]      20-methyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 491 1-trans-t      ri-n-butylstannyl-5-methylene 2-[6-methylthiaacetyl dl-16-hydroxy-1-methy      lthiamethyl-1,9-dioxo-  4-trimethylsilyloxy-1-nonene hex-2-cis-enyl]      17-methylene-20-methyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one      492 1-trans-tri-n-butylstannyl-4-methyl-5-methylene 2-[6-methylthiaacetyl       dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-methyl-  4-trimethylsilylo      xy-1-nonene hex-2-cis-enyl] 17-methylene-20-methyl-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 493 1-trans-tri-n-butylstannyl-4-dimet      hoxymethyl- 2-[6-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,9-di      oxo-16-formyl-  4-trimethylsilyloxy-1-nonene hex-2-cis-enyl] 20-methyl-5-      cis-13-trans prostadiene   cyclopent-2-en-1-one 494 1-trans-tri-n-butylst      annyl-4-fluoromethyl- 2-[6-methylthiaacetyl dl-16-hydroxy-1-methylthiamet      hyl-1,9-dioxo-16-fluoromethyl-  4-trimethylsilyloxy-1-nonene hex-2-cis-en      yl] 20-methyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 495      1-trans-tri-n-butylstannyl-4-difluoromethyl- 2-[6-methylthiaacetyl      dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-difluoromethyl-  4-trimethy      lsilyloxy-1-nonene hex-2-cis-enyl] 20-methyl-5-cis-13-trans prostadiene       cyclopent-2-en-1-one 496 1-trans-tri-n-butylstannyl-4-trifluoromethyl-      2-[6-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-trifl      uoromethyl-  4-trimethylsilyloxy-1-nonene hex-2-cis-enyl] 20-methyl-5-cis      -13-trans prostadiene   cyclopent-2-en-1-one 497 1-trans-tri-n-butylstann      yl-4-chloromethyl- 2-[6-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl      -1,9-dioxo-16-chloromethyl-  4-trimethylsilyloxy-1-nonene hex-2-cis-enyl]       20-methyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 498      1-trans-tri-n-butylstannyl-4-trimethylsilyloxymethyl- 2-[6-methylthiaacet      yl dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-hydroxymethyl-      4-trimethylsilyloxy-1-nonene hex-2-cis-enyl] 20-methyl-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one         EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        499 1-trans-iodo- 2-[6-methylthiaacetyl dl-15a-hydroxy-1-methylthiameth      yl-1,9-dioxo-  3-triphenylmethoxy-1-decene hex-2-cis-enyl] 20-ethyl-5-cis      -13-trans prostadiene   cyclopent-2-en-1-one 500 1-trans-iodo-3-methyl-      2-[6-methylthiaacetyl dl-15a-hydroxy-1-methylthiamethyl-1,9-dioxo-15-meth      yl-  3-trimethylsilyloxy-1-decene hex-2-cis-enyl] 20-ethyl-5-cis-13-trans       prostadiene   cyclopent-2-en-1-one 501 1-trans-iodo-4,4-dimethyl      2-[6-methylthiaacetyl dl-15a-hydroxy-1-methylthiamethyl-1,9-dioxo-      3-trimethylsilyloxy-1-decene hex-2-cis-enyl] 16,16-dimethyl-20-ethyl-5-ci      s-13-trans prostadiene   cyclopent-2-en-1-one 502 1-trans-iodo-4,4-trimet      hylene 2-[6-methylthiaacetyl dl-15a-hydroxy-1-methylthiamethyl-1,9-dioxo-        3-trimethylsilyloxy-1-decene hex-2-cis-enyl] 16,16-trimethylene-20-ethy      l-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        503 1-trans-tri-n-butylstannyl-3-vinyl- 2-[6-methylthiaacetyl dl-15a-hy      droxy-1-methylthiamethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-decen      e hex-2-cis-enyl] 20-ethyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-      one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        504 1-trans-iodo- 2-[6-methylthiaacetyl dl-16-hydroxy-1-methylthiamethy      l-1,9-dioxo-  4-triphenylmethoxy-1-decene hex-2-cis-enyl] 20-ethyl-5-cis-      13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11 DEOXY      PGE2 SERIES        505 1-trans-tri-n-butylstannyl-4-methyl- 2-[6-methylthiaacetyl      dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-methyl-  4-trimethylsilylox      y-1-decene hex-2-cis-enyl] 20-ethyl-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 506 1-trans-tri-n-butylstannyl-5-methyl 2-[6-methylt      hiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-  4-trimethylsilylox      y-1-decene hex-2-cis-enyl] 17-methyl-20-ethyl-5-cis-13-trans prostadiene        cyclopent-2-en-1-one 507 1-trans-tri-n-butylstannyl-4-vinyl- 2-[6-methy      lthiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-vinyl-      4-trimethylsilyloxy-1-decene hex-2-cis-enyl] 20-ethyl-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 508 1-trans-tri-n-butylstannyl-4-trime      thylsilylethynyl- 2-[6-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-      1,9-dioxo-16-ethynyl-  4-trimethylsilyloxy-1-decene hex-2-cis-enyl]      20-ethyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 509 1-trans-tr      i-n-butylstannyl-5-methylene 2-[6-methylthiaacetyl dl-16-hydroxy-1-methyl      thiamethyl-1,9-dioxo-  4-trimethylsilyloxy-1-decene hex-2-cis-enyl]      17-methylene-20-ethyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one      510 1-trans-tri-n-butylstannyl-4-methyl-5-methylene 2-[6-methylthiaacetyl       dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-methyl-  4-trimethylsilylo      xy-1-decene hex-2-cis-enyl] 17-methylene-20-ethyl-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 511 1-trans-tri-n-butylstannyl-4-dimet      hoxymethyl- 2-[6-methylthiaacetyl dl-16-hydoxy-1-methylthiamethyl-1,9-dio      xo-16-formyl-  4-trimethylsilyloxy-1-decene hex-2-cis-enyl] 20-ethyl-5-ci      s-13-trans prostadiene   cyclopent-2-en-1-one 512 1-trans-tri-n-butylstan      nyl-4-fluoromethyl- 2-[6-methylthiaacetyl dl-16-hydroxy-1-methylthiamethy      l-1,9-dioxo-16-fluoromethyl-  4-trimethylsilyloxy-1-decene hex-2-cis-enyl      ] 20-ethyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 513      1-trans-tri-n-butylstannyl-4-difluoromethyl- 2-[6-methylthiaacetyl      dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-difluoromethyl-  4-trimethy      lsilyloxy-1-decene hex-2-cis-enyl] 20-ethyl-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 514 trans-tri-n-butylstannyl-4-trifluoromethyl-      2-[6-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-trifl      uoromethyl-  4-trimethylsilyloxy-1-decene hex-2-cis-enyl] 20-ethyl-5-cis-      13-trans prostadiene   cyclopent-2-en-1-one 515 1-trans-tri-n-butylstanny      l-4-chloromethyl- 2-[6-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-      1,9-dioxo-16-chloromethyl-  4-trimethylsilyloxy-1-decene hex-2-cis-enyl]      20-ethyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 516 1-trans-tr      i-n-butylstannyl-4-trimethylsilyloxymethyl- 2-[6-methylthiaacetyl      dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-hydroxymethyl-  4-trimethyl      silyloxy-1-decene hex-2-cis-enyl] 20-ethyl-5-cis-13-trans prostadiene      cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        517 1-trans-iodo- 2-[7-methylthiaacetyl dl-15a-hydroxy-1-methylthiameth      yl-1,9-dioxo-  3-triphenylmethoxy-1-heptene hept-2-cis-enyl] 20-nor-2-hom      o-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 518 1-trans-iodo-3-me      thyl- 2-[7-methylthiaacetyl dl-15a-hydroxy-1-methylthiamethyl-1,9-dioxo-1      5-methyl-  3-trimethylsilyloxy-1-heptene hept-2-cis-enyl] 20-nor-2-homo-5      -cis-13-trans prostadiene   cyclopent-2-en-1-one 519 1-trans-iodo-4,4-dim      ethyl 2-[7-methylthiaacetyl dl-15a-hydroxy-1-methylthiamethyl-1,9-dioxo-       3-trimethylsilyloxy-1-heptene hept-2-cis-enyl] 16,16-dimethyl-20-nor-2-h      omo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 520 1-trans-iodo-5,      5-dimethyl 2-[7-methylthiaacetyl dl-15a-hydroxy-1-methylthiamethyl-1,9-di      oxo-  3-triphenylmethoxy-1-octene hept-2-cis-enyl] 17,17-dimethyl-2-homo-      5-cis-13-trans prostadiene   cyclopent-2-en-1-one 521 1-trans-iodo-4-meth      yl 2-[7-methylthiaacetyl dl-15a-hydroxy-1-methylthiamethyl-1,9-dioxo-      3-triphenylmethoxy-1-octene hept-2-cis-enyl] 16-methyl-2-homo-5-cis-13-tr      ans prostadiene   cyclopent-2-en-1-one 522 1-trans-iodo-4,4-trimethylene      2-[7-methylthiaacetyl dl-15a-hydroxy-1-methylthiamethyl-1,9-dioxo-      3-trimethylsilyloxy-1-heptene hept-2-cis-enyl] 16,16-trimethylene-20-nor-      2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        523 1-trans-tri-n-butylstannyl-3-vinyl- 2-[7-methylthiaacetyl dl-15a-hy      droxy-1-methylthiamethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-hepte      ne hept-2-cis-enyl] 20-nor-2-homo-5-cis-13-trans prostadiene   cyclopent-      2-en-1-one 524 1-trans-tri-n-butylstannyl-4-phenoxy 2-[7-methylthiaacetyl       dl-15a-hydroxy-1-methylthiamethyl-1,9-dioxo-  3-triethylsilyloxy-1-buten      e hept-2-cis-enyl] 16-phenoxy-2-homo-17-20-tetranor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 525 1-trans-tri-n-butylstannyl-4-(p-fl      uorophenoxy) 2-[7-methylthiaacetyl dl-15a-hydroxy-1-methylthiamethyl-1,9-      dioxo-  3-triethylsilyloxy-1-butene hept-2-cis-enyl] 16-(p-fluorophenoxy)      -2-homo-17-20-tetranor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one      526 1-trans-tri-n-butylstannyl-4-(m-chlorophenoxy) 2-[7-methylthiaacetyl      dl-15a-hydroxy-1-methylthiamethyl-1,9-dioxo-  3-triethylsilyloxy-1-butene       hept-2-cis-enyl] 16-(m-chlorophenoxy)-2-homo-17-20-tetranor-5-cis-13-tra      ns prostadiene   cyclopent-2-en-1-one 527 1-trans-tri-n-butylstannyl-4-(m      -trifluoromethylphenoxy) dl-15a-hydroxy-1-methylthiamethyl-1,9-dioxo-      3-triethylsilyloxy-1-butene hept-2-cis-enyl] 16-(m-trifluoromethylphenoxy      )-2-homo-17-20-tetranor-5-cis-13-trans   cyclopent-2-en-1-one prostadiene        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        528 1-trans-iodo-5-phenyl 2-[7-methylthiaacetyl dl-15a-hydroxy-1-methyl      thiamethyl-1,9-dioxo-  3-triethylsilyloxy-1-pentene hept-2-cis-enyl]      17-phenyl-2-homo-18-20-trinor-5-cis-13-trans prostadiene   cyclopent-2-en      -1-one 529 1-trans-iodo-4,4-dimethyl-5-phenyl 2-[methylthiaacetyl      dl-15a-hydroxy-1-methylthiamethyl-1,9-dioxo-  3-triethylsilyloxy-1-penten      e hept-2-cis-enyl] 16,16-dimethyl-17-phenyl-2-homo-18-20-trinor-5-cis-13-      trans prostadiene   cyclopent-2-en-1-one 530 1-trans-iodo-4-cyclopentyl      2-[7-methylthiaacetyl dl-15a-hydroxy-1-methylthiamethyl-1,9-dioxo-      3-triphenylmethoxy-1-butene hept-2-cis-enyl] 16-cyclopentyl-2-homo-17-20-      tetranor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 531 1-trans-io      do-4-cyclohexyl 2-[7-methylthiaacetyl dl-15a-hydroxy-1-methylthiamethyl-1      ,9-dioxo-  3-triphenylmethoxy-1-butene hept-2-cis-enyl] 16-cyclohexyl-2-h      omo-17-20-tetranor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 532      1-trans-iodo- 2-[7-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,9-      dioxo-  4-triphenylmethoxy-1-heptenehept-2-cis-enyl] 20-nor-2-homo-5-cis-      13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        533 1-trans-tri-n-butylstannyl-4-methyl- 2-[7-methylthiaacetyl      dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-methyl-  4-trimethylsilylox      y-1-heptene hept-2-cis-enyl] 20-nor-2-homo-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 534 1-trans-tri-n-butylstannyl-4-ethyl- 2-[7-methylt      hiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-ethyl  4-trimethy      lsilyloxy-1-octene hept-2-cis-enyl] 2-homo-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 535 1-trans-tri-n-butylstannyl-5-methyl 2-[7-methylt      hiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-  4-trimethylsilylox      y-1-heptene hept-2-cis-enyl] 17-methyl-20-nor-2-homo-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        536 1-trans-iodo-5,5-dimethyl- 2-[7-methylthiaacetyl dl-16-hydroxy-1-me      thylthiamethyl-1,9-dioxo-  4-trimethylsilyloxy-1-octene hept-2-cis-enyl]      17,17-dimethyl-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11 DEOXY      PGE2 SERIES        537 1-trans-tri-n-butylstannyl-4-vinyl- 2-[7-methylthiaacetyl dl-16-hyd      roxy-1-methylthiamethyl-1,9-dioxo-16-vinyl-   cyclopent-2-en-1-one 538      1-trans-tri-n-butylstannyl-4-cyclopropyl- 2-[7-methylthiaacetyl dl-16-hyd      roxy-1-methylthiamethyl-1,9-dioxo-16-cyclopropyl-  4-trimethylsilyloxy-1-      octene hept-2-cis-enyl] 2-homo-5-cis-13-trans prostadiene   cyclopent-2-e      n-1-one 539 1-trans-tri-n-butylstannyl-4-trimethylsilylethylnyl-      2-[7-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-ethyn      yl-  4-trimethylsilyloxy-1-heptene hept-2-cis-enyl] 20-nor-2-homo-5-cis-1      3-trans prostadiene   cyclopent-2-en-1-one 540 1-trans-tri-n-butylstannyl      -5-methylene 2-[7-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,9-d      ioxo-  4-trimethylsilyloxy-1-heptene hept-2-cis-enyl] 17-methylene-20-nor      -2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 541 1-trans-tri      -n-butylstannyl-4-methyl-5-methylene 2-[7-methylthiaacetyl dl-16-hydroxy-      1-methylthiamethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-heptene      hept-2-cis-enyl] 17-methylene-20-nor-2-homo-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 542 1-trans-tri-n-butylstannyl-4-dimethyoxymethyl-      2-[7-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-formy      l-  4-trimethylsilyloxy-1-heptene hept-2-cis-enyl] 20-nor-2-homo-5-cis-13      -trans prostadiene   cyclopent-2-en-1-one 543 1-trans-tri-n-butylstannyl-      4-fluoromethyl- 2-[7-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,      9-dioxo-16-fluoromethyl-  4-trimethylsilyloxy-1-heptene hept-2-cis-enyl]      20-nor-2-homo-5-cis-13-trans prostadiene 544 1-trans-tri-n-butylstannyl-4      -difluoromethyl- 2-[7-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-1      ,9-dioxo-16-difluoromethyl-  4-trimethylsilyloxy-1-heptene hept-2-cis-eny      l] 20-nor-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 545      1-trans-tri-n-butylstannyl-4-trifluoromethyl- 2-[7-methylthiaacetyl      dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-trifluoromethyl-  4-trimeth      ylsilyloxy-1-heptene hept-2-cis-enyl] 20-nor-2-homo-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 546 1-trans-tri-n-butylstannyl-4-chlor      omethyl- 2-[7-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo      -16-chloromethyl-  4-trimethylsilyloxy-1-heptene hept-2-cis-enyl]      20-nor-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 547      1-trans-tri-n-butylstannyl-4-trimethylsilyloxymethyl- 2-[7-methylthiaacet      yl dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-hydroxymethyl-      4-trimethylsilyloxy-1-heptene hept-2-cis-enyl] 20-nor-2-homo-5-cis-13-tra      ns prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        548 1-trans-iodo-4-methyl-7-chloro 2-[7-methylthiaacetyl dl-16-hydroxy-      1-methylthiamethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-heptene      hept-2-cis-enyl] 19-chloro-2-homo-20-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 549 1-trans-iodo- 2-[7-methylthiaacetyl dl-15a-hydro      xy-1-methylthiamethyl-1,9-dioxo-  3-triphenylmethoxy-1-octene hept-2-cis-      enyl] 2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 550      1-trans-iodo-3-methyl- 2-[7-methylthiaacetyl dl-15a-hydroxy-1-methylthiam      ethyl-1,9-dioxo-15-methyl-  3-trimethylsilyloxy-1-octene hept-2-cis-enyl]       2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 551 1-trans-iod      o-4,4-dimethyl 2-[7-methylthiaacetyl dl-15a-hydroxy-1-methylthiamethyl-1,      9-dioxo-  3-trimethylsilyloxy-1-octene hept-2-cis-enyl] 16,16-dimethyl-2-      homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 552 1-trans-iodo-4      ,4-trimethylene 2-[7-methylthiaacetyl dl-15a-hydroxy-1-methylthiamethyl-1      ,9-dioxo-  3-trimethylsilyloxy-1-octene hept-2-cis-enyl] 16,16-trimethyle      ne-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        553 1-trans-tri-n-butylstannyl-3-vinyl- 2-[7-methylthiaacetyl dl-15a-hy      droxy-1-methylthiamethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-octen      e hept-2-cis-enyl] 2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-o      ne        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        554 1-trans-iodo- 2-[7-methylthiaacetyl dl-16-hydroxy-1-methylthiamethy      l-1,9-dioxo-  4-triphenylmethoxy-1-octene hept-2-cis-enyl] 2-homo-5-cis-1      3-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        555 1-trans-tri-n-butylstannyl-4-methyl- 2-[7-methylthiaacetyl      dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-methyl-  4-trimethylsilylox      y-1-octene hept-2-cis-enyl] 2-homo-5-cis-13-trans prostadiene   cyclopent      -2-en-1-one 556 1-trans-tri-n-butylstannyl-5-methyl- 2-[7-methylthiaacety      l dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-  4-trimethylsilyloxy-1-octe      ne hept-2-cis-enyl] 17-methyl-2-homo-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 557 1-trans-tri-n-butylstannyl-4-vinyl- 2-[7-methylt      hiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-vinyl-  4-trimeth      ylsilyloxy-1-octene hept-2-cis-enyl] 2-homo-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 558 1-trans-tri-n-butylstannyl-4-trimethylsilylethyn      yl- 2-[7-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-e      thynyl-  4-trimethylsilyloxy-1-octene hept-2-cis-enyl] 2-homo-5-cis-13-tr      ans prostadiene   cyclopent-2-en-1-one 559 1-trans-tri-n-butylstannyl-5-m      ethylene 2-[7-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo      -  4-trimethylsilyloxy-1-octene hept-2-cis-enyl] 17-methylene-2-homo-5-ci      s-13-trans prostadiene   cyclopent-2-en-1-one 560 1-trans-tri-n-butylstan      nyl-4-methyl-5-methylene 2-[7-methylthiaacetyl dl-16-hydroxy-1-methylthia      methyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-octene hept-2-cis-enyl      ] 17-methylene-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one      561 1-trans-tri-n-butylstannyl-4-dimethoxymethyl- 2-[7-methylthiaacetyl      dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-formyl-  4-trimethylsilylox      y-1-octene hept-2-cis-enyl] 2-homo-5-cis-13-trans prostadiene   cyclopent      -2-en-1-one 562 1-trans-tri-n-butylstannyl-4-fluoromethyl- 2-[7-methylthi      aacetyl dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-fluoromethyl-      4-trimethylsilyloxy-1-octene hept-2-cis-enyl] 2-homo-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 563 1-trans-tri-n-butylstannyl-4-diflu      oromethyl- 2-[7-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,9-dio      xo-16-difluoromethyl-  4-trimethylsilyloxy-1-octene hept-2-cis-enyl]      2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 564 1-trans-tri-      n-butylstannyl-4-trifluoromethyl- 2-[7-methylthiaacetyl dl-16-hydroxy-1-m      ethylthiamethyl-1,9-dioxo-16-trifluoromethyl-  4-trimethylsilyloxy-1-octe      ne hept-2-cis-enyl] 2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-      one 565 1-trans-tri-n-butylstannyl-4-chloromethyl- 2-[7-methylthiaacetyl      dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-chloromethyl-  4-trimethyls      ilyloxy-1-octene hept-2-cis-enyl] 2-homo-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 566 1-trans-tri-n-butylstannyl-4-trimethylsilyloxyme      thyl- 2-[7-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16      -hydroxymethyl-  4-trimethylsilyloxy-1-octene hept-2-cis-enyl] 2-homo-5-c      is-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        567 1-trans-iodo- 2-[7-methylthiaacetyl dl-15a-hydroxy-1-methylthiameth      yl-1,9-dioxo-  3-triphenylmethoxy-1-nonene hept-2-cis-enyl] 20-methyl-2-h      omo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one568 1-trans-iodo-3-m      ethyl- 2-[7-methylthiaacetyl dl-15a-hydroxy-1-methylthiamethyl-1,9-dioxo-      15-methyl-  3-trimethylsilyloxy-1-nonene hept-2-cis-enyl] 20-methyl-2-hom      o-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 569 1-trans-iodo-4,4-      dimethyl 2-[7-methylthiaacetyl dl-15a-hydroxy-1-methylthiamethyl-1,9-diox      o-  3-trimethylsilyloxy-1-nonene hept-2-cis-enyl] 16,16-dimethyl-20-methy      l-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 570 1-trans-io      do-4,4-trimethylene 2-[7-methylthiaacetyl dl-15a-hydroxy-1-methylthiameth      yl-1,9-dioxo-  3-trimethylsilyloxy-1-nonene hept-2-cis-enyl] 16,16-trimet      hylene-20-methyl-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        571 1-trans-tri-n-butylstannyl-3-vinyl- 2-[7-methylthiaacetyl dl-15a-hy      droxy-1-methylthiamethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-nonen      e hept-2-cis-enyl] 20-methyl-2-homo-5-cis-13-trans prostadiene      cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        572 1-trans-iodo- 2-[7-methylthiaacetyl dl-16-hydroxy-1-methylthiamethy      l-1,9-dioxo-  4-triphenylmethoxy-1-nonene hept-2-cis-enyl] 20-methyl-2-ho      mo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        573 1-trans-tri-n-butylstannyl-4-methyl- 2-[7-methylthiaacetyl      dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-methyl-  4-trimethylsilylox      y-1-nonene hept-2-cis-enyl] 20-methyl-2-homo-5-cis-13-trans prostadiene       cyclopent-2-en-1-one 574 1-trans-tri-n-butylstannyl-5-methyl- 2-[7-methy      lthiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-  4-trimethylsilyl      oxy-1-nonene hept-2-cis-enyl] 17-methyl-20-methyl-2-homo-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 575 1-trans-tri-n-butylstannyl-4-vinyl      - 2-[7-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-vin      yl-  4-trimethylsilyloxy-1-nonene hept-2-cis-enyl] 20-methyl-2-homo-5-cis      -13-trans prostadiene   cyclopent-2-en-1-one 576 1-trans-tri-n-butylsanny      l-4-trimethylsilyethynyl- 2-[7-methylthiaacetyl dl-16-hydroxy-1-methylthi      amethyl-1,9-dioxo-16-ethynyl-  4-trimethylsilyloxy-1-nonene hept-2-cis-en      yl] 20-methyl-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one      577 1-trans-tri-n-butylstannyl-5-methylene 2-[7-methylthiaacetyl      dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-  4-trimethylsilyloxy-1-nonene       hept-2-cis-enyl] 17-methylene-20-methyl-2-homo-5-cis-13-trans prostadien      e   cyclopent-2-en-1-one 578 1-trans-tri-n-butylstannyl-4-methyl-5-methyl      ene 2-[7-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-m      ethyl-  4-trimethylsilyloxy-1-nonene hept-2-cis-enyl] 17-methylene-20-met      hyl-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 579      1-trans-tri-n-butylstannyl-4-dimethoxymethyl- 2-[7-methylthiaacetyl      dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-formyl-  4-trimethylsilylox      y-1-nonene hept-2-cis-enyl] 20-methyl-2-homo-5-cis-13-trans prostadiene       cyclopent-2-en-1-one 580 1-trans-tri-n-butylstannyl-4-fluoromethyl-      2-[7-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-fluor      omethyl-  4-trimethylsilyloxy-1-nonene hept-2-cis-enyl] 20-methyl-2-homo-      5-cis-13-trans prostadiene   cyclopent-2-en-1-one 581 1-trans-tri-n-butyl      stannyl-4-difluoromethyl- 2-[7-methylthiaacetyl dl-16-hydroxy-1-methylthi      amethyl-1,9-dioxo-16-difluoromethyl-  4-trimethylsilyloxy-1-nonene      hept-2-cis-enyl] 20-methyl-2-homo-5-cis-13-trans prostadiene   cyclopent-      2-en-1-one 582 1-trans-tri-n-butylstannyl-4-trifluoromethyl- 2-[7-methylt      hiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-trifluoromethyl-       4-trimethylsilyloxy-1-nonene hept-2-cis-enyl] 20-methyl-2-homo-5-cis-13-      trans prostadiene   cyclopent-2-en-1-one 583 1-trans-tri-n-butylstannyl-4      -chloromethyl- 2-[7-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,9      -dioxo-16-chloromethyl-  4-trimethylsilyloxy-1-nonene hept-2-cis-enyl]      20-methyl-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 584      1-trans-tri-n-butylstannyl-4-trimethylsilyloxymethyl- 2-[7-methylthiaacet      yl dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-hydroxymethyl-      4-trimethylsilyloxy-1-nonene hept-2-cis-enyl] 20-methyl-2-homo-5-cis-13-t      rans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        585 1-trans-iodo- 2-[7-methylthiaacetyl dl-15a-hydroxy-1-methylthiameth      yl-1,9-dioxo-  3-triphenylmethoxy-1-decene hept-2-cis-enyl] 20-ethyl-2-ho      mo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 586 1-trans-iodo-3-m      ethyl- 2-[7-methylthiaacetyl dl-15a-hydroxy-1-methylthiamethyl-1,9-dioxo-      15-methyl-  3-trimethylsilyloxy-1-decene hept-2-cis-enyl] 20-ethyl-2-homo      -5-cis-13-trans prostadiene   cyclopent-2-en-1-one 587 1-trans-iodo-4,4-d      imethyl 2-[7-methylthiaacetyl dl-15a-hydroxy-1-methylthiamethyl-1,9-dioxo      -  3-trimethylsilyloxy-1-decene hept-2-cis-enyl] 16,16-dimethyl-20-ethyl-      2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 588 1-trans-iodo      -4,4-trimethylene 2-[7-methylthiaacetyl dl-15a-hydroxy-1-methylthiamethyl      -1,9-dioxo-  3-trimethylsilyloxy-1-decene hept-2-cis-enyl] 16,16-trimethy      lene-20-ethyl-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        589 1-trans-tri-n-butylstannyl-3-vinyl- 2-[7-methylthiaacetyl dl-15a-hy      droxy-1-methylthiamethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-decen      e hept-2-cis-enyl] 20-ethyl-2-homo-5-cis-13-trans prostadiene   cyclopent      -2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        590 1-trans-iodo- 2-[7-methylthiaacetyl dl-16-hydroxy-1-methylthiamethy      l-1,9-dioxo-  4-triphenylmethoxy-1-decene hept-2-cis-enyl] 20-ethyl-2-hom      o-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        591 1-trans-tri-n-butylstannyl-4-methyl- 2-[7-methylthiaacetyl      dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-methyl-  4-trimethylsilylox      y-1-decene hept-2-cis-enyl] 20-ethyl-2-homo-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 592 1-trans-trin-butylstannyl-5-methyl 2-[7-methylth      iaacetyl dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-  4-trimethylsilyloxy      -1-decene hept-2-cis-enyl] 17-methyl-20-ethyl-2-homo-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 593 1-trans-tri-n-butylstannyl-4-vinyl      - 2-[7-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-vin      yl-  4-trimethylsilyloxy-1-decene hept-2-cis-enyl] 20-ethyl-2-homo-5-cis-      13-trans prostadiene   cyclopent-2-en-1-one 594 1-trans-tri-n-butylstanny      l-4-trimethylsilylethynyl- 2-[7-methylthiaacetyl dl-16-hydroxy-1-methylth      iamethyl-1,9-dioxo-16-ethynyl-  4-trimethylsilyloxy-1-decene hept-2-cis-e      nyl] 20-ethyl-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one      595 1-trans-tri-n-butylstannyl-5-methylene 2-[7-methylthiaacetyl      dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-  4-trimethylsilyloxy-1-decene       hept-2-cis-enyl] 17-methylene-20-ethyl-2-homo-5-cis-13-trans prostadiene         cyclopent-2-en-1-one 596 1-trans-tri-n-butylstannyl-4-methyl-5-methyle      ne 2-[7-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-me      thyl-  4-trimethylsilyloxy-1-decene hept-2-cis-enyl] 17-methylene-20-ethy      l-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 597 1-trans-tr      i-n-butylstannyl-4-dimethoxymethyl- 2-[7-methylthiaacetyl dl-16-hydroxy-1      -methylthiamethyl-1,9-dioxo-16-formyl-  4-trimethylsilyloxy-1-decene      hept-2-cis-enyl] 20-ethyl-2-homo-5-cis-13-trans prostadiene   cyclopent-2      -en-1-one 598 1-trans-tri-n-butylstannyl-4-fluoromethyl- 2-[7-methylthiaa      cetyl dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-flurormethyl-      4-trimethylsilyloxy-1-decene hept-2-cis-enyl] 20-ethyl-2-homo-5-cis-13-tr      ans prostadiene   cyclopent-2-en-1-one 599 1-trans-tri-n-butylstannyl-4-d      ifluoromethyl- 2-[7-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,9      -dioxo-16-difluoromethyl-  4-trimethylsilyloxy-1-decene hept-2-cis-enyl]      20-ethyl-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 600      1-trans-tri-n-butylstannyl-4-trifluoromethyl- 2-[7-methylthiaacetyl      dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-trifluoromethyl-  4-trimeth      ylsilyloxy-1-decene hept-2-cis-enyl] 20-ethyl-2-homo-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 601 1-trans-tri-n-butylstannyl-4-chlor      omethyl- 2-[7-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo      -16-chloromethyl-  4-trimethylsilyloxy-1-decene hept-2-cis-enyl]      20-ethyl-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 602      1-trans-tri-n-butylstannyl-4-trimethylsilyloxymethyl- 2-[7-methylthiaacet      yl dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-hydroxymethyl-      4-trimethylsilyloxy-1-decene hept-2-cis-enyl] 20-ethyl-2-homo-5-cis-13-tr      ans prostadiene   cyclopent-2-en-1-one

    TABLE V       EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES       1 1-trans-tri-n-butylstannyl-7-thia 2-[5 -methylthioacetyl dl-11a,16-dih      ydroxy-1-methylthiomethyl-1,9-dioxo-  4-triethylsilyloxy-1-octene      pent-2-cis-enyl]-4-trimethylsiloxy 19-thia-2-nor-5-cis-13-trans prostadie      ne   cyclopent-2-en-1-one  2 1-trans-tri-n-butylstannyl-4-methyl-7-thia      2-[5 -methylthioacetyl dl-11a,16-dihydroxy-1-methylthiomethyl-1,9-dioxo-1      6-methyl-  4-trimethylsilyloxy-1-octene pent-2-cis-enyl]-4-trimethylsilox      y 19-thia-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one  3      1-trans-tri-n-butylstannyl-7-oxa 2-[5 -methylthioacetyl dl-11a,16-dihydro      xy-1-methylthiomethyl-1,9-dioxo-  4-triethylsilyloxy-1-octene pent-2-cis-      enyl]-4-trimethylsiloxy 19-oxa-2-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one  4 1-trans-tri-n-butylstannyl-4-methyl-7-oxa 2-[5      -methylthioacetyl dl-11a,16-dihydroxy-1-methylthiomethyl-1,9-dioxo-16-met      hyl-  4-trimethylsilyloxy-1-octene pent-2-cis-enyl]-4-trimethylsiloxy      19-oxa-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one  5      1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[5 -methylthioacetyl      dl-11a,16-dihydroxy-1-methylthiomethyl-1,9-dioxo-16-bromomethyl-      4-trimethylsilyloxy-1-heptene pent-2-cis-enyl]-4-trimethylsiloxy      20-nor-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES       6 1-trans-iodo-4-allenyl- 2-[5 -methylthioacetyl dl-11a,16-dihydroxy-1-m      ethylthiomethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-heptene      pent-2-cis-enyl]-4-trimethylsiloxy 20-nor-2-nor-5-cis-13-trans prostadien      e   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES         7 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[  5 -methylthioacetyl      dl-11a,16-dihydroxy-1-methylthiomethyl-1,9-dioxo-16-bromomethyl-      4-trimethylsilyloxy-1-octene pent-2-cis-enyl]-4-trimethylsiloxy 2-nor-5-c      is-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES       8 1-trans-iodo-4-allenyl- 2-[5-methylthioacetyl dl-11a,16-dihydroxy-1-me      thylthiomethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-octene      pent-2-cis-enyl]-4-trimethylsiloxy 2-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES         9 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[5-methylthioacetyl      dl-11a,16-dihydroxy-1-methylthiomethyl-1,9-dioxo-16-bromomethyl-      4-trimethylsilyloxy-1-nonene pent-2-cis-enyl]-4-trimethylsiloxy 20-methyl      -2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        10 1-trans-iodo-4-allenyl- 2-[5-methylthioacetyl dl-11a,16-dihydroxy-1-      methylthiomethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-nonene      pent-2-cis-enyl]-4-trimethylsiloxy 20-methyl-2-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        11 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[5-methylthioacetyl      dl,11a,16-dihydroxy-1-methylthiomethyl-1,9-dioxo-16-bromomethyl-      4-trimethylsilyloxy-1-decene pent-2-cis-enyl]-4-trimethylsiloxy 20-ethyl-      2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        12 1-trans-iodo-4-allenyl- 2-[5-methylthioacetyl dl-11a,16-dihydroxy-1-      methylthiomethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-decene      pent-2-cis-enyl]-4-trimethylsiloxy 20-ethyl-2-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        13 1-trans-tri-n-butylstannyl-7-thia 2-[6-methylthioacetyl dl-11a,16-di      hydroxy-1-methylthiomethyl-1,9-dioxo-  4-triethylsilyloxy-1-octene      hex-2-cis-enyl]-4-trimethylsiloxy 19-thia-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 14 1-trans-tri-n-butylstannyl-4-methyl-7-thia      2-[6-methylthioacetyl dl-11a,16-dihydroxy-1-methylthiomethyl-1,9-dioxo-16      -methyl-  4-trimethylsilyloxy-1-octene hex-2-cis-enyl]-4-trimethysiloxy      19-thia-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 15 1-trans-tri-      n-butylstannyl-7-oxa 2-[6-methylthioacetyl dl-11a,16-dihydroxy-1-methylth      iomethyl-1,9-dioxo-  4-triethylsilyloxy-1-octene hex-2-cis-enyl]-4-trimet      hylsiloxy 19-oxa-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 16      1-trans-tri-n-butylstannyl-4-methyl-7-oxa 2-[6-methylthioacetyl dl-11a,16      -dihydroxy-1-methylthiomethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1      -octene hex-2-cis-enyl]-4-trimethylsiloxy 19-oxa-5-cis-13-trans prostadie      ne   cyclopent-2-en-1-one 17 1-trans-tri-n-butylstannyl-4-bromomethyl-      2-[6-methylthioacetyl dl-11a,16-dihydroxy-1-methylthiomethyl-1,9-dioxo-16      -bromomethyl-  4-trimethylsilyloxy-1-heptene hex-2-cis-enyl]-4-trimethyls      iloxy 20-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        18 1-trans-iodo-4-allenyl- 2-[6-methylthioacetyl dl-11a,16-dihydroxy-1-      methylthiomethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-heptene      hex-2-cis-enyl]-4-trimethylsiloxy 20-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        19 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[6-methylthioacetyl      dl-11a,16-dihydroxy-1-methylthiomethyl-1,9-dioxo-16-bromomethyl-      4-trimethylsilyloxy-1-octene hex-2-cis-enyl]-4-trimethylsiloxy 5-cis-13-t      rans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        20 1-trans-iodo-4-allenyl- 2-[6-methylthioacetyl dl-11a,16-dihydroxy-1-      methylthiomethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-octene      hex-2-cis-enyl]-4-trimethylsiloxy 5-cis-13-trans prostadiene   cyclopent-      2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLADIN OF THE PGE2      SERIES        21 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[6-methylthioacetyl      dl-11a,16-dihydroxy-1-methylthiomethyl-1,9-dioxo-16-bromomethyl-      4-trimethylsilyloxy-1-nonene hex-2-cis-enyl]-4-trimethylsiloxy 20-methyl-      5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        22 1-trans-iodo-4-allenyl- 2-[6-methylthioacetyl dl-11a,16-dihydroxy-1-      methylthiomethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-nonene      hex-2-cis-enyl]-4-trimethylsiloxy 20-methyl-5-cis-13-trans-prostadiene      cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        23 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[6-methylthioacetyl      dl-11a,16-dihydroxy-1-methylthiomethyl-1,9-dioxo-16-bromomethyl-      4-trimethylsilyloxy-1-decene hex-2-cis-enyl]-4-trimethylsiloxy 20-ethyl-5      -cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        24 1-trans-iodo-4-allenyl- 2[6-methylthioacetyl dl-11a,16-dihydroxy-1-m      ethylthiomethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-decene      hex-2-cis-enyl]-4-trimethylsiloxy 20-ethyl-5-cis-13-trans prostadiene      cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES         25 1-trans-tri-n-butylstannyl-7-thia 2-[7-methylthioacetyl dl-11a,16-d      ihydroxy-1-methylthiomethyl-1,9-dioxo-  4-triethylsilyloxy-1-octene      hept-2-cis-enyl]-4-trimethylsiloxy 19-thia-2-homo-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 26 1-trans-tri-n-butylstannyl-4-methyl      -7-thia 2-[ 7-methylthioacetyl dl-11a,16-dihydroxy-1-methylthiomethyl-1,9      -dioxo-16-methyl-  4-trimethylsilyloxy-1-octene hept-2-cis-enyl]-4-trimet      hylsiloxy 19-thia-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-on      e 27 1-trans-tri-n-butylstannyl-7-oxa 2-[7-methylthioacetyl dl-11a,16-dih      ydroxy-1-methylthiomethyl-1,9-dioxo-  4-triethylsilyloxy-1-octene      hept-2-cis-enyl]-4-trimethylsiloxy 19-oxa-2-homo-5-cis-13-trans prostadie      ne   cyclopent-2-en-1-one 28 1-trans-tri-n-butylstannyl-4-methyl-7-oxa      2- [7-methylthioacetyl dl-11a,16-dihydroxy-1-methylthiomethyl-1,9-dioxo-1      6-methyl-  4-trimethylsilyloxy-1-octene hept-2-cis-enyl]-4-trimethylsilox      y 19-oxa-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 29      1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[7-methylthioacetyl dl-11a,16      -dihydroxy-1-methylthiomethyl-1,9-dioxo-16-bromomethyl-  4-trimethylsilyl      oxy-1-heptene hept-2-cis-enyl]-4-trimethylsiloxy 20-nor-2-homo-5-cis-13-t      rans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        30 1-trans-iodo-4-allenyl- 2-[7-methylthioacetyldl-11a,16-dihydroxy-1-m      ethylthiomethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-heptene      hept-2-cis-enyl]-4-trimethylsiloxy 20-nor-2-homo-5-cis-13-trans prostadie      ne   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        31 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[7-methylthioacetyldl-11      a,16-dihydroxy-1-methylthiomethyl-1,9-dioxo-16-bromomethyl-  4-trimethyls      ilyloxy-1-octene hept-2-cis-enyl]-4-trimethylsiloxy 2-homo-5-cis-13-trans       prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        32 1-trans-iodo-4-allenyl- 2-[7-methylthioacetyldl-11a,16-dihydroxy-1-m      ethylthiomethyl-1,9-dioxo-16-allenyl- 4-trimethylsilyloxy-1-octene      hept-2-cis-enyl]-4-trimethylsiloxy 2-homo-5-cis-13-trans prostadiene      cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        33 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[7-methylthioacetyl      dl-11a,16-dihydroxy-1-methylthiomethyl-1,9-dioxo-16-bromomethyl-      4-trimethylsilyloxy-1-nonene hept-2-cis-enyl]-4-trimethylsiloxy 20-methyl      -2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        34 1-trans-iodo-4-allenyl- 2-[7-methylthioacetyl dl-11a,16-dihydroxy-1-      methylthiomethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-nonene      hept-2-cis-enyl]-4-trimethylsiloxy 20-methyl-2-homo-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        35 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[7-methylthioacetyl      dl-11a,16-dihydroxy-1-methylthiomethyl-1,9-dioxo-16-bromomethyl-      4-trimethylsilyloxy-1-decene hept-2-cis-enyl]-4-trimethylsiloxy 20-ethyl-      2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        36 1-trans-iodo-4-allenyl- 2-[7-methylthioacetyl dl-11a,16-dihydroxy-1-      methylthiomethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-decene      hept-2-cis-enyl]-4-trimethylsiloxy 20-ethyl-2-homo-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        37 1-trans-tri-n-butylstannyl-7-thia 2-[6-methylthioacetyl nat-11a,16-d      ihydroxy-1-methylthiomethyl-1,9-dioxo-  4-triethylsilyloxy-1-octene      hex-2-cis-enyl]-4R-trimethylsiloxy 19-thia-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 38 1-trans-tri-n-butylstannyl-4-methyl-7-thia      2-[6-methylthioacetyl nat-11a,16-dihydroxy-1-methylthiomethyl-1,9-dioxo-1      6-methyl-  4-trimethylsilyloxy-1-octene hex-2-cis-enyl]-4R-trimethylsilox      y 19-thia-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 39 1-trans-tr      i-n-butylstannyl-7-oxa 2-[6-methylthioacetyl nat-11a,16-dihydroxy-1-methy      lthiomethyl-1,9-dioxo-  4-triethylsilyloxy-1-octene hex-2-cis-enyl]-4R-tr      imethylsiloxy 19-oxa-5-cis-13-trans prostadiene   cyclopent-2-en-1-one      40 1-trans-tri-n-butylstannyl-4-methyl-7-oxa 2-[6-methylthioacetyl      nat-11a,16-dihydroxy-1-methylthiomethyl-1,9-dioxo-16-methyl-  4-trimethyl      silyloxy-1-octene hex-2-cis-enyl]-4R-trimethylsiloxy 19-oxa-5-cis-13-tran      s prostadiene   cyclopent-2-en-1-one 41 1-trans-tri-n-butylstannyl-4-brom      omethyl- 2-[6-methylthioacetyl nat-11a,16-dihydroxy-1-methylthiomethyl-1,      9-dioxo-16-bromomethyl-  4-trimethylsilyloxy-1-heptene hex-2-cis-enyl]-4R      -trimethylsiloxy 20-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        42 1-trans-iodo-4-allenyl- 2-[6-methylthioacetyl nat-11a,16-dihydroxy-1      -methylthiomethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-heptene      hex-2-cis-enyl]-4R-trimethylsiloxy 20-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        43 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[6-methylthioacetyl      nat-11a,16-dihydroxy-1-methylthiomethyl-1,9-dioxo-16-bromomethyl-      4-trimethylsilyloxy-1-octene hex-2-cis-enyl]-4R-trimethylsiloxy 5-cis-13-      trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        44 1-trans-iodo-4-allenyl- 2-[6-methylthioacetyl nat-11a,16-dihydroxy-1      -methylthiomethyl-1,9-dioxo-16-allenyl- 4-trimethylsilyloxy-1-octene      hex-2-cis-enyl]-4R-trimethylsiloxy 5-cis-13-trans prostadiene   cyclopent      -2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        45 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[6-methylthioacetyl      nat-11a,16-dihydroxy-1-methylthiomethyl-1,9-dioxo-16-bromomethyl-      4-trimethylsilyloxy-1-nonene hex-2-cis-enyl]-4R-trimethylsiloxy 20-methyl      -5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        46 1-trans-iodo-4-allenyl- 2-[6-methylthioacetyl nat-11a,16-dihydroxy-1      -methylthiomethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-nonene      hex-2-cis-enyl]-4R-trimethylsiloxy 20-methyl-5-cis-13-trans prostadiene       cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        47 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[6-methylthioacetyl      nat-11a,16-dihydroxy-1-methylthiomethyl-1,9-dioxo-16-bromomethyl-      4-trimethylsilyloxy-1-decene hex-2-cis-enyl]-4R-trimethylsiloxy 20-ethyl-      5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        48 1-trans-iodo-4-allenyl- 2-[6-methylthioacetyl nat-11a,16-dihydroxy-1      -methylthiomethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-decene      hex-2-cis-enyl]-4R-trimethylsiloxy 20-ethyl-5-cis-13-trans prostadiene      cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        49 1-trans-tri-n-butylstannyl-7-thia 2-[5-methylthioacetyl dl-16-hydrox      y-1-methylthiomethyl-1,9-dioxo-  4-triethylsilyloxy-1-octene pent-2-cis-e      nyl] 19-thia-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 50      1-trans-tri-n-butylstannyl-4-methyl-7-thia 2-[5-methylthioacetyl      dl-16-hydroxy-1-methylthiomethyl-1,9-dioxo-16-methyl-  4-trimethylsilylox      y-1-octene pent-2-cis-enyl] 19-thia-2-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 51 1-trans-tri-n-butylstannyl-7-oxa 2-[5-methylthioa      cetyl dl-16-hydroxy-1-methylthiomethyl-1,9-dioxo-  4-triethylsilyloxy-1-o      ctene pent-2-cis-enyl] 19-oxa-2-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 52 1-trans-tri-n-butylstannyl-4-methyl-7-oxa      2-[5-methylthioacetyl dl-16-hydroxy-1-methylthiomethyl-1,9-dioxo-16-methy      l-  4-trimethylsilyloxy-1-octene pent-2-cis-enyl] 19-oxa-2-nor-5-cis-13-t      rans prostadiene   cyclopent-2-en-1-one 53 1-trans-tri-n-butylstannyl-4-b      romomethyl- 2-[5-methylthioacetyldl-16-hydroxy-1-methylthiomethyl-1,9-dio      xo-16-bromomethyl-  4-trimethylsilyloxy-1-heptene pent-2-cis-enyl]      20-nor-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        54 1-trans-iodo-4-allenyl- 2-[5-methylthioacetyldl-16-hydroxy-1-methylt      hiomethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-heptene pent-2-cis      -enyl] 20-nor-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        55 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[5-methylthioacetyldl-16      -hydroxy-1-methylthiomethyl-1,9-dioxo-16-bromomethyl-  4-trimethylsilylox      y-1-octene pent-2-cis-enyl] 2-nor-5-cis-13-trans prostadiene   cyclopent-      2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        56 1-trans-iodo-4-allenyl- 2-[5-methylthioacetyldl-16-hydroxy-1-methylt      hiomethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-octene pent-2-cis-      enyl] 2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        57 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[5-methylthioacetyldl-16      -hydroxy-1-methylthiomethyl-1,9-dioxo-16-bromomethyl-  4-trimethylsilylox      y-1-nonene pent-2-cis-enyl] 20-methyl-2-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        581-trans-iodo-4-allenyl- 2-[5-methylthioacetyl dl-16-hydroxy-1-methylt      hiomethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-nonene pent-2-cis-      enyl] 20-methyl-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        59 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[5-methylthioacetyl      dl-16-hydroxy-1-methylthiomethyl-1,9-dioxo-16-bromomethyl-  4-trimethylsi      lyloxy-1-decene pent-2-cis-enyl] 20-ethyl-2-nor-5-cis-13-trans prostadien      e   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        60 1-trans-iodo-4-allenyl- 2-[5-methylthioacetyl dl-16-hydroxy-1-methyl      thiomethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-decene pent-2-cis      -enyl] 20-ethyl-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        61 1-trans-tri-n-butylstannyl-7-thia 2-[6-methylthioacetyl dl-16-hydrox      y-1-methylthiomethyl-1,9-dioxo-  4-triethylsiloxy-1-octene hex-2-cis-enyl      ] 19-thia-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 62 1-trans-tr      i-n-butylstannyl-4-methyl-7-thia 2-[6-methylthioacetyl dl-16-hydroxy-1-me      thylthiomethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-octene      hex-2-cis-enyl]  19-thia-5-cis-13-trans prostadiene   cyclopent-2-en-1-on      e 63 1-trans-tri-n-butylstannyl-7-oxa 2-[6-methylthioacetyl dl-16-hydroxy      -1-methylthiomethyl-1,9-dioxo-  4-triethylsilyloxy-1-octene hex-2-cis-eny      l] 19-oxa-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 64 1-trans-tr      i-n-butylstannyl-4-methyl-7-oxa 2-[6-methylthioacetyl dl-16-hydroxy-1-met      hylthiomethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-octene      hex-2-cis-enyl] 19-oxa-5-cis-13-trans prostadiene   cyclopent-2-en-1-one      65 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[6-methylthioacetyldl-16-h      ydroxy-1-methylthiomethyl-1,9-dioxo-16-bromomethyl-  4-trimethylsilyloxy-      1-heptene hex-2-cis-enyl] 20-nor-5-cis-13-trans prostadiene   cyclopent-2      -en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        66 1-trans-iodo-4-allenyl- 2-[6-methylthioacetyldl-16-hydroxy-1-methylt      hiomethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-heptene hex-2-cis-      enyl] 20-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        67 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[6-methylthioacetyldl-16      -hydroxy-1-methylthiomethyl-1,9-dioxo-16-bromomethyl-  4-trimethylsilylox      y-1-octene hex-2-cis-enyl] 5-cis-13-trans prostadiene   cyclopent-2-en-1-      one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        68 1-trans-iodo-4-allenyl- 2-[6-methylthioacetyl dl-16-hydroxy-1-methyl      thiomethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-octene hex-2-cis-      enyl] 5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        69 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[6-methylthioacetyl      dl-16-hydroxy-1-methylthiomethyl-1,9-dioxo-16-bromomethyl-  4-trimethylsi      lyloxy-1-nonene hex-2-cis-enyl] 20-methyl-5-cis-13-trans prostadiene      cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        70 1-trans-iodo-4-allenyl- 2-[6-methylthioacetyl dl-16-hydroxy-1-methyl      thiomethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-nonene hex-2-cis-      enyl] 20-methyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        71 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[6-methylthioacetyl      dl-16-hydroxy-1-methylthiomethyl-1,9-dioxo-16-bromomethyl-  4-trimethylsi      lyloxy-1-decene hex-2-cis-enyl] 20-ethyl-5-cis-13-trans prostadiene      cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        72 1-trans-iodo-4-allenyl- 2-[6-methylthioacetyl dl-16-hydroxy-1-methyl      thiomethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-decene hex-2-cis-      enyl] 20-ethyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        73 1-trans-tri-n-butylstannnyl-7-thia 2-[7-methylthioacetyl dl-16-hydro      xy-1-methylthiomethyl-1,9-dioxo-  4-triethylsilyloxy-1-octene hept-2-cis-      enyl]19-thia-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 74      1-trans-tri-n-butylstannyl-4-methyl-7-thia 2-[7-methylthioacetyl      dl-16-hydroxy-1-methylthiomethyl-1,9-dioxo-16-methyl-  4-trimethylsilylox      y-1-octene hept-2-cis-enyl] 19-thia-2-homo-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 75 1-trans-tri-n-butylstannyl-7-oxa 2-[7-methylthioa      cetyl dl-16-hydroxy-1-methylthiomethyl-1,9-dioxo-  4-triethylsilyloxy-1-o      ctene hept-2-cis-enyl] 19-oxa-2-homo-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 76 1-trans-tri-n-butylstannyl-4-methyl-7-oxa      2-[7-methylthioacetyl dl-16-hydroxy-1-methylthiomethyl-1,9-dioxo-16-methy      l-  4-trimethylsilyloxy-1-octene hept-2-cis-enyl] 19-oxa-2-homo-5-cis-13-      trans prostadiene   cyclopent-2-en-1-one 77 1-trans-tri-n-butylstannyl-4-      bromomethyl- 2-[7-methylthioacetyl dl-16-hydroxy-1-methylthiomethyl-1,9-d      ioxo-16-bromomethyl-  4-trimethylsilyloxy-1-heptene hept-2-cis-enyl]      20-nor-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        78 1-trans-iodo-4-allenyl- 2-[7-methylthioacetyl dl-16-hydroxy-1-methyl      thiomethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-heptene hept-2-ci      s-enyl] 20-nor-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        79 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[7-methylthioacetyl      dl-16-hydroxy-1-methylthiomethyl-1,9-dioxo-16-bromomethyl-  4-trimethylsi      lyloxy-1-octene hept-2-cis-enyl] 2-homo-5-cis-13-trans prostadiene      cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        80 1-trans-iodo-4-allenyl- 2-[7-methylthioacetyl dl-16-hydroxy-1-methyl      thiomethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-octene hept-2-cis      -enyl] 2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        81 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[7-methylthioacetyl      dl-16-hydroxy-1-methylthiomethyl-1,9-dioxo-16-bromomethyl-  4-trimethylsi      lyloxy-1-nonene hept-2-cis-enyl] 20-methyl-2-homo-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        82 1-trans-iodo-4-allenyl- 2-[7-methylthioacetyl dl-16-hydroxy-1-methyl      thiomethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-nonene hept-2-cis      -enyl] 20-methyl-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        83 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[7-methylthioacetyl      dl-16-hydroxy-1-methylthiomethyl-1,9-dioxo-16-bromomethyl-  4-trimethylsi      lyloxy-1-decene hept-2-cis-enyl] 20-ethyl-2-homo-5-cis-13-trans prostadie      ne   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        84 1-trans-iodo-4-allenyl- 2-[7-methylthioacetyl dl-16-hydroxy-1-methyl      thiomethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-decene hept-2-cis      -enyl] 20-ethyl-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one

    TABLE VI       EXAMPLE VINYL IODIDE CYCLOPENTENONE PROSTAGLANDIN OF THE PGE1 SERIES        1 1-trans-iodo- 2-[5-methylthiaacetyl dl-11a,15a-dihydroxy-1-methylthia      methyl-1,9-dioxo-  3-triphenylmethoxy-1-heptene pentyl]-4-trimethylsiloxy       20-nor-2-nor-13-trans prostene   cyclopent-2-en-1-one 2 1-trans-iodo-3-m      ethyl- 2-[5-methylthiaacetyl dl-11a,15a-dihydroxy-1-methylthiamethyl-1,9-      dioxo-15-methyl-  3-trimethylsilyloxy-1-heptene pentyl]-4-trimethylsiloxy       20-nor-2-nor-13-trans prostene   cyclopent-2-en-1-one 3 1-trans-iodo-4,4      -dimethyl 2-[5-methylthiaacetyl dl-11a,15a-dihydroxy-1-methylthiamethyl-1      ,9-dioxo-  3-trimethylsilyloxy-1-heptene pentyl]-4-trimethylsiloxy      16,16-dimethyl-20-nor-2-nor-13-trans prostene   cyclopent-2-en-1-one 4      1-trans-iodo-5,5-dimethyl 2-[5-methylthiaacetyl dl-11a,15a-dihydroxy-1-me      thylthiamethyl-1,9-dioxo-  3-triphenylmethoxy-1-octene pentyl]-4-trimethy      lsiloxy 17,17-dimethyl-2-nor-13-trans prostene   cyclopent-2-en-1-one 5      1-trans-iodo-4-methyl 2-[5-methylthiaacetyl dl-11a,15a-dihydroxy-1-methyl      thiamethyl-1,9-dioxo-  3-triphenylmethoxy-1-octene pentyl]-4-trimethylsil      oxy 16-methyl-2-nor-13-trans prostene   cyclopent-2-en-1-one 6 1-trans-io      do-4,4-trimethylene 2-[5-methylthiaacetyl dl-11a,15a-dihydroxy-1-methylth      iamethyl-1,9-dioxo-  3-trimethylsilyloxy-1-heptene pentyl]-4-trimethylsil      oxy 16,16-trimethylene-20-nor-2-nor-13-trans prostene   cyclopent-2-en-1-      one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        7 1-trans-tri-n-butylstannyl-3-vinyl- 2-[5-methylthiaacetyl dl-11a,15a-      dihydroxy-1-methylthiamethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-h      eptene pentyl]-4-trimethylsiloxy 20-nor-2-nor-13-trans prostene      cyclopent-2-en-1-one 8 1-trans-tri-n-butylstannyl-4-phenoxy 2-[5-methylth      iaacetyl dl-11a,15a-dihydroxy-1-methylthiamethyl-1,9-dioxo-  3-triethylsi      lyloxy-1-butene pentyl]-4-trimethylsiloxy 16-phenoxy-2-nor-17-20-tetranor      -13-trans prostene   cyclopent-2-en-1-one 9 1-trans-tri-n-butylstannyl-4-      (p-fluorophenoxy) 2-[5-methylthiaacetyl dl-11a,15a-dihydroxy-1-methylthia      methyl-1,9-dioxo-  3-triethylsilyloxy-1-butene pentyl]-4-trimethylsiloxy      16-(p-fluorophenoxy)-2-nor-17-20-tetranor-13-trans prostene   cyclopent-2      -en-1-one 10 1-trans-tri-n-butylstannyl-4-(m-chlorophenoxy) 2-[5-methylth      iaacetyl dl-11a,15a-dihydroxy-1-methylthiamethyl-1,9-dioxo-  3-triethylsi      lyloxy-1-butene pentyl]-4-trimethylsiloxy 16-(m-chlorophenoxy)-2-nor-17-2      0-tetranor-13-trans prostene   cyclopent-2-en-1-one 11 1-trans-tri-n-buty      lstannyl-4-(m-trifluoromethylphenoxy) 2-[5-methylthiaacetyl dl-11a,15a-di      hydroxy-1-methylthiamethyl-1,9-dioxo-  3-triethylsilyloxy-1-butene      pentyl]-4-trimethylsiloxy 16-(m-trifluoromethylphenoxy)-2-nor-17-20-tetra      nor-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        12 1-trans-iodo-5-phenyl 2-[5-methylthiaacetyl dl-11a,15a-dihydroxy-1-m      ethylthiamethyl-1,9-dioxo-  3-triethylsilyloxy-1-pentene pentyl]-4-trimet      hylsiloxy 17-phenyl-2-nor-18-20-trinor-13-trans prostene   cyclopent-2-en      -1-one 13 1-trans-iodo-4,4-dimethyl-5-phenyl 2-[5-methylthiaacetyl      dl-11a,15a-dihydroxy-1-methylthiamethyl-1,9-dioxo-  3-triethylsilyloxy-1-      pentene pentyl]-4-trimethylsiloxy 16,16-dimethyl-17-phenyl-2-nor-18-20-tr      inor-13-trans prostene   cyclopent-2-en-1-one 14 1-trans-iodo-4-cyclopent      yl 2-[5-methylthiaacetyl dl-11a,15a-dihydroxy-1-methylthiamethyl-1,9-diox      o-  3-triphenylmethoxy-1-butene pentyl]-4-trimethylsiloxy 16-cyclopentyl-      2-nor-17-20-tetranor-13-trans prostene   cyclopent-2-en-1-one 15      1-trans-iodo-4-cyclohexyl 2-[5-methylthiaacetyl dl-11a,15a-dihydroxy-1-me      thylthiamethyl-1,9-dioxo-  3-triphenylmethoxy-1-butene pentyl]  -4-trimet      hylsiloxy 16-cyclohexyl-2-nor-17-20-tetranor-13-trans prostene      cyclopent-2-en-1-one 16 1-trans-iodo- 2-[5-methylthiaacetyl dl-11a,16-dih      ydroxy-1-methylthiamethyl-1,9-dioxo-  4-triphenylmethoxy-1-heptene      pentyl]-4-trimethylsiloxy 20-nor-2-nor-13-trans prostene   cyclopent-2-en      -1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        17 1-trans-tri-n-butylstannyl-4-methyl- 2-[5-methylthiaacetyl dl-11a,16      -dihydroxy-1-methylthiamethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1      -heptene pentyl]-4-trimethylsiloxy 20-nor-2-nor-13-trans prostene      cyclopent-2-en-1-one 18 1-trans-tri-n-butylstannyl-4-ethyl- 2-[5-methylth      iaacetyl dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-ethyl-      4-trimethylsilyloxy-1-octene pentyl]-4-trimethylsiloxy 2-nor-13-trans      prostene   cyclopent-2-en-1-one 19 1-trans-tri-n-butylstannyl-5-methyl      2-[5-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-      4-trimethylsilyloxy-1-heptene pentyl]-4-trimethylsiloxy 17-methyl-20-nor-      2-nor-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        20 1-trans-iodo-5,5-dimethyl 2-[5-methylthiaacetyl dl-11a,16-dihydroxy-      1-methylthiamethyl-1,9-dioxo-  4-trimethylsilyloxy-1-octene pentyl]-4-tri      methylsiloxy 17,17-dimethyl-2-nor-13-trans prostene   cyclopent-2-en-1-on      e        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        21 1-trans-tri-n-butylstannyl-4-vinyl- 2-[5-methylthiaacetyl dl-11a,16-      dihydroxy-1-methylthiamethyl-1,9-dioxo-16-vinyl-  4-trimethylsilyloxy-1-h      eptene pentyl]-4-trimethylsiloxy 20-nor-2-nor-13-trans prostene 22      1-trans-tri-n-butylstannyl-4-cyclopropyl- 2-[5-methylthiaacetyl dl-11a,16      -dihydroxy-1-methylthiamethyl-1,9-dioxo-16-cyclopropyl-  4-trimethylsilyl      oxy-1-octene pentyl]-4-trimethylsiloxy 2-nor-13-trans prostene      cyclopent-2-en-1-one 23 1-trans-tri-n-butylstannyl-4-trimethylsilylethyny      l- 2-[5-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo      -16-ethynyl-  4-trimethylsilyloxy-1-heptene pentyl]-4-trimethylsiloxy      20-nor-2-nor-13-trans prostene   cyclopent-2-en-1-one 24 1-trans-tri-n-bu      tylstannyl-5-methylene 2-[5-methylthiaacetyl dl-11a,16-dihydroxy-1-methyl      thiamethyl-1,9-dioxo-  4-triethylsilyloxy-1-heptene pentyl]-4-trimethylsi      loxy 17-methylene-20-nor-2-nor-13-trans prostene   cyclopent-2-en-1-one      25 1-trans-tri-n-butylstannyl-4-methyl-5-methylene 2-[5-methylthiaacetyl      dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-methyl-  4-trimethyls      ilyloxy-1-heptene pentyl]-4-trimethylsiloxy 17-methylene-20-nor-2-nor-13-      trans prostene   cyclopent-2-en-1-one 26 1-trans-tri-n-butylstannyl-4-dim      ethoxymethyl- 2-[5-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthiamethy      l-1,9-dioxo-16-formyl-  4-trimethylsilyloxy-1-heptene pentyl]-4-trimethyl      siloxy 20-nor-2-nor-13-trans prostene   cyclopent-2-en-1-one 27 1-trans-t      ri-n-butylstannyl-4-fluoromethyl- 2-[5-methylthiaacetyl dl-11a,16-dihydro      xy-1-methylthiamethyl-1,9-dioxo-16-fluoromethyl-  4-trimethylsilyloxy-1-h      eptene pentyl]-4-trimethylsiloxy 20-nor-2-nor-13-trans prostene      cyclopent-2-en-1-one 28 1-trans-tri-n-butylstannyl-4-difluoromethyl-      2-[5-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16      -difluoromethyl-  4-trimethylsilyloxy-1-heptene pentyl]-4-trimethylsiloxy       20-nor-2-nor-13-trans prostene   cyclopent-2-en-1-one 29 1-trans-tri-n-b      utylstannyl-4-trifluoromethyl- 2-[5-methylthiaacetyl dl-11a,16-dihydroxy-      1-methylthiamethyl-1,9-dioxo-16-trifluoromethyl-  4-trimethylsilyloxy-1-h      eptene pentyl]-4-trimethylsiloxy 20-nor-2-nor-13-trans prostene      cyclopent-2-en-1-one 30 1-trans-tri-n-butylstannyl-4-chloromethyl-      2-[5-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16      -chloromethyl-  4-trimethylsilyloxy-1-heptene pentyl]-4-trimethylsiloxy      20-nor-2-nor-13-trans prostene   cyclopent-2-en-1-one 31 1-trans-tri-n-bu      tylstannyl-4-trimethylsilyloxymethyl- 2-[5-methylthiaacetyl dl-11a,16-dih      ydroxy-1-methylthiamethyl-1,9-dioxo-16-hydroxymethyl-  4-trimethylsilylox      y-1-heptene pentyl]-4-trimethylsiloxy 20-nor-2-nor-13-trans prostene      cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        32 1-trans-iodo-4-methyl-7-chloro 2-[5-methylthiaacetyl dl-11a,16-dihyd      roxy-1-methylthiamethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-hepte      ne pentyl]-4-trimethylsiloxy 19-chloro-2-nor-20-nor-13-trans prostene      cyclopent-2-en-1-one 33 1-trans-iodo- 2-[5-methylthiaacetyl dl-11a,15a-di      hydroxy-1-methylthiamethyl-1,9-dioxo-  3-triphenylmethoxy-1-octene      pentyl]-4-trimethylsiloxy 2-nor-13-trans prostene   cyclopent-2-en-1-one      34 1-trans-iodo-3-methyl- 2-[5-methylthiaacetyl dl-11a,15a-dihydroxy-1-me      thylthiamethyl-1,9-dioxo-15-methyl-  3-trimethylsilyloxy-1-octene      pentyl]-4-trimethylsiloxy 2-nor-13-trans prostene   cyclopent-2-en-1-one      35 1-trans-iodo-4,4-dimethyl 2-[5-methylthiaacetyl dl-11a,15a-dihydroxy-1      -methylthiamethyl-1,9-dioxo-  3-trimethylsilyloxy-1-octene pentyl]-4-trim      ethylsiloxy 16,16-dimethyl-2-nor-13-trans prostene   cyclopent-2-en-1-one       36 1-trans-iodo-4,4-trimethylene 2-[5-methylthiaacetyl dl-11a,15a-dihydr      oxy-1-methylthiamethyl-1,9-dioxo-  3-trimethylsilyloxy-1-octene pentyl]-4      -trimethylsiloxy 16,16-trimethylene-2-nor-13-trans prostene   cyclopent-2      -en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        37 1-trans-tri-n-butylstannyl-3-vinyl- 2-[5-methylthiaacetyl dl-11a,15a      -dihydroxy-1-methylthiamethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-      octene pentyl]-4-trimethylsiloxy 2-nor-13-trans prostene   cyclopent-2-en      -1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        38 1-trans-iodo- 2-[5-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthia      methyl-1,9-dioxo-  4-triphenylmethoxy-1-octene pentyl]-4-trimethylsiloxy      2-nor-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        39 1-trans-tri-n-butylstannyl-4-methyl- 2-[5-methylthiaacetyl dl-11a,16      -dihydroxy-1-methylthiamethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1      -octene pentyl]-4-trimethylsiloxy 2-nor-13-trans prostene   cyclopent-2-e      n-1-one 40 1-trans-tri-n-butylstannyl-5-methyl 2-[5-methylthiaacetyl      dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-  4-trimethylsilyloxy-1-      octene pentyl]-4-trimethylsiloxy 17-methyl-2-nor-13-trans prostene      cyclopent-2-en-1-one 41 1-trans-tri-n-butylstannyl-4-vinyl- 2-[5-methylth      iaacetyl dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-vinyl-      4-trimethylsilyloxy-1-octene pentyl]-4-trimethylsiloxy 2-nor-13-trans      prostene   cyclopent-2-en-1-one 42 1-trans-tri-n-butylstannyl-4-trimethyl      silylethynyl- 2-[5-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthiamethy      l-1,9-dioxo-16-ethynyl-  4-trimethylsilyloxy-1-octene pentyl]-4-trimethyl      siloxy 2-nor-13-trans prostene   cyclopent-2-en-1-one 43 1-trans-tri-n-bu      tylstannyl-5-methylene 2-[5-methylthiaacetyl dl-11a,16-dihydroxy-1-methyl      thiamethyl-1,9-dioxo-  4-triethylsilyloxy-1-octene pentyl]-4-trimethylsil      oxy 17-methylene-2-nor-13-trans prostene   cyclopent-2-en-1-one 44      1-trans-tri-n-butylstannyl-4-methyl-5-methylene 2-[5-methylthiaacetyl      dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-methyl-  4-trimethyls      ilyloxy-1-octene pentyl]-4-trimethylsiloxy 17-methylene-2-nor-13-trans      prostene   cyclopent-2-en-1-one 45 1-trans-tri-n-butylstannyl-4-dimethoxy      methyl- 2-[5-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-      dioxo-16-formyl-  4-trimethylsilyloxy-1-octene pentyl]-4-trimethylsiloxy      2-nor-13-trans prostene   cyclopent-2-en-1-one 46 1-trans-tri-n-butylstan      nyl-4-fluoromethyl- 2-[5-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthi      amethyl-1,9-dioxo-16-fluoromethyl-  4-trimethylsilyloxy-1-octene      pentyl]-4-trimethylsiloxy 2-nor-13-trans prostene   cyclopent-2-en-1-one      47 1-trans-tri-n-butylstannyl-4-difluoromethyl- 2-[5-methylthiaacetyl      dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-difluoromethyl-      4-trimethylsilyloxy-1-octene pentyl]-4-trimethylsiloxy 2-nor-13-trans      prostene   cyclopent-2-en-1-one 48 1-trans-tri-n-butylstannyl-4-trifluoro      methyl- 2-[5-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-      dioxo-16-trifluoromethyl-  4-trimethylsilyloxy-1-octene pentyl]-4-trimeth      ylsiloxy 2-nor-13-trans prostene   cyclopent-2-en-1-one 49 1-trans-tri-n-      butylstannyl-4-chloromethyl- 2-[5-methylthiaacetyl dl-11a,16-dihydroxy-1-      methylthiamethyl-1,9-dioxo-16-chloromethyl-  4-trimethylsilyloxy-1-octene       pentyl]-4-trimethylsiloxy 2-nor-13-trans prostene   cyclopent-2-en-1-one       50 1-trans-tri-n-butylstannyl-4-trimethylsilyloxymethyl- 2-[5-methylthia      acetyl dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-hydroxymethyl-        4-trimethylsilyloxy-1-octene pentyl]-4-trimethylsiloxy 2-nor-13-trans      prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        51 1-trans-iodo- 2-[5-methylthiaacetyl dl-11a,15a-dihydroxy-1-methylthi      amethyl-1,9-dioxo-  3-triphenylmethoxy-1-nonene pentyl]-4-trimethylsiloxy       20-methyl-2-nor-13-trans prostene   cyclopent-2-en-1-one 52 1-trans-iodo      -3-methyl- 2-[5-methylthiaacetyl dl-11a,15a-dihydroxy-1-methylthiamethyl-      1,9-dioxo-15-methyl-  3-trimethylsilyloxy-1-nonene pentyl]-4-trimethylsil      oxy 20-methyl-2-nor-3-trans prostene   cyclopent-2-en-1-one 53 1-trans-io      do-4,4-dimethyl 2-[5-methylthiaacetyl dl-11a,15a-dihydroxy-1-methylthiame      thyl-1,9-dioxo-  3-trimethylsilyloxy-1-nonene pentyl]-4-trimethylsiloxy      16,16-dimethyl-20-methyl-2-nor-13-trans prostene   cyclopent-2-en-1-one      54 1-trans-iodo-4,4-trimethylene 2-[5-methylthiaacetyl dl-11a,15a-dihydro      xy-1-methylthiamethyl-1,9-dioxo-  3-trimethylsilyloxy-1-nonene pentyl]-4-      trimethylsiloxy 16,16-trimethylene-20-methyl-2-nor-13-trans prostene      cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        55 1-trans-tri-n-butylstannyl-3-vinyl- 2-[5-methylthiaacetyl dl-11a,15a      -dihydroxy-1-methylthiamethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-      nonene pentyl]-4-trimethylsiloxy 20-methyl-2-nor-13-trans prostene      cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        56 1-trans-iodo- 2-[5-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthia      methyl-1,9-dioxo-  4-triphenylmethoxy-1-nonene pentyl]-4-trimethylsiloxy      20-methyl-2-nor-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        57 1-trans-tri-n-butylstannyl-4-methyl- 2-[5-methylthiaacetyl dl-11a,16      -dihydroxy-1-methylthiamethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1      -nonene pentyl]-4-trimethylsiloxy 20-methyl-2-nor-13-trans prostene      cyclopent-2-en-1-one 58 1-trans-tri-n-butylstannyl-5-methyl 2-[5-methylth      iaacetyl dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-  4-trimethylsi      lyloxy-1-nonene pentyl]-4-trimethylsiloxy 17-methyl-20-methyl-2-nor-13-tr      ans prostene   cyclopent-2-en-1-one 59 1-trans-tri-n-butylstannyl-4-vinyl      - 2-[5-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-      16-vinyl-  4-trimethylsilyloxy-1-nonene pentyl]-4-trimethylsiloxy      20-methyl-2-nor-13-trans prostene   cyclopent-2-en-1-one 60 1-trans-tri-n      -butylstannyl-4-trimethylsilylethynyl- 2-[5-methylthiaacetyl dl-11a,16-di      hydroxy-1-methylthiamethyl-1,9-dioxo-16-ethynyl-  4-trimethylsilyloxy-1-n      onene pentyl]-4-trimethylsiloxy 20-methyl-2-nor-13-trans prostene      cyclopent-2-en-1-one 61 1-trans-tri-n-butylstannyl-5-methylene 2-[5-methy      lthiaacetyl dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-  4-triethyl      silyloxy-1-nonene pentyl]-4-trimethylsiloxy 17-methylene-20-methyl-2-nor-      13-trans prostene   cyclopent-2-en-1-one 62 1-trans-tri-n-butylstannyl-4-      methyl-5-methylene 2-[5-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthia      methyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-nonene pentyl]-4-trime      thylsiloxy 17-methylene-20-methyl-2-nor-13-trans prostene   cyclopent-2-e      n-1-one 63 1-trans-tri-n-butylstannyl-4-dimethoxymethyl- 2-[5-methylthiaa      cetyl dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-formyl-      4-trimethylsilyloxy-1-nonene pentyl]-4-trimethylsiloxy 20-methyl-2-nor-13      -trans prostene   cyclopent-2-en-1-one 64 1-trans-tri-n-butylstannyl-4-fl      uoromethyl- 2-[5-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthiamethyl-      1,9-dioxo-16-fluoromethyl-  4-trimethylsilyloxy-1-nonene pentyl]-4-trimet      hylsiloxy 20-methyl-2-nor-13-trans prostene   cyclopent-2-en-1-one 65      1-trans-tri-n-butylstannyl-4-difluoromethyl- 2-[5-methylthiaacetyl      dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-difluoromethyl-      4-trimethylsilyloxy-1-nonene pentyl]-4-trimethylsiloxy 20-methyl-2-nor-13      -trans prostene   cyclopent-2-en-1-one 66 1-trans-tri-n-butylstannyl-4-tr      ifluoromethyl- 2-[5-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthiameth      yl-1,9-dioxo-16-trifluoromethyl-  4-trimethylsilyloxy-1-nonene pentyl]-4-      trimethylsiloxy 20-methyl-2-nor-13-trans prostene   cyclopent-2-en-1-one      67 1-trans-tri-n-butylstannyl-4-chloromethyl- 2-[5-methylthiaacetyl      dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-chloromethyl-      4-trimethylsilyloxy-1-nonene pentyl]-4-trimethylsiloxy 20-methyl-2-nor-13      -trans prostene   cyclopent-2-en-1-one 68 1-trans-tri-n-butylstannyl-4-tr      imethylsilyloxymethyl- 2-[5-methylthiaacetyl dl-11a,16-dihydroxy-1-methyl      thiamethyl-1,9-dioxo-16-hydroxymethyl-  4-trimethylsilyloxy-1-nonene      pentyl]-4-trimethylsiloxy 20-methyl-2-nor-13-trans prostene   cyclopent-2      -en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        69 1-trans-iodo- 2-[5-methylthiaacetyl dl-11a,15a-dihydroxy-1-methylthi      amethyl-1,9-dioxo-  3-triphenylmethoxy-1-decene pentyl]-4-trimethylsiloxy       20-ethyl-2-nor-13-trans prostene   cyclopent-2-en-1-one 70 1-trans-iodo-      3-methyl- 2-[5-methylthiaacetyl dl-11a,15a-dihydroxy-1-methylthiamethyl-1      ,9-dioxo-15-methyl-  3-trimethylsilyloxy-1-decene pentyl]-4-trimethylsilo      xy 20-ethyl-2-nor-13-trans prostene   cyclopent-2-en-1-one 71 1-trans-iod      o-4,4-dimethyl 2-[5-methylthiaacetyl dl-11a,15a-dihydroxy-1-methylthiamet      hyl-1,9-dioxo-  3-trimethylsilyloxy-1-decene pentyl]-4-trimethylsiloxy      16,16-dimethyl-20-ethyl-2-nor-13-trans prostene   cyclopent-2-en-1-one      72 1-trans-iodo-4,4-trimethylene 2-[5-methylthiaacetyl dl-11a,15a-dihydro      xy-1-methylthiamethyl-1,9-dioxo-  3-trimethylsilyloxy-1-decene pentyl]-4-      trimethylsiloxy 16,16-trimethylene-20-ethyl-2-nor-13-trans prostene      cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        73 1-trans-tri-n-butylstannyl-3-vinyl- 2-[5-methylthiaacetyl dl-11a,15a      -dihydroxy-1-methylthiamethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-      decene pentyl]-4-trimethylsiloxy 20-ethyl-2-nor-13-trans prostene      cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        74 1-trans-iodo- 2-[5-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthia      methyl-1,9-dioxo-  4-triphenylmethoxy-1-decene pentyl]-4-trimethylsiloxy      20-ethyl-2-nor-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        75 1-trans-tri-n-butylstannyl-4-methyl- 2-[5-methylthiaacetyl dl-11a,16      -dihydroxy-1-methylthiamethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1      -decene pentyl]-4-trimethylsiloxy 20-ethyl-2-nor-13-trans prostene      cyclopent-2-en-1-one 76 1-trans-tri-n-butylstannyl-5-methyl 2-[5-methylth      iaacetyl dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-  4-trimethylsi      lyloxy-1-decene pentyl]-4-trimethylsiloxy 17-methyl-20-ethyl-2-nor-13-tra      ns prostene   cyclopent-2-en-1-one 77 1-trans-tri-n-butylstannyl-4-vinyl-       2-[5-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-1      6-vinyl-  4-trimethylsilyloxy-1-decene pentyl]-4-trimethylsiloxy      20-ethyl-2-nor-13-trans prostene   cyclopent-2-en-1-one 78 1-trans-tri-n-      butylstannyl-4-trimethylsilylethynyl- 2-[5-methylthiaacetyl dl-11a,16-dih      ydroxy-1-methylthiamethyl-1,9-dioxo-16-ethynyl-  4-trimethylsilyloxy-1-de      cene pentyl]-4-trimethylsiloxy 20-ethyl-2-nor-13-trans prostene      cyclopent-2-en-1-one 79 1-trans-tri-n-butylstannyl-5-methylene 2-[5-methy      lthiaacetyl dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-  4-triethyl      silyloxy-1-decene pentyl]-4-trimethylsiloxy 17-methylene-20-ethyl-2-nor-1      3-trans prostene   cyclopent-2-en-1-one 80 1-trans-tri-n-butylstannyl-4-m      ethyl-5-methylene 2-[5-methylthiaacetyl dl-11a,16-hihydroxy-1-methylthiam      ethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-decene pentyl]-4-trimet      hylsiloxy 17-methylene-20-ethyl-2-nor-13-trans prostene   cyclopent-2-en-      1-one 81 1-trans-tri-n-butylstannyl-4-dimethoxymethyl- 2-[5-methylthiaace      tyl dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-formyl-      4-trimethylsilyloxy-1-decene pentyl]-4-trimethylsiloxy 20-ethyl-2-nor-13-      trans prostene   cyclopent-2-en-1-one 82 1-trans-tri-n-butylstannyl-4-flu      oromethyl- 2-[5-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthiamethyl-1      ,9-dioxo-16-fluoromethyl-  4-trimethylsilyloxy-1-decene pentyl]-4-trimeth      ylsiloxy 20-ethyl-2-nor-13-trans-prostene   cyclopent-2-en-1-one 83      1-trans-tri-n-butylstannyl-4-difluoromethyl- 2-[5-methylthiaacetyl      dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-difluoromethyl-      4-trimethylsilyloxy-1-decene pentyl]-4-trimethylsiloxy 20-ethyl-2-nor-13-      trans prostene   cyclopent-2-en-1-one 84 1-trans-tri-n-butylstannyl-4-tri      fluoromethyl- 2-[5-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthiamethy      l-1,9-dioxo-16-trifluoromethyl-  4-trimethylsilyloxy-1-decene pentyl]-4-t      rimethylsiloxy 20-ethyl-2-nor-13-trans prostene   cyclopent-2-en-1-one      85 1-trans-tri-n-butylstannyl-4-chloromethyl- 2-[5-methylthiaacetyl      dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-chloromethyl-      4-trimethylsilyloxy-1-decene pentyl]-4-trimethylsiloxy 20-ethyl-2-nor-13-      trans prostene   cyclopent-2-en-1-one 86 1-trans-tri-n-butylstannyl-4-tri      methylsilyloxymethyl- 2-[5-methylthiaacetyl dl-11a,16-dihydroxy-1-methylt      hiamethyl-1,9-dioxo-16-hydroxymethyl-  4-trimethylsilyloxy-1-decene      pentyl]-4-trimethylsiloxy 20-ethyl-2-nor-13-trans prostene   cyclopent-2-      en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        87 1-trans-iodo- 2-[6-methylthiaacetyl dl-11a,15a-dihydroxy-1-methylthi      amethyl-1,9-dioxo-  3-triphenylmethoxy-1-heptene hexyl]-4-trimethylsiloxy       20-nor-13-trans prostene   cyclopent-2-en-1-one 88 1-trans-iodo-3-methyl      - 2-[6-methylthiaacetyl dl,11a,15a-dihydroxy-1-methylthiamethyl-1,9-dioxo      -15-methyl-  3-trimethylsilyloxy-1-heptene hexyl]-4-trimethylsiloxy      20-nor-13-trans prostene   cyclopent-2-en-1-one 89 1-trans-iodo-4,4-dimet      hyl 2-[6-methylthiaacetyl dl-11a,15a-dihydroxy-1-methylthiamethyl-1,9-dio      xo-  3-trimethylsilyloxy-1-heptene hexyl]-4-trimethylsiloxy 16,16-dimethy      l-20-nor-13-trans prostene   cyclopent-2-en-1-one 90 1-trans-iodo-5,5-dim      ethyl 2-[6-methylthiaacetyl dl-11a,15a-dihydroxy-1-methylthiamethyl-1,9-d      ioxo-  3-triphenylmethoxy-1-octene hexyl]-4-trimethylsiloxy 17,17-dimethy      l-13-trans prostene   cyclopent-2-en-1-one 91 1-trans-iodo-4-methyl      2-[6-methylthiaacetyl dl-11a,15a-dihydroxy-1-methylthiamethyl-1,9-dioxo-       3-triphenylmethoxy-1-octene hexyl]-4-trimethylsiloxy 16-methyl-13-trans      prostene   cyclopent-2-en-1-one 92 1-trans-iodo-4,4-trimethylene      2-[6-methylthiaacetyl dl-11a,15a-dihydroxy-1-methylthiamethyl-1,9-dioxo-       3-trimethylsilyloxy-1-heptene hexyl]-4-trimethylsiloxy 16,16-trimethylen      e-20-nor-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        93 1-trans-tri-n-butylstannyl-3-vinyl- 2-[6-methylthiaacetyl dl-11a,15a      -dihydroxy-1-methylthiamethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-      heptene hexyl]-4-trimethylsiloxy 20-nor-13-trans prostene   cyclopent-2-e      n-1-one 94 1-trans-tri-n-butylstannyl-4-phenoxy 2-[6-methylthiaacetyl      dl-11a,15a-dihydroxy-1-methylthiamethyl-1,9-dioxo-  3-triethylsilyloxy-1-      butene hexyl]-4-trimethylsiloxy 16-phenoxy-17-20-tetranor-13-trans      prostene   cyclopent-2-en-1-one 95 1-trans-tri-n-butylstannyl-4-(p-fluoro      phenoxy) 2-[6-methylthiaacetyl dl-11a,15a-dihydroxy-1-methylthiamethyl-1,      9-dioxo-  3-triethylsilyloxy-1-butene hexyl]-4-trimethylsiloxy 16-(p-fluo      rophenoxy)-17-20-tetranor-13-trans prostene   cyclopent-2-en-1-one 96      1-trans-tri-n-butylstannyl-4-(m-chlorophenoxy) 2-[6-methylthiaacetyl      dl-11a,15a-dihydroxy-1-methylthiamethyl-1,9-dioxo-  3-triethylsilyloxy-1-      butene hexyl]-4-trimethylsiloxy 16-(m-chlorophenoxy)-17-20-tetranor-13-tr      ans prostene   cyclopent-2-en-1-one 97 1-trans-tri-n-butylstannyl-4-(m-tr      ifluoromethylphenoxy) 2-[6-methylthiaacetyl dl-11a,15a-dihydroxy-1-methyl      thiamethyl-1,9-dioxo-  3-treithylsilyloxy-1-butene hexyl]-4-trimethylsilo      xy 16-(m-trifluoromethylphenoxy)-17-20-tetranor-13-trans prostene      cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        98 1-trans-iodo-5-phenyl 2-[6-methylthiaacetyl dl-11a,15a-dihydroxy-1-m      ethylthiamethyl-1,9-dioxo-  3-triethylsilyloxy-1-pentene hexyl]-4-trimeth      ylsiloxy 17-phenyl-18-20-trinor-13-trans prostene   cyclopent-2-en-1-one      99 1-trans-iodo-4,4-dimethyl-5-phenyl 2-[6-methylthiaacetyl dl-11a,15a-di      hydroxy-1-methylthiamethyl1-,9-dioxo-  3-triethylsilyloxy-1-pentene      hexyl]-4-trimethylsiloxy 16,16-dimethyl-17-phenyl-18-20-trinor-13-trans      prostene   cyclopent-2-en-1-one 100 1-trans-iodo-4-cyclopentyl 2-[6-methy      lthiaacetyl dl-11a,15a-dihydroxy-1-methylthiamethyl-1,9-dioxo-  3-triphen      ylmethoxy-1-butene hexyl]-4-trimethylsiloxy 16-cyclopentyl-17-20-tetranor      -13-trans prostene   cyclopent-2-en-1-one 101 1-trans-iodo-4-cyclohexyl      2-[6-methylthiaacetyl dl-11a,15a-dihydroxy-1-methylthiamethyl-1,9-dioxo-       3-triphenylmethoxy-1-butene hexyl]-4-trimethylsiloxy 16-cyclohexyl-17-20      -tetranor-13-trans prostene   cyclopent-2-en-1-one 102 1-trans-iodo-      2-[6-methylthiaacetyl dl-11a,15a-dihydroxy-1-methylthiamethyl-1,9-dioxo-       3-triphenylmethoxy-1-heptene hexyl]-4-trimethylsiloxy 20-nor-13-trans      prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        103 1-trans-tri-n-butylstannyl-4-methyl- 2-[6-methylthiaacetyl      dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-methyl  4-trimethylsi      lyloxy-1-heptene hexyl]-4-trimethylsiloxy 20-nor-13-trans prostene      cyclopent-2-en-1-one 104 1-trans-tri-n-butylstannyl-4-ethyl- 2-[6-methylt      hiaacetyl dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-ethyl      4-trimethylsilyloxy-1-octene hexyl]-4-trimethylsiloxy 13-trans prostene       cyclopent-2-en-1-one 105 1-trans-tri-n-butylstannyl-5-methyl- 2-[6-methy      lthiaacetyl dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-  4-trimethy      lsilyloxy-1-heptene hexyl]-4-trimethylsiloxy 17-methyl-20-nor-13-trans      prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        106 1-trans-iodo-5,5-dimethyl 2-[6-methylthiaacetyl dl-11a,16-dihydroxy      -1-methylthiamethyl-1,9-dioxo-  4-trimethylsilyloxy-1-octene hexyl]-4-tri      methylsiloxy 17,17-dimethyl-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        107 1-trans-tri-n-butylstannyl-4-vinyl- 2-[6-methylthiaacetyl dl-11a,16      -dihydroxy-1-methylthiamethyl-1,9-dioxo-16-vinyl  4-trimethylsilyloxy-1-h      eptene hexyl]-4-trimethylsiloxy 20-nor-13-trans prostene   cyclopent-2-en      -1-one 108 1-trans-tri-n-butylstannyl-4-cyclopropyl- 2-[6-methylthiaacety      l dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-cyclopropyl-      4-trimethylsilyloxy-1-heptene hexyl]-4-trimethylsiloxy 13-trans prostene        cyclopent-2-en-1-one 109 1-trans-tri-n-butylstannyl-4-trimethylsilyleth      ylnyl- 2-[6-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-d      ioxo-16-ethynyl  4-trimethylsilyloxy-1-heptene hexyl]-4-trimethylsiloxy      20-nor-13-trans prostene   cyclopent-2-en-1-one 110 1-trans-tri-n-butylst      annyl-5-methylene 2-[6-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthiam      ethyl-1,9-dioxo-  4-trimethylsilyloxy-1-heptene hexyl]-4-trimethylsiloxy      17-methylene-20-nor-13-trans prostene   cyclopent-2-en-1-one 111      1-trans-tri-n-butylstannyl-4-methyl-5-methylene 2-[6-methylthiaacetyl      dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-methyl-  4-trimethyls      ilyloxy-1-heptene hexyl]-4-trimethylsiloxy 17-methylene-20-nor-13-trans      prostene   cyclopent-2-en-1-one 112 1-trans-tri-n-butylstannyl-4-dimethox      ymethyl- 2-[6-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthiamethyl-1,9      -dioxo-16-trifluoromethyl-  4-trimethylsilyloxy-1-heptene hexyl]-4-trimet      hylsiloxy 20-nor-13-trans prostene   cyclopent-2-en-1-one 116 1-trans-tri      -n-butylstannyl-4-chloromethyl- 2-[6-methylthiaacetyl dl-11a,16-dihydroxy      -1-methylthiamethyl-1,9-dioxo-16-chloromethyl-  4-trimethylsilyloxy-1-hep      tene hexyl]-4-trimethylsiloxy 20-nor-13-trans prostene   cyclopent-2-en-1      -one 117 1-trans-tri-n-butylstannyl-4-trimethylsilyloxymethyl- 2-[6-methy      lthiaacetyl dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-hydroxyme      thyl-  4-trimethylsilyloxy-1-heptene hexyl]-4-trimethylsiloxy 20-nor-13-t      rans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        118 1-trans-iodo-4-methyl-7-chloro 2-[6-methylthiaacetyl dl-11a,16-dihy      droxy-1-methylthiamethyl-1,9-dioxo-16-methyl  4-trimethylsilyloxy-1-hepte      ne hexyl]-4-trimethylsiloxy 19-chloro-20-nor-13-trans prostene      cyclopent-2-en-1-one 119 1-trans-iodo- 2-[6-methylthiaacetyl dl-11a,15a-d      ihydroxy-1-methylthiamethyl-1,9-dioxo-  3-triphenylmethoxy-1-octene      hexyl]-4-trimethylsiloxy 13-trans prostene   cyclopent-2-en-1-one 120      1-trans-iodo-3-methyl- 2-[6-methylthiaacetyl dl-11a,15a-dihydroxy-1-methy      lthiamethyl-1,9-dioxo-15-methyl-  3-trimethylsilyloxy-1-octene hexyl]-4-t      rimethylsiloxy 13-trans prostene   cyclopent-2-en-1-one 121 1-trans-iodo-      4,4-dimethyl 2-[6-methylthiaacetyl dl-11a,15a-dihydroxy-1-methylthiamethy      l-1,9-dioxo-  3-trimethylsilyloxy-1-octene hexyl]-4-trimethylsiloxy      16,16-dimethyl-13-trans prostene   cyclopent-2-en-1-one 122 1-trans-iodo-      4,4-trimethylene 2-[6-methylthiaacetyl dl-11a,15a-dihydroxy-1-methylthiam      ethyl-1,9-dioxo-  3-trimethylsilyloxy-1-octene hexyl]-4-trimethylsiloxy      16,16-trimethylene-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        123 1-trans-tri-n-butylstannyl-3-vinyl- 2-[6-methylthiaacetyl dl-11a,15      a-dihydroxy-1-methylthiamethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1      -octene hexyl]-4-trimethylsiloxy 13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        124 1-trans-iodo- 2-[6-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthi      amethyl-1,9-dioxo-  4-triphenykmethoxy-1-octene hexyl]-4-trimethylsiloxy      13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        125 1-trans-tri-n-butylstannyl-4-methyl- 2-[6-methylthiaacetyl      dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-methyl  4-trimethylsi      lyloxy-1-octene hexyl]-4-trimethylsiloxy 13-trans prostene   cyclopent-2-      en-1-one 126 1-trans-tri-n-butylstannyl-5-methyl- 2-[6-methylthiaacetyl      dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-  4-trimethylsilyloxy-1-      octene hexyl]-4-trimethylsiloxy 17-methyl-13-trans prostene   cyclopent-2      -en-1-one 127 1-trans-tri-n-butylstannyl-4-vinyl- 2-[6-methylthiaacetyl      dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-vinyl-  4-trimethylsi      lyloxy-1-octene hexyl]-4-trimethylsiloxy 13-trans prostene   cyclopent-2-      en-1-one 128 1-trans-tri-n-butylstannyl-4-trimethylsilylethynyl-      2-[6-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16      -ethynyl-  4-trimethylsilyloxy-1-octene hexyl]-4-trimethylsiloxy      13-trans prostene   cyclopent-2-en-1-one 129 1-trans-tri-n-butylstannyl-5      -methylene 2-[6-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthiamethyl-1      ,9-dioxo-  4-triethylsilyloxy-1-octene hexyl]-4-trimethylsiloxy 17-methyl      ene-13-trans prostene   cyclopent-2-en-1-one 130 1-trans-tri-n-butylstann      yl-4-methyl-5-methylene 2-[6-methylthiaacetyl dl-11a,16-dihydroxy-1-methy      lthiamethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-octene hexyl]-4-t      rimethylsiloxy 17-methylene-13-trans prostene   cyclopent-2-en-1-one 131      1-trans-tri-n-butylstannyl-4-dimethoxymethyl- 2-[6-methylthiaacetyl      dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-formyl-  4-trimethyls      ilyloxy-1-octene hexyl]-4-trimethylsiloxy 13-trans prostene   cyclopent-2      -en-1-one 132 1-trans-tri-n-butylstannyl-4-fluoromethyl- 2-[6-methylthiaa      cetyl dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-fluoromethyl-      4-trimethylsilyloxy-1-octene hexyl]-4-trimethylsiloxy 13-trans prostene       cyclopent-2-en-1-one133 1-trans-tri-n-butylstannyl-4-difluoromethyl-      2-[6-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16      -difluoromethyl-  4-trimethylsilyloxy-1-octene hexyl]-4-trimethylsiloxy      13-trans prostene   cyclopent-2-en-1-one 134 1-trans-tri-n-butylstannyl-4      -trifluoromethyl- 2-[6-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthiam      ethyl-1,9-dioxo-16-trifluoromethyl-  4-trimethylsilyloxy-1-octene      hexyl]-4-trimethylsiloxy 13-trans prostene   cyclopent-2-en-1-one 135      1-trans-tri-n-butylstannyl-4-chloromethyl- 2-[6-methylthiaacetyl      dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-chloromethyl-      4-trimethylsilyloxy-1-octene hexyl]-4-trimethylsiloxy 13-trans prostene       cyclopent-2-en-1-one 136 1-trans-tri-n-butylstannyl-4-trimethylsilyloxym      ethyl- 2-[6-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-d      ioxo-16-hydroxymethyl-  4-trimethylsilyloxy-1-octene hexyl]-4-trimethylsi      loxy 13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        137 1-trans-iodo- 2-[6-methylthiaacetyl dl-11a,15a-dihydroxy-1-methylth      iamethyl-1,9-dioxo-  3-triphenylmethoxy-1-nonene hexyl]-4-trimethylsiloxy       20-methyl-13-trans prostene   cyclopent-2-en-1-one 138 1-trans-iodo-3-me      thyl- 2-[6-methylthiaacetyl dl-11a,15a-dihydroxy-1-methylthiamethyl-1,9-d      ioxo-15-methyl-  3-trimethylsilyloxy-1-nonene hexyl]-4-trimethylsiloxy      20-methyl-13-trans prostene   cyclopent-2-en-1-one 139 1-trans-iodo-4,4-d      imethyl- 2-[6-methylthiaacetyl dl-11a,15a-dihydroxy-1-methylthiamethyl-1,      9-dioxo-  3-trimethylsilyloxy-1-nonene hexyl]-4-trimethylsiloxy 16,16-dim      ethyl-20-methyl-13-trans prostene   cyclopent-2-en-1-one 140 1-trans-iodo      -4,4-trimethylene 2-[6-methylthiaacetyl dl-11a,15a-dihydroxy-1-methylthia      methyl-1,9-dioxo-  3-trimethylsilyloxy-1-nonene hexyl]-4-trimethylsiloxy      16,16-trimethylene-20-methyl-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        141 1-trans-tri-n-butylstannyl-3-vinyl- 2-[6-methylthiaacetyl dl-11a,15      a-dihydroxy-1-methylthiamethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1      -nonene hexyl]-4-trimethylsiloxy 20-methyl-13-trans prostene   cyclopent-      2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        142 1-trans-iodo- 2-[6-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthi      amethyl-1,9-dioxo-  4-triphenylsilyloxy-1-nonene hexyl]-4-trimethylsiloxy       20-methyl-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        143 1-trans-tri-n-butylstannyl-4-methyl- 2-[6-methylthiaacetyl      dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-methyl-  4-trimethyls      ilyloxy-1-nonene hexyl]-4-trimethylsiloxy 20-methyl-13-trans prostene      cyclopent-2-en-1-one 144 1-trans-tri-n-butylstannyl-5-methyl 2-[6-methylt      hiaacetyl dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-  4-trimethyls      ilyloxy-1-nonene hexyl]-4-trimethylsiloxy 17-methyl-20-methyl-13-trans      prostene   cyclopent-2-en-1-one 145 1-trans-tri-n-butylstannyl-4-vinyl-      2-[6-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16      -vinyl-  4-trimethylsilyloxy-1-nonene hexyl]-4-trimethylsiloxy 20-methyl-      13-trans prostene   cyclopent-2-en-1-one 146 1-trans-tri-n-butylstannyl-4      -trimethylsilylethynyl- 2-[6-methylthiaacetyl dl-11a,16-dihydroxy-1-methy      lthiamethyl-1,9-dioxo-16-ethynyl-  4-trimethylsilyloxy-1-nonene hexyl]-4-      trimethylsiloxy 20-methyl-13-trans prostene   cyclopent-2-en-1-one 147      1-trans-tri-n-butylstannyl-5-methylene 2-[6-methylthiaacetyl dl-11a,16-di      hydroxy-1-methylthiamethyl-1,9-dioxo-  4-triethylsilyloxy-1-nonene      hexyl]-4-trimethylsiloxy 17-methylene-20-methyl-13-trans prostene      cyclopent-2-en-1-one 148 1-trans-tri-n-butylstannyl-4-methyl-5-methylene      2-[6-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16      -methyl-  4-trimethylsilyloxy-1-nonene hexyl]-4-trimethylsiloxy 17-methyl      ene-20-methyl-13-trans prostene   cyclopent-2-en-1-one 149 1-trans-tri-n-      butylstannyl-4-dimethoxymethyl- 2-[6-methylthiaacetyl dl-11a,16-dihydroxy      -1-methylthiamethyl-1,9-dioxo-16-formyl-  4-trimethylsilyloxy-1-nonene      hexyl]-4-trimethylsiloxy 20-methyl-13-trans prostene   cyclopent-2-en-1-o      ne 150 1-trans-tri-n-butylstannyl-4-fluoromethyl- 2-[6-methylthiaacetyl      dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-fluoromethyl-      4-trimethylsilyloxy-1-nonene hexyl]-4-trimethylsiloxy 20-methyl-13-trans      prostene   cyclopent-2-en-1-one 151 1-trans-tri-n-butylstannyl-4-difluoro      methyl- 2-[6-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-      dioxo-16-difluoromethyl-  4-trimethylsilyloxy-1-nonene hexyl]-4-trimethyl      siloxy 20-methyl-13-trans prostene   cyclopent-2-en-1-one 152 1-trans-tri      -n-butylstannyl-4-trifluoromethyl- 2-[6-methylthiaacetyl dl-11a,16-dihydr      oxy-1-methylthiamethyl-1,9-dioxo-16-trifluoromethyl-  4-trimethylsilyloxy      -1-nonene hexyl]-4-trimethylsiloxy 20-methyl-13-trans prostene      cyclopent-2-en-1-one 153 1-trans-tri-n-butylstannyl-4-chloromethyl- 2-[      6-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-ch      loromethyl-  4-trimethylsilyloxy-1-nonene hexyl]-4-trimethylsiloxy      20-methyl-13-trans prostene   cyclopent-2-en-1-one 154 1-trans-tri-n-buty      lstannyl-4-trimethylsilyloxymethyl- 2-[6-methylthiaacetyl dl-11a,16-dihyd      roxy-1-methylthiamethyl-1,9-dioxo-16-hydroxymethyl-  4-trimethylsilyloxy-      1-nonene hexyl]-4-trimethylsiloxy 20-methyl-13-trans prostene   cyclopent      -2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        155 1-trans-iodo- 2-[6-methylthiaacetyl dl-11a,15a-dihydroxy-1-methylth      iamethyl-1,9-dioxo-  3-triphenylmethoxy-1-decene hexyl]-4-trimethylsiloxy       20-ethyl-13-trans prostene   cyclopent-2-en-1-one 156 1-trans-iodo-3-met      hyl- 2-[6-methylthiaacetyl dl-11a,15a-dihydroxy-1-methylthiamethyl-1,9-di      oxo-15-methyl-  3-trimethylsilyloxy-1-decene hexyl]-4-trimethylsiloxy      20-ethyl-13-trans prostene   cyclopent-2-en-1-one 157 1-trans-iodo-4,4-di      methyl 2-[6-methylthiaacetyl dl-11a,15a-dihydroxy-1-methylthiamethyl-1,9-      dioxo-  3-trimethylsilyloxy-1-decene hexyl]-4-trimethylsiloxy 16,16-dimet      hyl-20-ethyl-13-trans prostene   cyclopent-2-en-1-one 158 1-trans-iodo-4,      4-trimethylene 2-[6-methylthiaacetyl dl-11a,15a-dihydroxy-1-methylthiamet      hyl-1,9-dioxo-  3-trimethylsilyloxy-1-decene hexyl]-4-trimethylsiloxy      16,16-trimethylene-20-ethyl-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        159 1-trans-tri-n-butylstannyl-3-vinyl- 2-[6-methylthiaacetyl dl-11a,15      a-dihydroxy-1-methylthiamethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1      -decene hexyl]-4-trimethylsiloxy 20-ethyl-13-trans prostene   cyclopent-2      -en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        160 1-trans-iodo- 2-[  6-methylthiaacetyl dl-11a,16-dihydroxy-1-methylt      hiamethyl-1,9-dioxo-  4-triphenylmethoxy-1-decene hexyl]-4-trimethylsilox      y 20-ethyl-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        161 1-trans-tri-n-butylstannyl-4-methyl- 2-[6-methylthiaacetyl      dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-methyl-  4-trimethyls      ilyloxy-1-decene hexyl]-4-trimethylsiloxy 20-ethyl-13-trans prostene      cyclopent-2-en-1-one 162 1-trans-tri-n-butylstannyl-5-methyl 2-[6-methylt      hiaacetyl dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-  4-trimethyls      ilyloxy-1-decene hexyl]-4-trimethylsiloxy 17-methyl-20-ethyl-13-trans      prostene   cyclopent-2-en-1-one 163 1-trans-tri-n-butylstannyl-4-vinyl-      2-[6-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16      -vinyl-  4-trimethylsilyloxy-1-decene hexyl]-4-trimethylsiloxy 20-ethyl-1      3-trans prostene   cyclopent-2-en-1-one 164 1-trans-tri-n-butylstannyl-4-      trimethylsilylethynyl- 2-[6-methylthiaacetyl dl-11a,16-dihydroxy-1-methyl      thiamethyl-1,9-dioxo-16-ethynyl-  4-trimethylsilyloxy-1-decene hexyl]-4-t      rimethylsiloxy 20-ethyl-13-trans prostene   cyclopent-2-en-1-one 165      1-trans-tri-n-butylstannyl-5-methylene 2-[6-methylthiaacetyl dl-11a,16-di      hydroxy-1-methylthiamethyl-1,9-dioxo  4-triethylsilyloxy-1-decene      hexyl]-4-trimethylsiloxy 17-methylene-20-ethyl-13-trans prostene      cyclopent-2-en-1-one 166 1-trans-tri-n-butylstannyl-4-methyl-5-methylene      2-[6-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16      -methyl-  4-trimethylsilyloxy-1-decene hexyl]-4-trimethylsiloxy 17-methyl      ene-20-ethyl-13-trans prostene   cyclopent-2-en-1-one 167 1-trans-tri-n-b      utylstannyl-4-dimethoxymethyl- 2-[6-methylthiaacetyl dl-11a,16-dihydroxy-      1-methylthiamethyl-1,9-dioxo-16-formyl-  4-trimethylsilyloxy-1-decene      hexyl]-4-trimethylsiloxy 20-ethyl-13-trans prostene   cyclopent-2-en-1-on      e 168 1-trans-tri-n-butylstannyl-4-fluoromethyl- 2-[6-methylthiaacetyl      dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-fluoromethyl-      4-trimethylsilyloxy-1-decene hexyl]-4-trimethylsiloxy 20-ethyl-13-trans      prostene   cyclopent-2-en-1-one 169 1-trans-tri-n-butylstannyl-4-difluoro      methyl- 2-[6-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-      dioxo-16-difluoromethyl-  4-trimethylsilyloxy-1-decene hexyl]-4-trimethyl      siloxy 20-ethyl-13-trans prostene   cyclopent-2-en-1-one 170 1-trans-tri-      n-butylstannyl-4-trifluoromethyl- 2-[6-methylthiaacetyl dl-11a,16-dihydro      xy-1-methylthiamethyl-1,9-dioxo-16-trifluoromethyl-  4-trimethylsilyloxy-      1-decene hexyl]-4-trimethylsiloxy 20-ethyl-13-trans prostene   cyclopent-      2-en-1-one 171 1-trans-tri-n-butylstannyl-4-chloromethyl- 2-[6-methylthia      acetyl dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-chloromethyl-       4-trimethylsilyloxy-1-decene hexyl]-4-trimethylsiloxy 20-ethyl-13-trans      prostene   cyclopent-2-en-1-one 172 1-trans-tri-n-butylstannyl-4-trimethy      lsilyloxymethyl- 2-[6-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthiame      thyl-1,9-dioxo-16-hydroxymethyl-  4-trimethylsilyloxy-1-decene hexyl]-4-t      rimethylsiloxy 20-ethyl-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        173 1-trans-iodo- 2-[7-methylthiaacetyl dl-11a,15a-dihydroxy-1-methylth      iamethyl-1,9-dioxo-  3-triphenymethoxy-1-heptene heptyl]-4-trimethylsilox      y 20-nor-2-homo-13-trans prostene   cyclopent-2-en-1-one 174 1-trans-iodo      -3-methyl- 2-[7-methylthiaacetyl dl-11a,15a-dihydroxy-1-methylthiamethyl-      1,9-dioxo-15-methyl-  3-trimethylsilyloxy-1-heptene heptyl]-4-trimethylsi      loxy 20-nor-2-homo-13-trans prostene   cyclopent-2-en-1-one 175 1-trans-i      odo-4,4-dimethyl 2-[7-methylthiaacetyl dl-11a,15a-dihydroxy-1-methylthiam      ethyl-1,9-dioxo-  3-trimethylsilyloxy-1-heptene heptyl]-4-trimethylsiloxy       16,16-dimethyl-20-nor-2-homo-13-trans prostene   cyclopent-2-en-1-one      176 1-trans-iodo-5,5-dimethyl 2-[7-methylthiaacetyl dl-11a,15a-dihydroxy-      1-methylthiamethyl-1,9-dioxo-  3-triphenylmethoxy-1-octene heptyl]-4-trim      ethylsiloxy 17,17-dimethyl-2-homo-13-trans prostene   cyclopent-2-en-1-on      e 177 1-trans-iodo-4-methyl 2-[7-methylthiaacetyl dl-11a,15a-dihydroxy-1-      methylthiamethyl-1,9-dioxo-  3-triphenylmethoxy-1-octene heptyl]-4-trimet      hylsiloxy 16-methyl-2-homo-13-trans prostene   cyclopent-2-en-1-one 178      1-trans-iodo-4,4-trimethylene 2-[7-methylthiaacetyl dl-11a,15a-dihydroxy-      1-methylthiamethyl-1,9-dioxo-  3-trimethylsilyloxy-1-heptene heptyl]-4-tr      imethylsiloxy 16,16-trimethylene-20-nor-2-homo-13-trans prostene      cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        179 1-trans-tri-n-butylstannyl-3-vinyl- 2-[7-methylthiaacetyl dl-11a,15      a-dihydroxy-1-methylthiamethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1      -heptene heptyl]-4-trimethylsiloxy 20-nor-2-homo-13-trans prostene      cyclopent-2-en-1-one 180 1-trans-tri-n-butylstannyl-4-phenoxy 2-[7-methyl      thiaacetyl dl-11a,15a-dihydroxy-1-methylthiamethyl-1,9-dioxo-  3-triethyl      silyloxy-1-butene heptyl]-4-trimethylsiloxy 16-phenoxy-2-homo-17-20-tetra      nor-13-trans prostene   cyclopent-2-en-1-one 181 1-trans-tri-n-butylstann      yl-4-(p-fluorophenoxy) 2-[7-methylthiaacetyl dl-11a,15a-dihydroxy-1-methy      lthiamethyl-1,9-dioxo-  3-triethylsilyloxy-1-butene heptyl]-4-trimethylsi      loxy 16-(p-fluorophenoxy)-2-homo-17-20-tetranor-13-trans prostene      cyclopent-2-en-1-one 182 1-trans-tri-n-butylstannyl-4-(m-chlorophenoxy)      2-[7-methylthiaacetyl dl-11a,15a-dihydroxy-1-methylthiamethyl-1,9-dioxo-       3-triethylsilyloxy-1-butene heptyl]-4-trimethylsiloxy 16-(m-chlorophenox      y)-2-homo-17-20-tetranor-13-trans prostene   cyclopent-2-en-1-one 183      1-trans-tri-n-butylstannyl-4-(m-trifluoromethylphenoxy) 2-[7-methylthiaac      etyl dl-11a,15a-dihydroxy-1-methylthiamethyl-1,9-dioxo-  3-triethylsilylo      xy-1-butene heptyl]-4-trimethylsiloxy 16-(m-trifluoromethylphenoxy)-2-hom      o-17-20-tetranor-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        184 1-trans-iodo-5-phenyl 2-[7-methylthiaacetyl dl-11a,15a-dihydroxy-1-      methylthiamethyl-1,9-dioxo-  3-triethylsilyloxy-1-pentene heptyl]-4-trime      thylsiloxy 17-phenyl-2-homo-18-20-trinor-13-trans prostene   cyclopent-2-      en-1-one 185 1-trans-iodo-4,4-dimethyl-5-phenyl 2-[7-methylthiaacetyl      dl-11a,15a-dihydroxy-1-methylthiamethyl-1,9-dioxo-  3-triethylsilyloxy-1-      pentene heptyl]-4-trimethylsiloxy 16,16-dimethyl-17-phenyl-2-homo-18-20-t      rinor-13-trans prostene   cylcopent-2-en-1-one 186 1-trans-iodo-4-cyclope      ntyl 2-[7-methylthiaacetyl dl-11a,15a-dihydroxy-1-methylthiamethyl-1,9-di      oxo-  3-triphenylmethoxy-1-butene heptyl]-4-trimethylsiloxy 16-cyclopenty      l-2-homo-17-20-tetranor-13-trans prostene   cyclopent-2-en-1-one 187      1-trans-iodo-4-cyclohexyl 2-[7-methylthiaacetyl dl-11a,15a-dihydroxy-1-me      thylthiamethyl-1,9-dioxo-  3-triphenylmethoxy-1-butene heptyl]-4-trimethy      lsiloxy 16-cyclohexyl-2-homo-17-20-tetranor-13-trans prostene   cyclopent      -2-en-1-one 188 1-trans-iodo- 2-[7-methylthiaacetyl dl-11a,16-dihydroxy-1      -methylthiamethyl-1,9-dioxo-  4-triphenylmethoxy-1-heptene heptyl]-4-trim      ethylsiloxy 20-nor-2-homo-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        189 1-trans-tri-n-butylstannyl-4-methyl- 2-[7-methylthiaacetyl      dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-methyl-  4-trimethyls      ilyloxy-1-heptene heptyl]-4-trimethylsiloxy 20-nor-2-homo-13-trans      prostene   cyclopent-2-en-1-one 190 1-trans-tri-n-butylstannyl-4-ethyl-      2-[-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-      ethyl-  4-trimethylsilyloxy-1-octene heptyl]-4-trimethylsiloxy 2-homo-13-      trans prostene   cyclopent-2-en-1-one 191 1-trans-tri-n-butylstannyl-5-me      thyl 2-[7-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dio      xo-  4-trimethylsilyloxy-1-heptene heptyl]-4-trimethylsiloxy 17-methyl-20      -nor-2-homo-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        192 1-trans-iodo-5,5-dimethyl 2-[7-methylthiaacetyl dl-11a,16-dihydroxy      -1-methylthiamethyl-1,9-dioxo-  4-trimethylsilyloxy-1-octene heptyl]-4-tr      imethylsiloxy 17,17-dimethyl-2-homo-13-trans prostene   cyclopent-2-en-1-      one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        193 1-trans-tri-n-butylstannyl-4-vinyl- 2-[7-methylthiaacetyl dl-11a,16      -dihydroxy-1-methylthiamethyl-1,9-dioxo-16-vinyl-  4-trimethylsilyloxy-1-      heptene heptyl]-4-trimethylsiloxy 20-nor-2-homo-13-trans prostene      cyclopent-2-en-1-one 194 1-trans-tri-n-butylstannyl-4-cyclopropyl-      2-[7-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16      -cyclopropyl-  4-trimethylsilyloxy-1-octene heptyl]-4-trimethylsiloxy      2-homo-13-trans prostene   cyclopent-2-en-1-one 195 1-trans-tri-n-butylst      annyl-4-trimethylsilylethynyl- 2-[7-methylthiaacetyl dl-11a,16-dihydroxy-      1-methylthiamethyl-1,9-dioxo-16-ethynyl-  4-trimethylsilyloxy-1-heptene      heptyl]-4-trimethylsiloxy 20-nor-2-homo-13-trans prostene   cyclopent-2-e      n-1-one 196 1-trans-tri-n-butylstannyl-5-methylene 2-[7-methylthiaacetyl      dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-  4-triethylsilyloxy-1-h      eptene heptyl]-4-trimethylsiloxy 17-methylene-20-nor-2-homo-13-trans      prostene   cyclopent-2-en-1-one 197 1-trans-tri-n-butylstannyl-4-methyl-5      -methylene 2-[7-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthiamethyl-1      ,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-heptene heptyl]-4-trimethylsil      oxy 17-methylene-20-nor-2-homo-13-trans prostene   cyclopent-2-en-1-one      198 1-trans-tri-n-butylstannyl-4-dimethoxymethyl- 2-[7-methylthiaacetyl      dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-formyl-  4-trimethyls      ilyloxy-1-heptene heptyl]-4-trimethylsiloxy 20-nor-2-homo-13-trans      prostene   cyclopent-2-en-1-one 199 1-trans-tri-n-butylstannyl-4-fluorome      thyl- 2-[7-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-di      oxo-16-fluoromethyl-  4-trimethylsilyloxy-1-heptene heptyl]-4-trimethylsi      loxy 20-nor-2-homo-13-trans prostene   cyclopent-2-en-1-one 200 1-trans-t      ri-n-butylstannyl-4-difluoromethyl- 2-[-methylthiaacetyl dl-11a,16-dihydr      oxy-1-methylthiamethyl-1,9-dioxo-16-difluoromethyl-  4-trimethylsilyloxy-      1-heptene heptyl]-4-trimethylsiloxy 20-nor-2-homo-13-trans prostene      cyclopent-2-en-1-one 201 1-trans-tri-n-butylstannyl-4-trifluoromethyl-      2-[-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-      trifluoromethyl-  4-trimethylsilyloxy-1-heptene heptyl]-4-trimethylsiloxy       20-nor-2-homo-13-trans prostene   cyclopent-2-en-1-one 202 1-trans-tri-n      -butylstannyl-4-chloromethyl- 2-[7-methylthiaacetyl dl-11a,16-dihydroxy-1      -methylthiamethyl-1,9-dioxo-16-chloromethyl-  4-trimethylsilyloxy-1-hepte      ne heptyl]-4-trimethylsiloxy 20-nor-2-homo-13-trans prostene   cyclopent-      2-en-1-one 203 1-trans-tri-n-butylstannyl-4-trimethylsilyloxymethyl-      2-[7-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16      -hydroxymethyl-  4-trimethylsilyloxy-1-heptene heptyl]-4-trimethylsiloxy      20-nor-2-homo-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        204 1-trans-iodo-4-methyl-7-chloro 2-[7-methylthiaacetyl dl-11a,16-dihy      droxy-1-methylthiamethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-hept      ene heptyl]-4-trimethylsiloxy 19-chloro-2-homo-20-nor-13-trans prostene       cyclopent-2-en-1-one 205 1-trans-iodo- 2-[7-methylthiaacetyl dl-11a,15a-      dihydroxy-1-methylthiamethyl-1,9-dioxo-  3-triphenylmethoxy-1-octene      heptyl]-4-trimethylsiloxy 2-homo-13-trans prostene   cyclopent-2-en-1-one       206 1-trans-iodo-3-methyl- 2-[7-methylthiaacetyl dl-11a,15a-dihydroxy-1-      methylthiamethyl-1,9-dioxo-15-methyl-  3-trimethylsilyloxy-1-octene      heptyl]-4-trimethylsiloxy 2-homo-13-trans prostene   cyclopent-2-en-1-one       207 1-trans-iodo-4,4-dimethyl 2-[7-methylthiaacetyl dl-11a,15a-dihydroxy      -1-methylthiamethyl-1,9-dioxo-  3-trimethylsilyloxy-1-octene heptyl]-4-tr      imethylsiloxy 16,16-dimethyl-2-homo-13-trans prostene   cyclopent-2-en-1-      one 208 1-trans-iodo-4,4-trimethylene 2-[7-methylthiaacetyl dl-11a,15a-di      hydroxy-1-methylthiamethyl-1,9-dioxo-  3-trimethylsilyloxy-1-octene      heptyl]-4-trimethylsiloxy 16,16-trimethylene-2-homo-13-trans prostene      cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        209 1-trans-tri-n-butylstannyl-3-vinyl- 2-[7-methylthiaacetyl dl-11a,15      a-dihydroxy-1-methylthiamethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1      -octene heptyl]-4-trimethylsiloxy 2-homo-13-trans prostene   cyclopent-2-      en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        210 1-trans-iodo- 2-[7-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthi      amethyl-1,9-dioxo-  4-triphenylmethoxy-1-octene heptyl]-4-trimethylsiloxy       2-homo-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        211 1-trans-tri-n-butylstannyl-4-methyl- 2-[7-methylthiaacetyl      dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-methyl-  4-trimethyls      ilyloxy-1-octene heptyl]-4-trimethylsiloxy 2-homo-13-trans prostene      cyclopent-2-en-1-one 212 1-trans-tri-n-butylstannyl-5-methyl 2-[7-methylt      hiaacetyl dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-  4-trimethyls      ilyloxy-1-octene heptyl]-4-trimethylsiloxy 17-methyl-2-homo-13-trans      prostene   cyclopent-2-en-1-one 213 1-trans-tri-n-butylstannyl-4-vinyl-      2-[7-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16      -vinyl-  4-trimethylsilyloxy-1-octene heptyl]-4-trimethylsiloxy 2-homo-13      -trans prostene   cyclopent-2-en-1-one 214 1-trans-tri-n-butylstannyl-4-t      rimethylsilylethynyl- 2-[7-methylthiaacetyl dl-11a,16-dihydroxy-1-methylt      hiamethyl-1,9-dioxo-16-ethynyl-  4-trimethylsilyloxy-1-octene heptyl]-4-t      rimethylsiloxy 2-homo-13-trans prostene   cyclopent-2-en-1-one 215      1-trans-tri-n-butylstannyl-5-methylene 2-[7-methylthiaacetyl dl-11a,16-di      hydroxy-1-methylthiamethyl-1,9-dioxo-  4-triethylsilyloxy-1-octene      heptyl]-4-trimethylsiloxy 17-methylene-2-homo-13-trans prostene      cyclopent-2-en-1-one 216 1-trans-tri-n-butylstannyl-4-methyl-5-methylene      2-[7-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16      -methyl-  4-trimethylsilyloxy-1-octene heptyl]-4-trimethylsiloxy      17-methylene-2-homo-13-trans prostene   cyclopent-2-en-1-one 217      1-trans-tri-n-butylstannyl-4-dimethoxymethyl- 2-[7-methylthiaacetyl      dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-formyl-  4-trimethyls      ilyloxy-1-octene heptyl]-4-trimethylsiloxy 2-homo-13-trans prostene      cyclopent-2-en-1-one 218 1-trans-tri-n-butylstannyl-4-fluoromethyl-      2-[7-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16      -fluoromethyl-  4-trimethylsilyloxy-1-octene heptyl]-4-trimethylsiloxy      2-homo-13-trans prostene   cyclopent-2-en-1-one 219 1-trans-tri-n-butylst      annyl-4-difluoromethyl- 2-[7-methylthiaacetyl dl-11a,16-dihydroxy-1-methy      lthiamethyl-1,9-dioxo-16-difluoromethyl-  4-trimethylsilyloxy-1-octene      heptyl]-4-trimethylsiloxy 2-homo-13-trans prostene   cyclopent-2-en-1-one       220 1-trans-tri-n-butylstannyl-4-trifluoromethyl- 2-[7-methylthiaacetyl      dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-trifluoromethyl-      4-trimethylsilyloxy-1-octene heptyl]-4-trimethylsiloxy 2-homo-13-trans      prostene   cyclopent-2-en-1-one 221 1-trans-tri-n-butylstannyl-4-chlorome      thyl- 2-[7-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-di      oxo-16-chloromethyl-  4-trimethylsilyloxy-1-octene heptyl]-4-trimethylsil      oxy 2-homo-13-trans prostene   cyclopent-2-en-1-one 222 1-trans-tri-n-but      ylstannyl-4-trimethylsilyloxymethyl- 2-[7-methylthiaacetyl dl-11a,16-dihy      droxy-1-methylthiamethyl-1,9-dioxo-16-hydroxymethyl-  4-trimethylsilyloxy      -1-octene heptyl]-4-trimethylsiloxy 2-homo-13-trans prostene   cyclopent-      2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        223 1-trans-iodo- 2-[7-methylthiaacetyl dl-11a,15a-dihydroxy-1-methylth      iamethyl-1,9-dioxo-  3-triphenylmethoxy-1-nonene heptyl]-4-trimethylsilox      y 20-methyl-2-homo-13-trans prostene   cyclopent-2-en-1-one 224 1-trans-i      odo-3-methyl- 2-[7-methylthiaacetyl dl-11a,15a-dihydroxy-1-methylthiameth      yl-1,9-dioxo-15-methyl-  3-trimethylsilyloxy-1-nonene heptyl]-4-trimethyl      siloxy 20-methyl-2-homo-13-trans prostene   cyclopent-2-en-1-one 225      1-trans-iodo-4,4-dimethyl 2-[7-methylthiaacetyl dl-11a,15a-dihydroxy-1-me      thylthiamethyl-1,9-dioxo-  3-trimethylsilyloxy-1-nonene heptyl]-4-trimeth      ylsiloxy 16,16-dimethyl-20-methyl-2-homo-13-trans prostene   cyclopent-2-      en-1-one 226 1-trans-iodo-4,4-trimethylene 2-[7-methylthiaacetyl      dl-11a,15a-dihydroxy-1-methylthiamethyl-1,9-dioxo-  3-trimethylsilyloxy-1      -nonene heptyl]-4-trimethylsiloxy 16,16-trimethylene-20-methyl-2-homo-13-      trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        227 1-trans-tri-n-butylstannyl-3-vinyl- 2-[7-methylthiaacetyl dl-11a,15      a-dihydroxy-1-methylthiamethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1      -nonene heptyl]-4-trimethylsiloxy 20-methyl-2-homo-13-trans prostene      cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        228 1-trans-iodo- 2-[7-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthi      amethyl-1,9-dioxo-  4-triphenylmethoxy-1-nonene heptyl]-4-trimethylsiloxy       20-methyl-2-homo-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        229 1-trans-tri-n-butylstannyl-4-methyl- 2-[7-methylthiaacetyl      dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-methyl-  4-trimethyls      ilyloxy-1-nonene heptyl]-4-trimethylsiloxy 20-methyl-2-homo-13-trans      prostene   cyclopent-2-en-1-one 230 1-trans-tri-n-butylstannyl-5-methyl      2-[7-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-      4-trimethylsilyloxy-1-nonene heptyl]-4-trimethylsiloxy 17-methyl-20-methy      l-2-homo-13-trans prostene   cyclopent-2-en-1-one 231 1-trans-tri-n-butyl      stannyl-4-vinyl- 2-[7-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthiame      thyl-1,9-dioxo-16-vinyl-  4-trimethylsilyloxy-1-nonene heptyl]-4-trimethy      lsiloxy 20-methyl-2-homo-13-trans prostene   cyclopent-2-en-1-one 232      1-trans-tri-n-butylstannyl-4-trimethylsilylethynyl- 2-[7-methylthiaacetyl       dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-ethynyl-  4-trimethy      lsilyloxy-1-nonene heptyl]-4-trimethylsiloxy 20-methyl-2-homo-13-trans      prostene   cyclopent-2-en-1-one 233 1-trans-tri-n-butylstannyl-5-methylen      e 2-[7-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-        4-triethylsilyloxy-1-nonene heptyl]-4-trimethylsiloxy 17-methylene-20-m      ethyl-2-homo-13-trans prostene   cyclopent-2-en-1-one 234 1-trans-tri-n-b      utylstannyl-4-methyl-5-methylene 2-[7-methylthiaacetyl dl-11a,16-dihydrox      y-1-methylthiamethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-nonene      heptyl]-4-trimethylsiloxy 17-methylene-20-methyl-2-homo-13-trans      prostene   cyclopent-2-en-1-one 235 1-trans-tri-n-butylstannyl-4-dimethox      ymethyl- 2-[7-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthiamethyl-1,9      -dioxo-16-formyl-  4-trimethylsilyloxy-1-nonene heptyl]-4-trimethylsiloxy       20-methyl-2-homo-13-trans prostene   cyclopent-2-en-1-one 236 1-trans-tr      i-n-butylstannyl-4-fluoromethyl- 2-[7-methylthiaacetyl dl-11a,16-dihydrox      y-1-methylthiamethyl-1,9-dioxo-16-fluoromethyl-  4-trimethylsilyloxy-1-no      nene heptyl]-4-trimethylsiloxy 20-methyl-2-homo-13-trans prostene      cyclopent-2-en-1-one 237 1-trans-tri-n-butylstannyl-4-difluoromethyl-      2-[7-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16      -difluoromethyl-  4-trimethylsilyloxy-1-nonene heptyl]-4-trimethylsiloxy      20-methyl-2-homo-13-trans prostene   cyclopent-2-en-1-one 238 1-trans-tri      -n-butylstannyl-4-trifluoromethyl- 2-[7-methylthiaacetyl dl-11a,16-dihydr      oxy-1-methylthiamethyl-1,9-dioxo-16-trifluoromethyl-  4-trimethylsilyloxy      -1-nonene heptyl]-4-trimethylsiloxy 20-methyl-2-homo-13-trans prostene      cyclopent-2-en-1-one 239 1-trans-tri-n-butylstannyl-4-chloromethyl-      2-[7-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16      -chloromethyl-  4-trimethylsilyloxy-1-nonene heptyl]-4-trimethylsiloxy      20-methyl-2-homo-13-trans prostene   cyclopent-2-en-1-one 240 1-trans-tri      -n-butylstannyl-4-trimethylsilyloxymethyl- 2-[7-methylthiaacetyl      dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-hydroxymethyl-      4-trimethylsilyloxy-1-nonene heptyl]-4-trimethylsiloxy 20-methyl-2-homo-1      3-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        241 1-trans-iodo- 2-[7-methylthiaacetyl dl-11a,15a-dihydroxy-1-methylth      iamethyl-1,9-dioxo-  3-triphenylmethoxy-1-decene heptyl]-4-trimethylsilox      y 20-ethyl-2-homo-13-trans prostene   cyclopent-2-en-1-one 242 1-trans-io      do-3-methyl- 2-[7-methylthiaacetyl dl-11a,15a-dihydroxy-1-methylthiamethy      l-1,9-dioxo-15-methyl-  3-trimethylsilyloxy-1-decene heptyl]-4-trimethyls      iloxy 20-ethyl-2-homo-13-trans prostene   cyclopent-2-en-1-one 243      1-trans-iodo-4,4-dimethyl 2-[7-methylthiaacetyl dl-11a,15a-dihydroxy-1-me      thylthiamethyl-1,9-dioxo-  3-trimethylsilyloxy-1-decene heptyl]-4-trimeth      ylsiloxy 16,16-dimethyl-20-ethyl-2-homo-13-trans prostene   cyclopent-2-e      n-1-one 244 1-trans-iodo-4,4-trimethylene 2-[7-methylthiaacetyl dl-11a,15      a-dihydroxy-1-methylthiamethyl-1,9-dioxo-  3-trimethylsilyloxy-1-decene      heptyl]4-trimethylsiloxy 16,16-trimethylene-20-ethyl-2-homo-13-transprost      ene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        245 1-trans-tri-n-butylstannyl-3-vinyl- 2-[7-methylthiaacetyl dl-11a,15      a-dihydroxy-1-methylthiamethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1      -decene heptyl]-4-trimethylsiloxy 20-ethyl-2-homo-13-trans prostene      cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        246 1-trans-iodo- 2-[7-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthi      amethyl-1,9-dioxo-  4-triphenylmethoxy-1-decene heptyl]-4-trimethylsiloxy       20-ethyl-2-homo-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        247 1-trans-tri-n-butylstannyl-4-methyl- 2-[7-methylthiaacetyl      dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-methyl-  4-trimethyls      ilyloxy-1-decene heptyl]-4-trimethylsiloxy 20-ethyl-2-homo-13-trans      prostene   cyclopent-2-en-1-one 248 1-trans-tri-n-butylstannyl-5-methyl      2-[7-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-      4-trimethylsilyloxy-1-decene heptyl]-4-trimethylsiloxy 17-methyl-20-ethyl      -2-homo-13-trans prostene   cyclopent-2-en-1-one 249 1-trans-tri-n-butyls      tannyl-4-vinyl- 2-[7-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthiamet      hyl-1,9-dioxo-16-vinyl-  4-trimethylsilyloxy-1-decene heptyl]-4-trimethyl      siloxy 20-ethyl-2-homo-13-trans prostene   cyclopent-2-en-1-one 250      1-trans-tri-n-butylstannyl-4-trimethylsilylethynyl- 2-[7-methylthiaacetyl       dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-ethynyl-  4-trimethy      lsilyloxy-1-decene heptyl]-4-trimethylsiloxy 20-ethyl-2-homo-13-trans      prostene   cyclopent-2-en-1-one 251 1-trans-tri-n-butylstannyl-5-methylen      e 2-[7-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-        4-trimethylsilyloxy-1-decene heptyl]-4-trimethylsiloxy 17-methylene-20-      ethyl-2-homo-13-trans prostene   cyclopent-2-en-1-one 252 1-trans-tri-n-b      utylstannyl-4-methyl-5-methylene 2-[7-methylthiaacetyl dl-11a,16-dihydrox      y-1-methylthiamethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-decene      heptyl]-4-trimethylsiloxy 17-methylene-20-ethyl-2-homo-13-trans prostene        cyclopent-2-en-1-one 253 1-trans-tri-n-butylstannyl-4-dimethoxymethyl-      2-[7-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16      -formyl-  4-trimethylsilyloxy-1-decene heptyl]-4-trimethylsiloxy      20-ethyl-2-homo-13-trans prostene   cyclopent-2-en-1-one 254 1-trans-tri-      n-butylstannyl-4-fluoromethyl- 2-[7-methylthiaacetyl dl-11a,16-dihydroxy-      1-methylthiamethyl-1,9-dioxo-16-fluoromethyl-  4-trimethylsilyloxy-1-dece      ne heptyl]-4-trimethylsiloxy 20-ethyl-2-homo-13-trans prostene      cyclopent-2-en-1-one 255 1-trans-tri-n-butylstannyl-4-difluoromethyl-      2-[7-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16      -difluoromethyl-  4-trimethylsilyloxy-1-decene heptyl]-4-trimethylsiloxy      20-ethyl-2-homo-13-trans prostene   cyclopent-2-en-1-one 256 1-trans-tri-      n-butylstannyl-4-trifluoromethyl- 2-[7-methylthiaacetyl dl-11a,16-dihydro      xy-1-methylthiamethyl-1,9-dioxo-16-trifluoromethyl-  4-trimethylsilyloxy-      1-decene heptyl]-4-trimethylsiloxy 20-ethyl-2-homo-13-trans prostene      cyclopent-2-en-1-one 257 1-trans-tri-n-butylstannyl-4-chloromethyl-      2-[7-methylthiaacetyl dl-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16      -chloromethyl-  4-trimethylsilyloxy-1-decene heptyl]-4-trimethylsiloxy      20-ethyl-2-homo-13-trans prostene   cyclopent-2-en-1-one 258 1-trans-tri-      n-butylstannyl-4-trimethylsilyloxymethyl- 2-[7-methylthiaacetyl dl-11a,16      -dihydroxy-1-methylthiamethyl-1,9-dioxo-16-hydroxymethyl-  4-trimethylsil      yloxy-1-decene heptyl]-4-trimethylsiloxy 20-ethyl-2-homo-13-trans      prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        259 1-trans-iodo- 2-[6-methylthiaacetyl nat-11a,15a-dihydroxy-1-methylt      hiamethyl-1,9-dioxo-  3-triphenylmethoxy-1-heptene hexyl]-4R-trimethylsil      oxy 20-nor-13-trans prostene   cyclopent-2-en-1-one 260 1-trans-iodo-meth      yl- 2-[6-methylthiaacetyl nat-11a,15a-dihydroxy-1-methylthiamethyl-1,9-di      oxo-15-methyl-  3-trimethylsilyloxy-1-heptene hexyl]-4R-trimethylsiloxy      20-nor-13-trans prostene   cyclopent-2-en-1-one 261 1-trans-iodo-4,4-dime      thyl 2-[6-methylthiaacetyl nat-11a,15a-dihydroxy-1-methylthiamethyl-1,9-d      ioxo-  3-trimethysilyloxy-1-heptene hexyl]-4R-trimethylsiloxy 16,16-dimet      hyl-20-nor-13-trans prostene   cyclopent-2-en-1-one 262 1-trans-iodo-5,5-      dimethyl 2-[6-methylthiaacetyl nat-11a,15a-dihydroxy-1-methylthiamethyl-1      ,9-dioxo-  3-triphenylmethoxy-1-octene hexyl]-4R-trimethylsiloxy      17,17-dimethyl-13-trans prostene   cyclopent-2-en-1-one 263 1-trans-iodo-      methyl 2-[6-methylthiaacetyl nat-11a,15a-dihydroxy-1-methylthiamethyl-1,9      -dioxo-  3-triphenylmethoxy-1-octene hexyl]-4R-trimethylsiloxy 16-methyl-      13-trans prostene   cyclopent-2-en-1-one 264 1-trans-iodo-4,4-trimethylen      e 2-[6-methylthiaacetyl nat-11a,15a-dihydroxy-1-methylthiamethyl-1,9-diox      o-  3-trimethylsilyloxy-1-heptene hexyl]-4R-trimethylsiloxy 16,16-trimeth      ylene-20-nor-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        265 1-trans-tri-n-butylstannyl-3-vinyl- 2-[6-methylthiaacetyl nat-11a,1      5a-dihydroxy-1-methylthiamethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-      1-heptene hexyl]-4R-trimethylsiloxy 20-nor-13-trans prostene   cyclopent-      2-en-1-one 266 1-trans-tri-n-butylstannyl-4-phenoxy 2-[6-methylthiaacetyl       nat-11a,15a-dihydroxy-1-methylthiamethyl-1,9-dioxo-  3-triethylsilyloxy-      1-butene hexyl]-4R-trimethylsiloxy 16-phenoxy-17,20-tetranor-13-trans      prostene   cyclopent-2-en-1-one 267 1-trans-tri-n-butylstannyl-4-(p-fluor      ophenoxy) 2-[6-methylthiaacetyl nat-11a,15a-dihydroxy-1-methylthiamethyl-      1,9-dioxo-  3-triethylsilyloxy-1-butene hexyl]-4R-trimethylsiloxy      16-(p-fluorophenoxy)-17-20-tetranor-13-trans prostene   cyclopent-2-en-1-      one 268 1-trans-tri-n-butylstannyl-4-(m-chlorophenoxy) 2-[6-methylthiaace      tyl nat-11a,15a-dihydroxy-1-methylthiamethyl-1,9-dioxo-  3-triethylsilylo      xy-1-butene hexyl]-4R-trimethylsiloxy 16-(m-chlorophenoxy)-17-20-tetranor      -13-trans prostene   cyclopent-2-en-1-one 269 1-trans-tri-n-butylstannyl-      4-(m-trifluoromethylphenoxy) 2-[6-methylthiaacetyl nat-11a,15a-dihydroxy-      1-methylthiamethyl-1,9-dioxo-  3-triethylsilyloxy-1-butene hexyl]-4R-trim      ethylsiloxy 16-(m-trifluoromethylphenoxy)-17-20-tetranor-13-trans      prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        270 1-trans-iodo-5-phenyl 2-[6-methylthiaacetyl nat-11a,15a-dihydroxy-1      -methylthiamethyl-1,9-dioxo-  3-triethylsilyloxy-1-pentene hexyl]-4R-trim      ethylsiloxy 17-phenyl-18-20-trinor-13-trans prostene   cyclopent-2-en-1-o      ne 271 1-trans-iodo-4,4-dimethyl-5-phenyl 2-[6-methylthiaacetyl nat-11a,1      5a-dihydroxy-1-methylthiamethyl-1,9-dioxo-  3-triethylsilyloxy-1-pentene      hexyl]-4R-trimethylsiloxy 16,16-dimethyl-17-phenyl-18-20-trinor-13-trans      prostene   cyclopent-2-en-1-one 272 1-trans-iodo-4-cyclopentyl 2-[6-methy      lthiaacetyl nat-11a,15a-dihydroxy-1-methylthiamethyl-1,9-dioxo-      3-triphenylmethoxy-1-butene hexyl]-4R-trimethylsiloxy 16-cyclopentyl-17-2      0-tetranor-13-trans prostene   cyclopent-2-en-1-one 273 1-trans-iodo-4-cy      clohexyl 2-[6-methylthiaacetyl nat-11a,15a-dihydroxy-1-methylthiamethyl-1      ,9-dioxo-  3-triphenylmethoxy-1-butene hexyl]-4R-trimethylsiloxy      16-cyclohexyl-17-20-tetranor-13-trans prostene   cyclopent-2-en-1-one      274 1-trans-iodo- 2-[6-methylthiaacetyl nat-11a,16-dihydroxy-1-methylthia      methyl-1,9-dioxo-  4-triphenylmethoxy-1-heptene hexyl]-4R-trimethylsiloxy       20-nor-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        275 1-trans-tri-n-butylstannyl-4-methyl- 2-[6-methylthiaacetyl      nat-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-methyl-  4-trimethyl      silyloxy-1-heptene hexyl]-4R-trimethylsiloxy 20-nor-13-trans prostene      cyclopent-2-en-1-one 276 1-trans-tri-n-butylstannyl-4-ethyl- 2-[6-methylt      hiaacetyl nat-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-ethyl-      4-trimethylsilyloxy-1-octene hexyl]-4R-trimethylsiloxy 13-trans prostene        cyclopent-2-en-1-one 277 1-trans-tri-n-butylstannyl-5-methyl 2-[6-methy      lthiaacetyl nat-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-  4-trimeth      ylsilyloxy-1-heptene hexyl]-4R-trimethylsiloxy 17-methyl-20-nor-13-trans      prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        278 1-trans-iodo-5,5-dimethyl 2-[6-methylthiaacetyl nat-11a,16-dihydrox      y-1-methylthiamethyl-1,9-dioxo-  4-trimethylsilyloxy-1-octene hexyl]-4R-t      rimethylsiloxy 17,17-dimethyl-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PROUCT PROSTAGLANDIN OF THE PGE1      SERIES        279 1-trans-tri-n-butylstannyl-4-vinyl- 2-[6-methylthiaacetyl nat-11a,1      6-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-vinyl-  4-trimethylsilyloxy-1      -heptene hexyl]-4R-trimethylsiloxy 20-nor-13-trans prostene   cyclopent-2      -en-1-one 280 1-trans-tri-n-butylstannyl-4-cyclopropyl- 2-[6-methylthiaac      etyl nat-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-cyclopropyl-      4-trimethylsilyloxy-1-octene hexyl]-4R-trimethylsiloxy 13-trans prostene        cyclopent-2-en-1-one 281 1-trans-tri-n-butylstannyl-4-trimethylsilyleth      ynyl- 2-[6-methylthiaacetyl nat-11a,16-dihydroxy-1-methylthiamethyl-1,9-d      ioxo-16-ethynyl-  4-trimethylsilyloxy-1-heptene hexyl]-4R-trimethylsiloxy       20-nor-13-trans prostene   cyclopent-2-en-1-one 282 1-trans-tri-n-butyls      tannyl-5-methylene 2-[6-methylthiaacetyl nat-11a,16-dihydroxy-1-methylthi      amethyl-1,9-dioxo-  4-triethylsilyloxy-1-heptene hexyl]-4R-trimethylsilox      y 17-methylene-20-nor-13-trans prostene   cyclopent-2-en-1-one 283      1-trans-tri-n-butylstannyl-4-methyl-5-methylene 2-[6-methylthiaacetyl      nat-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-methyl-  4-trimethyl      silyloxy-1-heptene hexyl]-4R-trimethylsiloxy 17-methylene-20-nor-13-trans       prostene   cyclopent-2-en-1-one 284 1-trans-tri-n-butylstannyl-4-dimetho      xymethyl- 2-[6-methylthiaacetyl nat-11a,16-dihydroxy-1-methylthiamethyl-1      ,9-dioxo-16-formyl-  4-trimethylsilyloxy-1-heptene hexyl]-4R-trimethylsil      oxy 20-nor-13-trans prostene   cyclopent-2-en-1-one 285 1-trans-tri-n-but      ylstannyl-4-fluoromethyl- 2-[6-methylthiaacetyl nat-11a,16-dihydroxy-1-me      thylthiamethyl-1,9-dioxo-16-fluoromethyl-  4-trimethylsilyloxy-1-heptene      hexyl]-4R-trimethylsiloxy 20-nor-13-trans prostene   cyclopent-2-en-1-one       286 1-trans-tri-n-butylstannyl-4-difluoromethyl- 2-[6-methylthiaacetyl      nat-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-difluoromethyl-      4-trimethylsilyloxy-1-heptene hexyl]-4R-trimethylsiloxy 20-nor-13-trans      prostene   cyclopent-2-en-1-one 287 1-trans-tri-n-butylstannyl-4-trifluor      omethyl- 2-[6-methylthiaacetyl nat-11a,16-dihydroxy-1-methylthiamethyl-1,      9-dioxo-16-trifluoromethyl-  4-trimethylsilyloxy-1-heptene hexyl]-4R-trim      ethylsiloxy 20-nor-13-trans prostene   cyclopent-2-en-1-one 288 1-trans-t      ri-n-butylstannyl-4-chloromethyl- 2-[6-methylthiaacetyl nat-11a,16-dihydr      oxy-1-methylthiamethyl-1,9-dioxo-16-chloromethyl-  4-trimethylsilyloxy-1-      heptene hexyl]-4R-trimethylsiloxy 20-nor-13-trans prostene   cyclopent-2-      en-1-one 289 1-trans-tri-n-butylstannyl-4-trimethylsilyloxymethyl-      2-[6-methylthiaacetyl nat-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-1      6-hydroxymethyl-  4-trimethylsilyloxy-1-heptene hexyl]-4R-trimethylsiloxy       20-nor-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        290 1-trans-iodo-4-methyl-7-chloro 2-[6-methylthiaacetyl nat-11a,16-dih      ydroxy-1-methylthiamethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-hep      tene hexyl]-4R-trimethylsiloxy 19-chloro-20-nor-13-trans prostene      cyclopent-2-en-1-one 291 1-trans-iodo- 2-[6-methylthiaacetyl nat-11a,15a-      dihydroxy-1-methylthiamethyl-1,9-dioxo-  3-triphenylmethoxy-1-octene      hexyl]-4R-trimethylsiloxy 13-trans prostene   cyclopent-2-en-1-one 292      1-trans-iodo-3-methyl- 2-[6-methylthiaacetyl nat-11a,15a-dihydroxy-1-meth      ylthiamethyl-1,9-dioxo-15-methyl-  3-trimethylsilyloxy-1-octene hexyl]-4R      -trimethylsiloxy 13-trans prostene   cyclopent-2-en-1-one 293 1-trans-iod      o-4,4-dimethyl 2-[6-methylthiaacetyl nat-11a,15a-dihydroxy-1-methylthiame      thyl-1,9-dioxo-  3-trimethylsilyloxy-1-octene hexyl]-4R-trimethylsiloxy      16,16-dimethyl-13-trans prostene   cyclopent-2-en-1-one 294 1-trans-iodo-      4,4-trimethylene 2-[6-methylthiaacetyl nat-11a,15a-dihydroxy-1-methylthia      methyl-1,9-dioxo-  3-trimethylsilyloxy-1-octene hexyl]-4R-trimethylsiloxy       16,16-trimethylene-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        295 1-trans-tri-n-butylstannyl-3-vinyl- 2-[6-methylthiaacetyl nat-11a,1      5a-dihydroxy-1-methylthiamethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-      1-octene hexyl]-4R-trimethylsiloxy 13-trans prostene   cyclopent-2-en-1-o      ne        EXAMPLE VINYL IODIDE CYCLOPENTENONE PROSUCT PROSTAGLANDIN OF THE PGE1      SERIES        296 1-trans-iodo- 2-[6-methylthiaacetyl nat-11a,16-dihydroxy-1-methylth      iamethyl-1,9-dioxo-  4-triphenylmethoxy-1-octene hexyl]-4R-trimethylsilox      y 13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        297 1-trans-tri-n-butylstannyl-4-methyl- 2-[6-methylthiaacetyl      nat-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-methyl-  4-trimethyl      silyloxy-1-octene hexyl]-4R-trimethylsiloxy 13-trans prostene   cyclopent      -2-en-1-one 298 1-trans-tri-n-butylstannyl-5-methyl 2-[6-methylthiaacetyl       nat-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-  4-trimethylsilyloxy-      1-octene hexyl]-4R-trimethylsiloxy 17-methyl-13-trans prostene      cyclopent-2-en-1-one 299 1-trans-tri-n-butylstannyl-4-vinyl- 2-[6-methylt      hiaacetyl nat-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-vinyl-      4-trimethylsilyloxy-1-octene hexyl]-4R-trimethylsiloxy 13-trans prostene        cyclopent-2-en-1-one 300 1-trans-tri-n-butylstannyl-4-trimethylsilyleth      ynyl- 2-[6-methylthiaacetyl nat-11a,16-dihydroxy-1-methylthiamethyl-1,9-d      ioxo-16-ethynyl-  4-trimethylsilyloxy-1-octene hexyl]-4R-trimethylsiloxy      13-trans prostene   cyclopent-2-en-1-one 301 1-trans-tri-n-butylstannyl-5      -methylene 2-[6-methylthiaacetyl nat-11a,16-dihydroxy-1-methylthiamethyl-      1,9-dioxo-  4-triethylsilyloxy-1-octene hexyl]-4R-trimethylsiloxy      17-methylene-13-trans prostene   cyclopent-2-en-1-one 302 1-trans-tri-n-b      utylstannyl-4-methyl-5-methylene 2-[6-methylthiaacetyl nat-11a,16-dihydro      xy-1-methylthiamethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-octene      hexyl]-4R-trimethylsiloxy 17-methylene-13-trans prostene   cyclopent-2-en      -1-one 303 1-trans-tri-n-butylstannyl-4-dimethoxymethyl- 2-[6-methylthiaa      cetyl nat-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-formyl-      4-trimethylsilyloxy-1-octene hexyl]-4R-trimethylsiloxy 13-trans prostene        cyclopent-2-en-1-one 304 1-trans-tri-n-butylstannyl-4-fluoromethyl-      2-[6-methylthiaacetyl nat-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-1      6-fluoromethyl-  4-trimethylsilyloxy-1-octene hexyl]-4R-trimethylsiloxy      13-trans prostene   cyclopent-2-en-1-one 305 1-trans-tri-n-butylstannyl-4      -difluoromethyl- 2-[6-methylthiaacetyl nat-11a,16-dihydroxy-1-methylthiam      ethyl-1,9-dioxo-16-difluoromethyl-  4-trimethylsilyloxy-1-octene      hexyl]-4R-trimethylsiloxy 13-trans prostene   cyclopent-2-en-1-one 306      1-trans-tri-n-butylstannyl-4-trifluoromethyl- 2-[6-methylthiaacetyl      nat-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-trifluoromethyl-      4-trimethylsilyloxy-1-octene hexyl]-4R-trimethylsiloxy 13-trans prostene        cyclopent-2-en-1-one 307 1-trans-tri-n-butylstannyl-4-chloromethyl-      2-[6-methylthiaacetyl nat-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-1      6-chloromethyl-  4-trimethylsilyloxy-1-octene hexyl]-4R-trimethylsiloxy      13-trans prostene   cyclopent-2-en-1-one 308 1-trans-tri-n-butylstannyl-4      -trimethylsilyloxymethyl- 2-[6-methylthiaacetyl nat-11a,16-dihydroy-1-met      hylthiamethyl-1,9-dioxo-16-hydroxymethyl-  4-trimethylsilyloxy-1-octene      hexyl]-4R-trimethylsiloxy 13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        309 1-trans-iodo- 2-[6-methylthiaacetyl nat-11a,15a-dihydroxy-1-methylt      hiamethyl-1,9-dioxo-  3-triphenylmethoxy-1-nonene hexyl]-4R-trimethylsilo      xy 20-methyl-13-trans prostene   cyclopent-2-en-1-one 310 1-trans-iodo-3-      methyl- 2-[6-methylthiaacetyl nat-11a,15a-dihydroxy-1-methylthiamethyl-1,      9-dioxo-15-methyl-  3-trimethylsilyloxy-1-nonene hexyl]-4R-trimethylsilox      y 20-methyl-13-trans prostene   cyclopent-2-en-1-one 311 1-trans-iodo-4,4      -dimethyl 2-[6-methylthiaacetyl nat-11a,15a-dihydroxy-1-methylthiamethyl-      1,9-dioxo-  3-trimethylsilyloxy-1-nonene hexyl]-4R-trimethylsiloxy      16,16-dimethyl-20-methyl-13-trans prostene   cyclopent-2-en-1-one 312      1-trans-iodo-4,4-trimethylene 2-[6-methylthiaacetyl nat-11a,15a-dihydroxy      -1-methylthiamethyl-1,9-dioxo-  3-trimethylsilyloxy-1-nonene hexyl]-4R-tr      imethylsiloxy 16,16-trimethylene-20-methyl-13-trans prostene   cyclopent-      2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        313 1-trans-tri-n-butylstannyl-3-vinyl- 2-[6-methylthiaacetyl nat-11a,1      5a-dihydroxy-1-methylthiamethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-      1-nonene hexyl]-4R-trimethylsiloxy 20-methyl-13-trans prostene      cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        314 1-trans-iodo- 2-[6-methylthiaacetyl nat-11a,16-dihydroxy-1-methylth      iamethyl-1,9-dioxo-  4-triphenylmethoxy-1-nonene hexyl]-4R-trimethylsilox      y 20-methyl-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        315 1-trans-tri-n-butylstannyl-4-methyl- 2-[6-methylthiaacetyl      nat-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-methyl-  4-trimethyl      silyloxy-1-nonene hexyl]  -4R-trimethylsiloxy 20-methyl-13-trans      prostene   cyclopent-2-en-1-one 316 1-trans-tri-n-butylstannyl-5-methyl      2-[6-methylthiaacetyl nat-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-       4-trimethylsilyloxy-1-nonene hexyl]-4R-trimethylsiloxy 17-methyl-20-meth      yl-13-trans prostene   cyclopent-2-en-1-one 317 1-trans-tri-n-butylstanny      l-4-vinyl- 2-[6-methylthiaacetyl nat-11a,16-dihydroxy-1-methylthiamethyl-      1,9-dioxo-16-vinyl-  4-trimethylsilyloxy-1-nonene hexyl]-4R-trimethylsilo      xy 20-methyl-13-trans prostene   cyclopent-2-en-1-one 318 1-trans-tri-n-b      utylstannyl-4-trimethylsilylethynyl- 2-[6-methylthiaacetyl nat-11a,16-dih      ydroxy-1-methylthiamethyl-1,9-dioxo-16-ethynyl-  4-trimethylsilyloxy-1-no      nene hexyl]-4R-trimethylsiloxy 20-methyl-13-trans prostene   cyclopent-2-      en-1-one 319 1-trans-tri-n-butylstannyl-5-methylene 2-[6-methylthiaacetyl       nat-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-  4-triethylsilyloxy-1      -nonene hexyl]-4R-trimethylsiloxy 17-methylene-20-methyl-13-trans      prostene   cyclopent-2-en-1-one 320 1-trans-tri-n-butylstannyl-4-methyl-5      -methylene 2-[6-methylthiaacetyl nat-11a,16-dihydroxy-1-methylthiamethyl-      1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-nonene hexyl]-4R-trimethylsil      oxy 17-methylene-20-methyl-13-trans prostene   cyclopent-2-en-1-one 321      1-trans-tri-n-butylstannyl-4-dimethoxymethyl 2-[6-methylthiaacetyl      nat-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-formyl-  4-trimethyl      silyloxy-1-nonene hexyl]-4R-trimethylsiloxy 20-methyl-13-trans prostene       cyclopent-2-en-1-one 322 1-trans-tri-n-butylstannyl-4-fluoromethyl-      2-[6-methylthiaacetyl nat-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-1      6-fluoromethyl-  4-trimethylsilyloxy-1-nonene hexyl]-4R-trimethylsiloxy      20-methyl-13-trans prostene   cyclopent-2-en-1-one 323 1-trans-tri-n-buty      lstannyl-4-difluoromethyl- 2-[6-methylthiaacetyl nat-11a,16-dihydroxy-1-m      ethylthiamethyl-1,9-dioxo-16-difluoromethyl-  4-trimethylsilyloxy-1-nonen      e hexyl]-4R-trimethylsiloxy 20-methyl-13-trans prostene   cyclopent-2-en-      1-one 324 1-trans-tri-n-butylstannyl-4-trifluoromethyl- 2-[6-methylthiaac      etyl nat-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-trifluoromethyl      -  4-trimethylsilyloxy-1-nonene hexyl]-4R-trimethylsiloxy 20-methyl-13-tr      ans prostene   cyclopent-2-en-1-one 325 1-trans-tri-n-butylstannyl-4-chlo      romethyl- 2-[6-methylthiaacetyl nat-11a,16-dihydroxy-1-methylthiamethyl-1      ,9-dioxo-16-chloromethyl-  4-trimethylsilyloxy-1-nonene hexyl]-4R-trimeth      ylsiloxy 20-methyl-13-trans prostene   cyclopent-2-en-1-one 326 1-trans-t      ri-n-butylstannyl-4-trimethylsilyloxymethyl- 2-[6-methylthiaacetyl      nat-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-hydroxymethyl-      4-trimethylsilyloxy-1-nonene hexyl]-4R-trimethylsiloxy 20-methyl-13-trans       prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        327 1-trans-iodo- 2-[6-methylthiaacetyl nat-11a,15a-dihydroxy-1-methylt      hiamethyl-1,9-dioxo-  3-triphenylmethoxy-1-decene hexyl]-4R-trimethylsilo      xy 20-ethyl-13-trans prostene   cyclopent-2-en-1-one 328 1-trans-iodo-3-m      ethyl- 2-[6-methylthiaacetyl nat-11a,15a-dihydroxy-1-methylthiamethyl-1,9      -dioxo-15-methyl-  3-trimethylsilyloxy-1-decene hexyl]-4R-trimethylsiloxy       20-ethyl-13-trans prostene   cyclopent-2-en-1-one 329 1-trans-iodo-4,4-d      imethyl 2-[6-methylthiaacetyl nat-11a,15a-dihydroxy-1-methylthiamethyl-1,      9-dioxo-  3-trimethylsilyloxy-1-decene hexyl]-4R-trimethylsiloxy      16,16-dimethyl-20-ethyl-13-trans prostene   cyclopent-2-en-1-one 330      1-trans-iodo-4,4-trimethylene 2-[6-methylthiaacetyl nat-11a,15a-dihydroxy      -1-methylthiamethyl-1,9-dioxo-  3-trimethylsilyloxy-1-decene hexyl]-4R-tr      imethylsiloxy 16,16-trimethylene-20-ethyl-13-trans prostene   cyclopent-2      -en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        331 1-trans-tri-n-butylstannyl-3-vinyl- 2-[6-methylthiaacetyl nat-11a,1      5a-dihydroxy-1-methylthiamethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-      1-decene hexyl]-4R-trimethylsiloxy 20-ethyl-13-trans prostene   cyclopent      -2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        332 1-trans-iodo- 2-[6-methylthiaacetyl nat-11a,16-dihydroxy-1-methylth      iamethyl-1,9-dioxo-  4-triphenylmethoxy-1-decene hexyl]-4R-trimethylsilox      y 20-ethyl-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        333 1-trans-tri-n-butylstannyl-4-methyl- 2-[6-methylthiaacetyl      nat-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-methyl-  4-trimethyl      silyloxy-1-decene hexyl]-4R-trimethylsiloxy 20-ethyl-13-trans prostene      cyclopent-2-en-1-one 334 1-trans-tri-n-butylstannyl-5-methyl 2-[6-methylt      hiaacetyl nat-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-  4-trimethyl      silyloxy-1-decene hexyl]-4R-trimethylsiloxy 17-methyl-20-ethyl-13-trans      prostene   cyclopent-2-en-1-one 335 1-trans-tri-n-butylstannyl-4-vinyl-      2-[6-methylthiaacetyl nat-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-1      6-vinyl-  4-trimethylsilyloxy-1-decene hexyl]-4R-trimethylsiloxy      20-ethyl-13-trans prostene   cyclopent-2-en-1-one 336 1-trans-tri-n-butyl      stannyl-4-trimethylsilylethynyl- 2-[6-methylthiaacetyl nat-11a,16-dihydro      xy-1-methylthiamethyl-1,9-dioxo-16-ethynyl-  4-trimethylsilyloxy-1-decene       hexyl]-4R-trimethylsiloxy 20-ethyl-13-trans prostene   cyclopent-2-en-1-      one 337 1-trans-tri-n-butylstannyl-5-methylene 2-[6-methylthiaacetyl      nat-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-  4-triethylsilyloxy-1-      decene hexyl]-4R-trimethylsiloxy 17-methylene-20-ethyl-13-trans prostene        cyclopent-2-en-1-one 338 1-trans-tri-n-butylstannyl-4-methyl-5-methylen      e 2-[6-methylthiaacetyl nat-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo      -16-methyl-  4-trimethylsilyloxy-1-decene hexyl]-4R-trimethylsiloxy      17-methylene-20-ethyl-13-trans prostene  cyclopent-2-en-1-one 339      1-trans-tri-n-butylstannyl-4-dimethoxymethyl- 2-[6-methylthiaacetyl      nat-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-formyl-  4-trimethyl      silyloxy-1-decene hexyl]-4R-trimethylsiloxy 20-ethyl-13-trans prostene      cyclopent-2-en-1-one 340 1-trans-tri-n-butylstannyl-4-fluoromethyl-      2-[6-methylthiaacetyl nat-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-1      6-fluoromethyl-  4-trimethylsilyloxy-1-decene hexyl]-4R-trimethylsiloxy      20-ethyl-13-trans prostene   cyclopent-2-en-1-one 341 1-trans-tri-n-butyl      stannyl-4-difluoromethyl- 2-[6-methylthiaacetyl nat-11a,16-dihydroxy-1-me      thylthiamethyl-1,9-dioxo-16-difluoromethyl-  4-trimethylsilyloxy-1-decene       hexyl]-4R-trimethylsiloxy 20-ethyl-13-trans prostene   cyclopent-2-en-1-      one 342 1-trans-tri-n-butylstannyl-4-trifluoromethyl- 2-[6-methylthiaacet      yl nat-11a,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-trifluoromethyl-       4-trimethylsilyloxy-1-decene hexyl]-4R-trimethylsiloxy 20-ethyl-13-trans       prostene   cyclopent-2-en-1-one 343 1-trans-tri-n-butylstannyl-4-chlorom      ethyl- 2-[6-methylthiaacetyl nat-11a,16-dihydroxy-1-methylthiamethyl-1,9-      dioxo-16-chloromethyl-  4-trimethylsilyloxy-1-decene hexyl]-4R-trimethyls      iloxy 20-ethyl-13-trans prostene   cyclopent-2-en-1-one 344 1-trans-tri-n      -butylstannyl-4-trimethylsilyloxymethyl- 2-[6-methylthiaacetyl nat-11a,16      -dihydroxy-1-methylthiamethyl-1,9-dioxo-16-hydroxymethyl-  4-trimethylsil      yloxy-1-decene hexyl]-4R-trimethylsiloxy 20-ethyl-13-trans prostene      cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        345 1-trans-iodo- 2-[5-methylthiaacetyl dl-15a-hydroxy-1-methylthiameth      yl-1,9-dioxo-  3-triphenylmethoxy-1-heptene pentyl] 20-nor-2-nor-13-trans       prostene   cyclopent-2-en-1-one 346 1-trans-iodo-3-methyl- 2-[5-methylth      iaacetyl dl-15a-hydroxy-1-methylthiamethyl-1,9-dioxo-15-methyl-      3-trimethylsilyloxy-1-heptene pentyl] 20-nor-2-nor-13-trans prostene      cyclopent-2-en-1-one 347 1-trans-iodo-4,4-dimethyl- 2-[5-methylthiaacetyl       dl-15a-hydroxy-1-methylthiamethyl-1,9-dioxo-  3-trimethylsilyloxy-1-hept      ene pentyl] 16,16-dimethyl-20-nor-2-nor-13-trans prostene   cyclopent-2-e      n-one 348 1-trans-iodo-5,5-dimethyl 2-[5-methylthiaacetyl dl-15a-hydroxy-      1-methylthiamethyl-1,9-dioxo-  3-triphenylmethoxy-1-octene pentyl]      17,17-dimethyl-2-nor-13-trans prostene   cyclopent-2-en-1-one 349      1-trans-iodo-4-methyl- 2-[5-methylthiaacetyl dl-15a-hydroxy-1-methylthiam      ethyl-1,9-dioxo-  3-triphenylmethoxy-1-octene pentyl] 16-methyl-2-nor-13-      trans prostene   cyclopent-2-en-1-one 350 1-trans-iodo-4,4-trimethylene      2-[5-methylthiaacetyl dl-15a-hydroxy-1-methylthiamethyl-1,9-dioxo-      3-trimethylsilyloxy-1-heptene pentyl]16,16-trimethylene-20-nor-2-nor-13-t      rans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE1 SERIES        351 1-trans-tri-n-butylstannyl-3-vinyl- 2-[5-methylthiaacetyl dl-15a-hy      droxy-1-methylthiamethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-hepte      ne pentyl] 20-nor-2-nor-13-trans prostene   cyclopent-2-en-1-one 352      1-trans-tri-n-butylstannyl-4-phenoxy 2-[5-methylthiaacetyl dl-15a-hydroxy      -1-methylthiamethyl-1,9-dioxo-  3-triethylsilyloxy-1-butene pentyl]      16-phenoxy-2-nor-17-20-tetranor-13-trans prostene   cyclopent-2-en-1-one      353 1-trans-tri-n-butylstannyl-4-(p-fluorophenoxy) 2-[5-methylthiaacetyl      dl-15a-hydroxy-1-methylthiamethyl-1,9-dioxo-  3-triethylsilyloxy-1-butene       pentyl] 16-(p-fluorophenoxy)-2-nor-17-20-tetranor-13-trans prostene      cyclopent-2-en-1-one 354 1-trans-tri-n-butylstannyl-4-(m-chlorophenoxy)      2-[5-methylthiaacetyl dl-15a-hydroxy-1-methylthiamethyl-1,9-dioxo-      3-triethylsilyloxy-1-butene pentyl] 16-(m-chlorophenoxy)-2-nor-17-20-tetr      anor-13-trans prostene   cyclopent-2-en-1-one 355 1-trans-tri-n-butylstan      nyl-4-(m-trifluoromethylphenoxy) 2-[5-methylthiaacetyl dl-15a-hydroxy-1-m      ethylthiamethyl-1,9-dioxo-  3-triethylsilyloxy-1-butene pentyl] 16-(m-tri      fluoromethylphenoxy)-2-nor-17-20-tetranor-13-trans prostene   cyclopent-2      -en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        356 1-trans-iodo-5-phenyl 2-[5-methylthiaacetyl dl-15a-hydroxy-1-methyl      thiamethyl-1,9-dioxo-  3-triethylsilyloxy-1-butene pentyl] 17-phenyl-2-no      r-18-20-trinor-13-trans prostene   cyclopent-2-en-1-one 357 1-trans-iodo-      4,4-dimethyl-5-phenyl 2-[5-methylthiaacetyl dl-15a-hydroxy-1-methylthiame      thyl-1,9-dioxo-  3-triethylsilyloxy-1-pentene pentyl] 16,16-dimethyl-17-p      henyl-2-nor-18-20-trinor-13-trans prostene   cyclopent-2-en-1-one 358      1-trans-iodo-4-cyclopentyl 2-[5-methylthiaacetyl dl-15a-hydroxy-1-methylt      hiamethyl-1,9-dioxo-  3-triphenylmethoxy-1-butene pentyl] 16-cyclopentyl-      2-nor-17-20-tetranor-13-trans prostene   cyclopent-2-en-1-one 359      1-trans-iodo-4-cyclohexyl 2-[5-methylthiaacetyl dl-15a-hydroxy-1-methylth      iamethyl-1,9-dioxo-  3-triphenylmethoxy-1-butene pentyl] 16-cyclohexyl-2-      nor-17-20-tetranor-13-trans prostene   cyclopent-2-en-1-one 360 1-trans-i      odo- 2-[5-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-      4-triphenylmethoxy-1-heptene pentyl] 20-nor-2-nor-13-trans prostene      cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE1 SERIES        361 1-trans-tri-n-butylstannyl-4-methyl- 2-[5-methylthiaacetyl      dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-methyl-  4-trimethylsilylox      y-1-heptene pentyl] 20-nor-2-nor-13-trans prostene   cyclopent-2-en-1-one       362 1-trans-tri-n-butylstannyl-4-ethyl- 2-[5-methylthiaacetyl dl-16-hydr      oxy-1-methylthiamethyl-1,9-dioxo-16-ethyl-  4-trimethylsilyloxy-1-octene      pentyl] 2-nor-13-trans prostene   cyclopent-2-en-1-one 363 1-trans-tri-n-      butylstannyl-5-methyl- 2-[5-methylthiaacetyl dl-16-hydroxy-1-methylthiame      thyl-1,9-dioxo-  4-trimethylsilyloxy-1-heptene pentyl] 17-methyl-20-nor-2      -nor-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        364 1-trans-iodo-5,5-dimethyl 2-[5-methylthiaacetyl dl-16-hydroxy-1-met      hylthiamethyl-1,9-dioxo-  4-trimethylsilyloxy-1-octene pentyl] 17,17-dime      thyl-2-nor-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE1 SERIES        365 1-trans-tri-n-butylstannyl-4-vinyl- 2-[5-methylthiaacetyl dl-16-hyd      roxy-1-methylthiamethyl-1,9-dioxo-16-vinyl-  4-trimethylsilyloxy-1-hepten      e pentyl] 20-nor-2-nor-13-trans prostene   cyclopent-2-en-1-one 366      1-trans-tri-n-butylstannyl-4-cyclopropyl- 2-[5-methylthiaacetyl dl-16-hyd      roxy-1-methylthiamethyl-1,9-dioxo-16-cyclopropyl-  4-trimethylsilyloxy-1-      octene pentyl] 2-nor-13-trans prostene   cyclopent-2-en-1-one 367      1-trans-tri-n-butylstannyl-4-trimethylsilylethynyl- 2-[5-methylthiaacetyl       dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-ethynyl-  4-trimethylsilyl      oxy-1-heptene pentyl] 20-nor-2-nor-13-trans prostene   cyclopent-2-en-1-o      ne368 1-trans-tri-n-butylstannyl-5-methylene 2-[5-methylthiaacetyl      dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-  4-triethylsilyloxy-1-heptene       pentyl] 17-Methylene-20-nor-2-nor-13-trans prostene   cyclopent-2-en-1-o      ne 369 1-trans-tri-n-butylstannyl-4-methyl-5-methylene 2-[5-methylthiaace      tyl dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-methyl-  4-trimethylsil      yloxy-1-heptene pentyl] 17-methylene-20-nor-2-nor-13-trans prostene      cyclopent-2-en-1-one 370 1-trans-tri-n-butylstannyl-4-dimethoxymethyl-      2-[5-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-formy      l-  4-trimethylsilyloxy-1-heptene pentyl] 20-nor-2-nor-13-trans prostene        cyclopent-2-en-1-pne 371 1-trans-tri-n-butylstannyl-4-fluoromethyl-      2-[5-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-fluor      omethyl-  4-trimethylsilyloxy-1-heptene pentyl] 20-nor-2-nor-13-trans      prostene   cyclopent-2-en-1-one 372 1-trans-tri-n-butylstannyl-4-trifluor      omethyl- 2-[5-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo      -16-trifluoromethyl-  4-trimethylsilyloxy-1-heptene pentyl] 20-nor-2-nor-      13-trans prostene   cyclopent-2-en-1-one 373 1-trans-tri-n-butylstannyl-4      -trifluoromethyl- 2-[5-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-      1,9-dioxo-16-trifluoromethyl-  4-trimethylsilyloxy-1-heptene pentyl]      20-nor-2-nor-13-trans prostene   cyclopent-2-en-1-one 374 1-trans-tri-n-b      utylstannyl-4-chloromethyl- 2-[5-methylthiaacetyl dl-16-hydroxy-1-methylt      hiamethyl-1,9-dioxo-16-chloromethyl-  4-trimethylsilyloxy-1-heptene      pentyl] 20-nor-2-nor-13-trans prostene   cyclopent-2-en-1-one 375      1-trans-tri-n-butylstannyl-4-trimethylsilyloxymethyl- 2-[5-methylthiaacet      yl dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-hydroxymethyl-      4-trimethylsilyloxy-1-heptene pentyl] 20-nor-2-nor-13-trans prostene      cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        376 1-trans-iodo-4-methyl-7-chloro 2-[5-methylthiaacetyl dl-16-hydroxy-      1-methylthiamethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-heptene      pentyl] 19-chloro-2-nor-20-nor-13-trans prostene   cyclopent-2-en-1-one      377 1-trans-iodo- 2-[5-methylthiaacetyl dl-15a-hydroxy-1-methylthiamethyl      -1,9-dioxo-  3-triphenylmethoxy-1-octene pentyl] 2-nor-13-trans prostene        cyclopent-2-en-1-one 378 1-trans-iodo-3-methyl- 2-[5-methylthiaacetyl      dl-15a-hydroxy-1-methylthiamethyl-1,9-dioxo-15-methyl-  3-trimethylsilylo      xy-1-octene pentyl] 2-nor-13-trans prostene   cyclopent-2-en-1-one 379      1-trans-iodo-4,4-dimethyl 2-[5-methylthiaacetyl dl-15a-hydroxy-1-methylth      iamethyl-1,9-dioxo-  3-trimethylsilyloxy-1-octene pentyl] 16,16-dimethyl-      2-nor-13-trans prostene   cyclopent-2-en-1-one 380 1-trans-iodo-4,4-trime      thylene 2-[5-methylthiaacetyl dl-15a-hydroxy-1-methylthiamethyl-1,9-dioxo      -  3-trimethylsilyloxy-1-octene pentyl] 16,16-trimethylene-2-nor-13-trans       prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE1 SERIES        381 1-trans-tri-n-butylstannyl-3-vinyl- 2-[5-methylthiaacetyl dl-15a-hy      droxy-1-methylthiamethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-octen      e pentyl] 2-nor-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        382 1-trans-iodo- 2-[5-methylthiaacetyl dl-16-hydroxy-1-methylthiamethy      l-1,9-dioxo-  4-triphenylmethoxy-1-octene pentyl] 2-nor-13-trans      prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE1 SERIES        383 1-trans-tri-n-butylstannyl-1-methyl- 2-[5-methylthiaacetyl      dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-methyl-  4-trimethylsilylox      y-1-octene pentyl] 2-nor-13-trans prostene   cyclopent-2-en-1-one 384      1-trans-tri-n-butylstannyl-5-methyl 2-[5-methylthiaacetyl dl-16-hydroxy-1      -methylthiamethyl-1,9-dioxo-  4-trimethylsilyloxy-1-octene pentyl]      17-methyl-2-nor-13-trans prostene   cyclopent-2-en-1-one 385 1-trans-tri-      n-butylstannyl-4-vinyl- 2-[5-methylthiaacetyl dl-16-hydroxy-1-methylthiam      ethyl-1,9-dioxo-16-vinyl-  4-trimethylsilyloxy-1-octene pentyl] 2-nor-13-      trans prostene   cyclopent-2-en-1-one 386 1-trans-tri-n-butylstannyl-4-tr      imethylsilylethynyl- 2-[5-methylthiaacetyl dl-16-hydroxy-1-methylthiameth      yl-1,9-dioxo-16-ethynyl-  4-trimethylsilyloxy-1-octene pentyl] 2-nor-13-t      rans prostene   cyclopent-2-en-1-one 387 1-trans-tri-n-butylstannyl-5-met      hylene 2-[5-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-       4-triethylsilyloxy-1-octene pentyl] 17-methylene-2-nor-13-trans      prostene   cyclopent-2-en-1-one 388 1-trans-tri-n-butylstannyl-4-methyl-5      -methylene 2-[5-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,9-dio      xo-16-methyl-  4-trimethylsilyloxy-1-octene pentyl] 17-methylene-2-nor-13      -trans prostene   cyclopent-2-en-1-one 389 1-trans-tri-n-butylstannyl-4-d      imethoxymethyl- 2-[5-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,      9-dioxo-16-formyl-  4-trimethylsilyloxy-1-octene pentyl] 2-nor-13-trans      prostene   cyclopent-2-en-1-one 390 1-trans-tri-n-butylstannyl-4-fluorome      thyl- 2-[5-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16      -fluoromethyl-  4-trimethylsilyloxy-1-octene pentyl] 2-nor-13-trans      prostene   cyclopent-2-en-1-one 391 1-trans-tri-n-butylstannyl-4-difluoro      methyl- 2-[5-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-      16-difluoromethyl-  4-trimethylsilyloxy-1-octene pentyl] 2-nor-13-trans      prostene   cyclopent-2-en-1-one 392 1-trans-tri-n-butylstannyl-4-trifluor      omethyl- 2-[5-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo      -16-trifluoromethyl-  4-trimethylsilyloxy-1-octene pentyl] 2-nor-13-trans       prostene   cyclopent-2-en-1-one 393 1-trans-tri-n-butylstannyl-4-chlorom      ethyl- 2-[5-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-1      6-chloromethyl-  4-trimethylsilyloxy-1-octene pentyl] 2-nor-13-trans      prostene   cyclopent-2-en-1-one 394 1-trans-tri-n-butylstannyl-4-trimethy      lsilyloxymethyl- 2-[ 5-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-      1,9-dioxo-16-hydroxymethyl-  4-trimethylsilyloxy-1-octene pentyl]      2-nor-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        395 1-trans-iodo- 2-[5-methylthiaacetyl dl-15a-hydroxy-1-methylthiameth      yl-1,9-dioxo-  3-triphenylmethyl-1-nonene pentyl] 20-methyl-2-nor-13-tran      s prostene   cyclopent-2-en-1-one 396 1-trans-iodo-3-methyl- 2-[5-methylt      hiaacetyl dl-15a-hydroxy-1-methylthiamethyl-1,9-dioxo-15-methyl-      3-trimethylsilyloxy-1-nonene pentyl] 20-methyl-2-nor-13-trans prostene      cyclopent-2-en-1-one 397 1-trans-iodo-4,4-dimethyl 2-[5-methylthiaacetyl      dl-15a-hydroxy-1-methylthiamethyl-1,9-dioxo-  3-trimethylsilyloxy-1-nonen      e pentyl] 16,16-dimethyl-20-methyl-2-nor-13-trans prostene   cyclopent-2-      en-1-one 398 1-trans-iodo-4,4-trimethylene 2-[5-methylthiaacetyl      dl-15a-hydroxy-1-methylthiamethyl-1,9-dioxo-  3-trimethylsilyloxy-1-nonen      e pentyl] 16,16-trimethylene-20-methyl-2-nor-13-trans prostene      cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PROSTAGLANDIN OF THE PGE1 SERIES        399 1-trans-tri-n-butylstannyl-3-vinyl- 2-[5-methylthiaacetyl dl-15a-hy      droxy-1-methylthiamethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-nonen      e pentyl] 20-methyl-2-nor-13-trans prostene   cyclopent-2-en-1-one        400 1-trans-iodo- 2-[5-methylthiaacetyl dl-16-hydroxy-1-methylthiamethy      l-1,9-dioxo-  4-triphenylmethoxy-1-nonene pentyl] 2-methyl-2-nor-13-trans       prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE1 SERIES        401 1-trans-tri-n-butylstannyl-4-methyl- 2-[5-methylthiaacetyl      dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-methyl-  4-trimethylsilylox      y-1-nonene pentyl] 20-methyl-2-nor-13-trans prostene   cyclopent-2-en-1-o      ne 402 1-trans-tri-n-butylstannyl-5-methyl 2-[5-methylthiaacetyl      dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-  4-trimethylsilyloxy-1-nonene       pentyl] 17-methyl-20-methyl-2-nor-13-trans prostene   cyclopent-2-en-1-o      ne 403 1-trans-tri-n-butylstannyl-4-vinyl- 2-[5-methylthiaacetyl      dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-vinyl-  4-trimethylsilyloxy      -1-nonene pentyl] 20-methyl-:2-nor-13-trans prostene   cyclopent-2-en-1-o      ne 404 1-trans-tri-n-butylstannyl-4-trimethylsilylethynyl- 2-[5-methylthi      aacetyl dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-ethynyl-  4-trimeth      ylsilyoxy-1-nonene pentyl] 20-methyl-2-nor-13-trans prostene   cyclopent-      2-en-1-one 405 1-trans-tri-n-butylstannyl-5-methylene 2-[5-methylthiaacet      yl dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-  4-triethylsilyloxy-nonene       pentyl] 17-methylene-20-methyl-2-nor-13-trans prostene   cyclopent-2-en-      1-one 406 1-trans-tri-n-butylstannyl-4-methyl-5-methylene 2-[5-methylthia      acetyl dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-methyl-  4-trimethyl      silyloxy-1-nonene pentyl] 17-methylene-20-methyl-2-nor-13-trans prostene        cyclopent-2-en-1-one 407 1-trans-tri-n-butylstannyl-4-dimethoxymethyl-      2-[5-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-formy      l-  4-trimethylsilyloxy-1-nonene pentyl] 20-methyl-2-nor-13-trans      prostene   cyclopent-2-en-1-one 408 1-trans-tri-n-butylstannyl-4-fluorome      thyl- 2-[5-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16      -fluoromethyl-  4-trimethylsilyloxy-1-nonene pentyl] 20-methyl-2-nor-13-t      rans prostene   cyclopent-2-en-1-one 409 1-trans-tri-n-butylstannyl-4-dif      luoromethyl- 2-[5-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,9-d      ioxo-16-difluoromethyl-  4-trimethylsilyloxy-1-nonene pentyl] 20-methyl-2      -nor-13-trans prostene   cyclopent-2-en-1-one 410 1-trans-tri-n-butylstan      nyl-4-trifluoromethyl- 2-[5-methylthiaacetyl dl-16-hydroxy-1-methylthiame      thyl-1,9-dioxo-16-trifluoromethyl-  4-trimethylsilyloxy-1-nonene pentyl]      20-methyl-2-nor-13-trans prostene   cyclopent-2-en-1-one 411 1-trans-tri-      n-butylstannyl-4-chloromethyl- 2-[5-methylthiaacetyl dl-16-hydroxy-1-meth      ylthiamethyl-1,9-dioxo-16-chloromethyl-  4-trimethylsilyloxy-1-nonene      pentyl] 20-methyl-2-nor-13-trans prostene   cyclopent-2-en-1-one 412      1-trans-tri-n-butylstannyl-4-trimethylsilyloxymethyl- 2-[5-methylthiaacet      yl dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-hydroxymethyl-      4-trimethylsilyloxy-1-nonene pentyl] 20-methyl-2-nor-13-trans prostene      cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        413 1-trans-iodo- 2-[5-methylthiaacetyl dl-15a-hydroxy-1-methylthiameth      yl-1,9-dioxo-  3-triphenylmethoxy-1-decene pentyl] 20-ethyl-2-nor-13-tran      s prostene   cyclopent-2-en-1-one 414 1-trans-iodo-3-methyl- 2-[5-methylt      hiaacetyl dl-15a-hydroxy-1-methylthiamethyl-1,9-dioxo-15-methyl-      3-trimethylsilyloxy-1-decene pentyl] 20-ethyl-2-nor-13-trans prostene      cyclopent-2-en-1-one 415 1-trans-iodo-4,4-dimethyl 2-[5-methylthiaacetyl      dl-15a-hydroxy-1-methylthiamethyl-1,9-dioxo-  3-trimethylsilyloxy-1-decen      e pentyl] 16,16-dimethyl-20-ethyl-2-nor-13-trans prostene   cyclopent-2-e      n-1-one 416 1-trans-iodo-4,4-trimethylene 2-[5-methylthiaacetyl dl-15a-hy      droxy-1-methylthiamethyl-1,9-dioxo-  3-trimethylsilyloxy-1-decene      pentyl] 16,16-trimethylene-20-ethyl-2-nor-13-trans prostene   cyclopent-2      -en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE1 SERIES        417 1-trans-tri-n-butylstannyl-3-vinyl- 2-[5-methylthiaacetyl dl-15a-hy      droxy-1-methylthiamethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-decen      e pentyl] 20-ethyl-2-nor-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        418 1-trans-iodo- 2-[5-methylthiaacetyl dl-16-hydroxy-1-methylthiamethy      l-1,9-dioxo-  4-triphenylmethoxy-1-decene pentyl] 20-ethyl-2-nor-13-trans       prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENEONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        419 1-trans-tri-n-butylstannyl-4-methyl- 2-[5-methylthiaacetyl      dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-methyl-  4-trimethylsilylox      y-1-decene pentyl] 20-ethyl-2-nor-13-trans prostene   cyclopent-2-en-1-on      e 420 1-trans-tri-n-butylstannyl-5-methyl 2-[5-methylthiaacetyl dl-16-hyd      roxy-1-methylthiamethyl-1,9-dioxo-  4-trimethylsilyloxy-1-decene pentyl]      17-methyl-20-ethyl-2-nor-13-trans prostene   cyclopent-2-en-1-one 421      1-trans-tri-n-butylstannyl-4-vinyl- 2-[5-methylthiaacetyl dl-16-hydroxy-1      -methylthiamethyl-1,9-dioxo-16-vinyl-  4-trimethylsilyloxy-1-decene      pentyl] 20-ethyl-2-nor-13-trans prostene   cyclopent-2-en-1-one 422      1-trans-tri-n-butylstannyl-4-trimethylsilylethynyl- 2-[5-methylthiaacetyl       dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-ethynyl-  4-trimethylsilyl      oxy-1-decene pentyl] 20-ethyl-2-nor-13-trans prostene   cyclopent-2-en-1-      one 423 1-trans-tri-n-butylstannyl-5-methylene 2-[5-methylthiaacetyl      dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-  4-triethylsilyloxy-1-decene      pentyl] 17-methylene-20-ethyl-2-nor-13-trans prostene   cyclopent-2-en-1-      one 424 1-trans-tri-n-butylstannyl-4-methyl-5-methylene 2-[5-methylthiaac      etyl dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-methyl-  4-trimethylsi      lyloxy-1-decene pentyl] 17-methylene-20-ethyl-2-nor-13-trans prostene      cyclopent-2-en-1-one 425 1-trans-tri-n-butylstannyl-4-dimethoxymethyl-      2-[5-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-formy      l-  4-trimethylsilyloxy-1-decene pentyl] 20-ethyl-2-nor-13-trans      prostene   cyclopent-2-en-1-one 426 1-trans-tri-n-butylstannyl-4-fluorome      thyl- 2-[5-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16      -fluoromethyl-  4-trimethylsilyloxy-1-decene pentyl] 20-ethyl-2-nor-13-tr      ans prostene   cyclopent-2-en-1-one 427 1-trans-tri-n-butylstannyl-4-difl      uoromethyl- 2-[5-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,9,di      oxo-16-difluoromethyl-  4-trimethylsilyloxy-1-decene pentyl] 20-ethyl-2-n      or-13-trans prostene   cyclopent-2-en-1-one 428 1-trans-tri-n-butylstanny      l-4-trifluoromethyl- 2-[5-methylthiaacetyl dl-16-hydroxy-1-methylthiameth      yl-1,9-dioxo-16-trifluoromethyl-  4-trimethylsilyloxy-1-decene pentyl]      20-ethyl-2-nor-13-trans prostene   cyclopent-2-en-1-one 429 1-trans-tri-n      -butylstannyl-4-chloromethyl- 2-[5-methylthiaacetyl dl-16-hydroxy-1-methy      lthiamethyl-1,9-dioxo-16-chloromethyl-  4-trimethylsilyloxy-1-decene      pentyl] 20-ethyl-2-nor-13-trans prostene   cyclopent-2-en-1-one 430      1-trans-tri-n-butylstannyl-4-trimethylsilyloxymethyl- 2-[5-methylthiaacet      yl dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-hydroxymethyl-      4-trimethylsilyloxy-1-decene pentyl] 20-ethyl-2-nor-13-trans prostene      cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        431 1-trans-iodo- 2-[6-methylthiaacetyl dl-15a-hydroxy-1-methylthiameth      yl-1,9-dioxo-  3-triphenylmethoxy-1-heptene hexyl] 20-nor-13-trans      prostene   cyclopent-2-en-1-one 432 1-trans-iodo-3-methyl- 2-[6-methylthi      aacetyl dl-15a-hydroxy-1-methylthiamethyl-1,9-dioxo-15-methyl-  3-trimeth      ylsilyloxy-1-heptene hexyl] 20-nor-13-trans prostene   cyclopent-2-en-1-o      ne 433 1-trans-iodo-4,4-dimethyl 2-[6-methylthiaacety dl-15a-hydroxy-1-me      thylthiamethyl-1,9-dioxo-  3-trimethylsilyloxy-1-heptene hexyl] 16,16-dim      ethyl-20-nor-13-trans prostene   cyclopent-2-en-1-one 434 1-trans-iodo-5,      5-dimethyl 2-[6-methylthiaacetyl dl-15a-hydroxy-1-methylthiamethyl-1,9-di      oxo-  3-triphenylmethoxy-1-octene hexyl] 17,17-dimethyl-13-trans      prostene   cyclopent-2-en-1-one 435 1-trans-iodo-4-methyl 2-[6-methylthia      acetyl dl-15a-hydroxy-1-methylthiamethyl-1,9-dioxo-  3-triphenylmethoxy-1      -octene hexyl] 16-methyl-13-trans prostene   cyclopent-2-en-1-one 436      1-trans-iodo-4,4-trimethylene 2-[6-methylthiaacetyl dl-15a-hydroxy-1-meth      ylthiamethyl-1,9-dioxo-  3-trimethylsilyloxy-1-heptene hexyl] 16,16-trime      thylene-20-nor-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE1 SERIES        437 1-trans-tri-n-butylstannyl-3-vinyl- 2-[6-methylthiaacetyl dl-15a-hy      droxy-1-methylthiamethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-hepte      ne hexyl] 20-nor-13-trans prostene   cyclopent-2-en-1-one 438 1-trans-tri      -n-butylstannyl-4-phenoxy 2-[6-methylthiaacetyl dl-15a-hydroxy-1-methylth      iamethyl-1,9-dioxo-  3-triethylsilyloxy-1-butene hexyl] 16-phenoxy-17-20-      tetranor-13-trans prostene   cyclopent-2-en-1-one 439 1-trans-tri-n-butyl      stannyl-4-(p-fluorophenoxy) 2-[6-methylthiaacetyl dl-15a-hydroxy-1-methyl      thiamethyl-1,9-dioxo-  3-triethylsilyloxy-1-butene hexyl] 16-(p-fluorophe      noxy)-17-20-tetranor-13-trans prostene   cyclopent-2-en-1-one 440      1-trans-tri-n-butylstannyl-4-(m-chlorophenoxy) 2-[6-methythiaacetyl      dl-15a-hydroxy-1-methylthiamethyl-1,9-dioxo-  3-triethylsilyloxy-1-butene       hexyl] 16-(m-chlorophenoxy)-17-20-tetranor-13-trans prostene   cyclopent      -2-en-1-one 441 1-trans-tri-n-butylstannyl-4-(m-trifluoromethylphenoxy)      2-[6-methylthiaacetyl dl-15a-hydroxy-1-methylthiamethyl-1,9-dioxo-      3-triethylsilyloxy-1-butene hexyl] 16-(m-trifluoromethylphenoxy)-17-20-te      tranor-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        442 1-trans-iodo-5-phenyl 2-[6-methylthiaacetyl dl-15a-hydroxy-1-methyl      thiamethyl-1,9-dioxo-  3-triethylsilyloxy-1-pentene hexyl] 17-phenyl-18-2      0-trinor-13-trans prostene   cyclopent-2-en-1-one 443 1-trans-iodo-4,4-di      methyl-5-phenyl 2-[6-methylthiaacetyl dl-15a-hydroxy-1-methylthiamethyl-1      ,9-dioxo-  3-triethylsilyloxy-1-pentene hexyl] 16,16-dimethyl-17-phenyl-1      8-20-trinor-13-trans prostene   cyclopent-2-en-1-one 444 1-trans-iodo-4-c      yclopentyl 2-[6-methylthiaacetyl dl-15a-hydroxy-1-methylthiamethyl-1,9-di      oxo-  3-triphenylmethoxy-1-butene hexyl] 16-cyclopentyl-17-20-tetranor-13      -trans prostene   cyclopent-2-en-1-one 445 1-trans-iodo-4-cyclohexyl      2-[6-methylthiaacetyl dl-15a-hydroxy-1-methylthiamethyl-1,9-dioxo-      3-triphenylmethoxy-1-butene hexyl] 16-cyclohexyl-17-20-tetranor-13-trans      prostene   cyclopent-2-en-1-one 446 1-trans-iodo- 2-[6-methylthiaacetyl      dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-  4-triphenylmethoxy-1-heptene       hexyl] 20-nor-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE1 SERIES        447 1-trans-tri-n-butylstannyl-4-methyl- 2-[6-methylthiaacetyl      dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-methyl-  4-trimethylsilylox      y-1-heptene hexyl] 20-nor-13-trans prostene   cyclopent-2-en-1-one 448      1-trans-tri-n-butylstannyl-4-ethyl- 2-[6-methylthiaacetyl dl-16-hydroxy-1      -methylthiamethyl-1,9-dioxo-16-ethyl-  4-trimethylsilyloxy-1-octene      hexyl] 13-trans prostene   cyclopent-2-en-1-one 449 1-trans-tri-n-butylst      annyl-5-methyl 2-[6-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,9      -dioxo-  4-trimethylsilyloxy-1-heptene hexyl] 17-methyl-20-nor-13-trans      prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        450 1-trans-iodo-5,5-dimethyl 2-[6-methylthiaacetyl dl-16-hydroxy-1-met      hylthiamethyl-1,9-dioxo-  4-trimethylsilyloxy-1-octene hexyl] 17,17-dimet      hyl-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE1 SERIES        451 1-trans-tri-n-butylstannyl-4-vinyl- 2-[6-methylthiaacetyl dl-16-hyd      roxy-1-methylthiamethyl-1,9-dioxo-16-vinyl-  4-trimethylsilyloxy-1-hepten      e hexyl] 20-nor-13-trans prostene   cyclopent-2-en-1-one 452 1-trans-tri-      n-butylstannyl-4-cyclopropyl- 2-[6-methylthiaacetyl dl-16-hydroxy-1-methy      lthiamethyl-1,9-dioxo-16-cyclopropyl-  4-trimethylsilyloxy-1-octene      hexyl] 13-trans prostene   cyclopent-2-en-1-one 453 1-trans-tri-n-butylst      annyl-4-trimethylsilylethynyl- 2-[6-methylthiaacetyl dl-16-hydroxy-1-meth      ylthiamethyl-1,9-dioxo-16-ethynyl-  4-trimethylsilyloxy-1-heptene hexyl]      20-nor-13-trans prostene   cyclopent-2-en-1-one 454 1-trans-tri-n-butylst      annyl-5-methylene 2-[6-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-      1,9-dioxo-  4-triethylsilyloxy-1-heptene hexyl] 17-methylene-20-nor-13-tr      ans prostene   cyclopent-2-en-1-one 455 1-trans-tri-n-butylstannyl-4-meth      yl-5-methylene 2-[6-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,9      -dioxo-16-methyl-  4-trimethylsilyloxy-1-heptene hexyl] 17-methylene-20-n      or-13-trans prostene   cyclopent-2-en-1-one 456 1-trans-tri-n-butylstanny      l-4-dimethoxymethyl- 2-[6-methylthiaacetyl dl-16-hydroxy-1-methylthiameth      yl-1,9-dioxo-16-formyl-  4-trimethylsilyloxy-1-heptene hexyl] 20-nor-13-t      rans prostene   cyclopent-2-en-1-one 457 1-trans-tri-n-butylstannyl-4-flu      oromethyl- 2-[6-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,9-dio      xo-16-fluoromethyl-  4-trimethylsilyloxy-1-heptene hexyl] 20-nor-13-trans       prostene   cyclopent-2-en-1-one 458 1-trans-tri-n-butylstannyl-4-difluor      omethyl- 2-[6-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo      -16-difluoromethyl-  4-trimethylsilyloxy-1-heptene hexyl]   20-nor-13-tra      ns prostene   cyclopent-2-en-1-one 459 1-trans-tri-n-butylstannyl-4-trifl      uoromethyl- 2-[6-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,9-di      oxo-16-trifluoromethyl-  4-trimethylsilyloxy-1-heptene hexyl] 20-nor-13-t      rans prostene   cyclopent-2-en-1-one 460 1-trans-tri-n-butylstannyl-4-chl      oromethyl- 2-[6-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,9-dio      xo-16-chloromethyl-  4-trimethylsilyloxy-1-heptene hexyl] 20-nor-13-trans       prostene   cyclopent-2-en-1-one 461 1-trans-tri-n-butylstannyl-4-trimeth      ylsilyloxymethyl- 2-[6-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-      1,9-dioxo-16-hydroxymethyl-  4-trimethylsilyloxy-1-heptene hexyl]      20-nor-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        462 1-trans-iodo-4-methyl-7-chloro 2-[6-methylthiaacetyl dl-16-hydroxy-      1-methylthiamethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-heptene      hexyl] 19-chloro-20-nor-13-trans prostene   cyclopent-2-en-1-one 463      1-trans-iodo- 2-[6-methylthiaacetyl dl-15a-hydroxy-1-methylthiamethyl-1,9      -dioxo-  3-triphenylmethoxy-1-octene hexyl] 13-trans prostene   cyclopent      -2-en-1-one 464 1-trans-iodo-3-methyl- 2-[6-methylthiaacetyl dl-15a-hydro      xy-1-methylthiamethyl-1,9-dioxo-15-methyl-  3-trimethylsilyloxy-1-octene      hexyl] 13-trans prostene   cyclopent-2-en-1-one 465 1-trans-iodo-4,4-dime      thyl 2-[6-methylthiaacetyl dl-15a-hydroxy-1-methylthiamethyl-1,9-dioxo-      3-trimethylsilyloxy-1-octene hexyl] 16,16-dimethyl-13-trans prostene      cyclopent-2-en-1-one 466 1-trans-iodo-4,4-trimethylene 2-[6-methylthiaace      tyl dl-15a-hydroxy-1-methylthiamethyl-1,9-dioxo-  3-trimethylsilyloxy-1-o      ctene hexyl] 16,16-trimethylene-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE1 SERIES        467 1-trans-tri-n-butylstannyl-3-vinyl- 2-[6-methylthiaacetyl dl-15a-hy      droxy-1-methylthiamethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-octen      e hexyl] 13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        468 1-trans-iodo- 2-[6-methylthiaacetyl dl-16-hydroxy-1-methylthiamethy      l-1,9-dioxo-  4-triphenylmethoxy-1-octene hexyl] 13-trans prostene      cyclopent-2-en-1-one        469 1-trans-tri-n-butylstannyl-4-methyl- 2-[6-methylthiaacetyl      dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-methyl-  4-trimethylsilylox      y-1-octene hexyl] 13-trans prostene   cyclopent-2-en-1-one 470 1-trans-tr      i-n-butylstannyl-5-methyl 2-[6-methylthiaacetyl dl-16-hydroxy-1-methylthi      amethyl-1,9-dioxo-  4-trimethylsilyloxy-1-octene hexyl] 17-methyl-13-tran      s prostene   cyclopent-2-en-1-one 471 1-trans-tri-n-butylstannyl-4-vinyl-       2-[6-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-viny      l-  4-trimethylsilyloxy-1-octene hexyl] 13-trans prostene   cyclopent-2-e      n-1-one 472 1-trans-tri-n-butylstannyl-4-trimethylsilylethynyl- 2-[6-meth      ylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-ethynyl-      4-trimethylsilyloxy-1-octene hexyl] 13-trans prostene   cyclopent-2-en-1-      one 473 1-trans-tri-n-butylstannyl-5-methylene 2-[6-methylthiaacetyl      dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-  4-triethylsilyloxy-1-octene      hexyl] 17-methylene-13-trans prostene   cyclopent-2-en-1-one 474      1-trans-tri-n-butylstannyl-4-methyl-5-methylene 2-[6-methylthiaacetyl      dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-methyl-  4-trimethylsilylox      y-1-octene hexyl] 17-methylene-13-trans prostene   cyclopent-2-en-1-one      475 1-trans-tri-n-butylstannyl-4-dimethoxymethyl- 2-[6-methylthiaacetyl      dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-formyl-  4-trimethylsilylox      y-1-octene hexyl] 13-trans prostene   cyclopent-2-en-1-one 476 1-trans-tr      i-n-butylstannyl-4-fluoromethyl- 2-[6-methylthiaacetyl dl-16-hydroxy-1-me      thylthiamethyl-1,9-dioxo-16-fluoromethyl-  4-trimethylsilyloxy-1-octene      hexyl] 13-trans prostene   cyclopent-2-en-1-one 477 1-trans-tri-n-butylst      annyl-4-difluoromethyl- 2-[6-methylthiaacetyl dl-16-hydroxy-1-methylthiam      ethyl-1,9-dioxo-16-difluoromethyl-  4-trimethylsilyloxy-1-octene hexyl]      13-trans prostene   cyclopent-2-en-1-one 478 1-trans-tri-n-butylstannyl-4      -trifluoromethyl- 2-[6-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-      1,9-dioxo-16-trifluoromethyl-  4-trimethylsilyloxy-1-octene hexyl]      13-trans prostene   cyclopent-2-en-1-one 479 1-trans-tri-n-butylstannyl-4      -chloromethyl- 2-[6-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,9      -dioxo-16-chloromethyl-  4-trimethylsilyloxy-1-octene hexyl] 13-trans      prostene   cyclopent-2-en-1-one 480 1-trans-tri-n-butylstannyl-4-trimethy      lsilyloxymethyl- 2-[6-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-1      ,9-dioxo-16-hydroxymethyl-  4-trimethylsilyloxy-1-octene hexyl] 13-trans      prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        481 1-trans-iodo- 2-[6-methylthiaacetyl dl-15a-hydroxy-1-methylthiameth      yl-1,9-dioxo-  3-triphenylmethoxy-1-nonene hexyl] 20-methyl-13-trans      prostene   cyclopent-2-en-1-one 482 1-trans-iodo-3-methyl- 2-[6-methylthi      aacetyl dl-15a-hydroxy-1-methylthiamethyl-1,9-dioxo-15-methyl-  3-trimeth      ylsilyloxy-1-nonene hexyl] 20-methyl-13-trans prostene   cyclopent-2-en-1      -one 483 1-trans-iodo-4,4-dimethyl 2-[6-methylthiaacetyl dl-15a-hydroxy-1      -methylthiamethyl-1,9-dioxo-  3-trimethylsilyloxy-1-nonene hexyl]      16,16-dimethyl-20-methyl-13-trans prostene   cyclopent-2-en-1-one 484      1-trans-iodo-4,4-trimethylene 2-[6-methylthiaacetyl dl-15a-hydroxy-1-meth      ylthiamethyl-1,9-dioxo-  3-trimethylsilyloxy-1-nonene hexyl] 16,16-trimet      hylene-20-methyl-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE DEOXY      PGE1 SERIES        485 1-trans-tri-n-butylstannyl-3-vinyl- 2-[6-methylthiaacetyl dl-15a-hy      droxy-1-methylthiamethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-      hexyl] 20-methyl-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        486 1-trans-iodo- 2-[6-methylthiaacetyl dl-16-hydroxy-1-methylthiamethy      l-1,9-dioxo-  4-triphenylmethoxy-1-nonene hexyl] 20-methyl-13-trans      prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE1 SERIES        487 1-trans-tri-n-butylstannyl-4-methyl- 2-[6-methylthiaacetyl      dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-methyl-  4-trimethylsilylox      y-1-nonene hexyl] 20-methyl-13-trans prostene   cyclopent-2-en-1-one 488      1-trans-tri-n-butylstannyl-5-methyl 2-[6-methylthiaacetyl dl-16-hydroxy-1      -methylthiamethyl-1,9-dioxo-  4-trimethylsilyloxy-1-nonene hexyl]      17-methyl-20-methyl-13-trans prostene   cyclopent-2-en-1-one 489      1-trans-tri-n-butylstannyl-4-vinyl 2-[6-methylthiaacetyl dl-16-hydroxy-1-      methylthiamethyl-1,9-dioxo-16-vinyl-  4-trimethylsilyloxy-1-nonene      hexyl] 20-methyl-13-trans prostene   cyclopent-2-en-1-one 490 1-trans-tri      -n-butylstannyl-4-trimethylsilylethynyl- 2-[6-methylthiaacetyl dl-16-hydr      oxy-1-methylthiamethyl-1,9-dioxo-16-ethynyl-  4-trimethylsilyloxy-1-nonen      e hexyl] 20-methyl-13-trans prostene   cyclopent-2-en-1-one 491 1-trans-t      ri-n-butylstannyl-5-methylene 2-[6-methylthiaacetyl dl-16-hydroxy-1-methy      lthiamethyl-1,9-dioxo-  4-triethylsilyloxy-1-nonene hexyl] 17-methylene-2      0-methyl-13-trans prostene   cyclopent-2-en-1-one 492 1-trans-tri-n-butyl      stannyl-4-methyl-5-methylene 2-[6-methylthiaacetyl dl-16-hydroxy-1-methyl      thiamethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-nonene hexyl]      17-methylene-20-methyl-13-trans prostene   cyclopent-2-en-1-one 493      1-trans-tri-n-butylstannyl-4-dimethoxymethyl- 2-[6-methylthiaacetyl      dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-formyl-  4-trimethylsilylox      y-1-nonene hexyl] 20-methyl-13-trans prostene   cyclopent-2-en-1-one 494      1-trans-tri-n-butylstannyl-4-fluoromethyl- 2-[6-methylthiaacetyl      dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-fluoromethyl-  4-trimethyls      ilyloxy-1-nonene hexyl] 20-methyl-13-trans prostene   cyclopent-2-en-1-on      e 495 1-trans-tri-n-butylstannyl-4-difluoromethyl- 2-[6-methylthiaacetyl      dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-difluoromethyl-  4-trimethy      lsilyloxy-1-nonene hexyl] 20-methyl-13-trans prostene   cyclopent-2-en-1-      one 496 1-trans-tri-n-butylstannyl-4-trifluoromethyl- 2-[6-methylthiaacet      yl dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-trifluoromethyl-      4-trimethylsilyloxy-1-nonene hexyl] 20-methyl-13-trans prostene      cyclopent-2-en-1-one 497 1-trans-tri-n-butylstannyl-4-chloromethyl-      2-[6-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-chlor      omethyl-  4-trimethylsilyloxy-1-nonene hexyl] 20-methyl-13-trans      prostene   cyclopent-2-en-1-one 498 1-trans-tri-n-butylstannyl-4-trimethy      lsilyloxymethyl- 2-[6-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-1      ,9-dioxo-16-hydroxymethyl-  4-trimethylsilyloxy-1-nonene hexyl] 20-methyl      -13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        499 1-trans-iodo- 2-[6-methylthiaacetyl dl-15a-hydroxy-1-methylthiameth      yl-1,9-dioxo-  3-triphenylmethoxy-1-decene hexyl] 20-ethyl-13-trans      prostene   cyclopent-2-en-1-one 500 1-trans-iodo-3-methyl- 2-[6-methylthi      aacetyl dl-15a-hydroxy-1-methylthiamethyl-1,9-dioxo-15-methyl-  3-trimeth      ylsilyloxy-1-decene hexyl] 20-ethyl-13-trans prostene   cyclopent-2-en-1-      one 501 1-trans-iodo-4,4-dimethyl 2-[6-methylthiaacetyl dl-15a-hydroxy-1-      methylthiamethyl-1,9-dioxo-  3-trimethylsilyloxy-1-decene hexyl]      16,16-dimethyl-20-ethyl-13-trans prostene   cyclopent-2-en-1-one 502      1-trans-iodo-4,4-trimethylene 2-[6-methylthiaacetyl dl-15a-hydroxy-1-meth      ylthiamethyl-1,9-dioxo-  3-trimethylsilyloxy-1-decene hexyl] 16,16-trimet      hylene-20-ethyl-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE1 SERIES        503 1-trans-tri-n-butylstannyl-4-vinyl- 2-[6-methylthiaacetyl dl-15a-hy      droxy-1-methylthiamethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-decen      e hexyl] 20-ethyl-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        504 1-trans-iodo- 2-[6-methylthiaacetyl dl-16-hydroxy-1-methylthiamethy      l-1,9-dioxo-  4-triphenylmethoxy-1-decene hexyl] 20-ethyl-13-trans      prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE1 SERIES        505 1-trans-tri-n-butylstannyl-4-methyl- 2-[6-methylthiaacetyl      dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-methyl-  4-trimethylsilylox      y-1-decene hexyl] 20-ethyl-13-trans prostene   cyclopent-2-en-1-one 506      1-trans-tri-n-butylstannyl-5-methyl 2-[6-methylthiaacetyl dl-16-hydroxy-1      -methylthiamethyl-1,9-dioxo-  4-trimethylsilyloxy-1-decene hexyl]      17-methyl-20-ethyl-13-trans prostene   cyclopent-2-en-1-one 507 1-trans-t      ri-n-butylstannyl-4-vinyl- 2-[6-methylthiaacetyl dl-16-hydroxy-1-methylth      iamethyl-1,9-dioxo-16-vinyl-  4-trimethylsilyloxy-1-decene hexyl]      20-ethyl-13-trans prostene   cyclopent-2-en-1-one 508 1-trans-tri-n-butyl      stannyl-4-trimethylsilylethynyl- 2-[6-methylthiaacetyl dl-16-hydroxy-1-me      thylthiamethyl-1,9-dioxo-16-ethynyl-  4-trimethylsilyloxy-1-decene      hexyl] 20-ethyl-13-trans prostene   cyclopent-2-en-1-one 509 1-trans-tri-      n-butylstannyl-5-methylene 2-[6-methylthiaacetyl dl-16-hydroxy-1-methylth      iamethyl-1,9-dioxo-  4-triethylsilyloxy-1-decene hexyl] 17-methylene-20-e      thyl-13-trans prostene   cyclopent-2-en-1-one 510 1-trans-tri-n-butylstan      nyl-4-methyl-5-methylene 2-[6-methylthiaacetyl dl-16-hydroxy-1-methylthia      methyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-decene hexyl]      17-methylene-20-ethyl-13-trans prostene   cyclopent-2-en-1-one 511      1-trans-tri-n-butylstannyl-4-dimethoxymethyl- 2-[6-methylthiaacetyl      dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-formyl-  4-trimethylsilylox      y-1-decene hexyl] 20-ethyl-13-trans prostene   cyclopent-2-en-1-one 512      1-trans-tri-n-butylstannyl-4-fluoromethyl- 2-[6-methylthiamethyl      dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-fluoromethyl-  4-trimethyls      ilyloxy-1-decene hexyl] 20-ethyl-13-trans prostene   cyclopent-2-en-1-one       513 1-trans-tri-n-butylstannyl-4-difluoromethyl- 2-[6-methylthiaacetyl      dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-difluoromethyl-  4-trimethy      lsilyloxy-1-decene hexyl] 20-ethyl-13-trans prostene   cyclopent-2-en-1-o      ne 514 1-trans-tri-n-butylstannyl-4-trifluoromethyl- 2-[6-methylthiaacety      l dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-trifluoromethyl-      4-trimethylsilyloxy-1-decene hexyl] 20-ethyl-13-trans prostene      cyclopent-2-en-1-one 515 1-trans-tri-n-butylstannyl-4-chloromethyl-      2-[6-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-chlor      omethyl-  4-trimethylsilyloxy-1-decene hexyl] 20-ethyl-13-trans prostene        cyclopent-2-en-1-one 516 1-trans-tri-n-butylstannyl-4-trimethylsilyloxy      methyl- 2-[6-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-      16-hydroxymethyl-  4-trimethylsilyloxy-1-decene hexyl] 20-ethyl-13-trans      prostene   cyclopent-2-en-1-one        EXAMPLE VINYLE IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        517 1-trans-iodo- 2-[7-methylthiaacetyl dl-15a-hydroxy-1-methylthiameth      yl-1,9-dioxo-  3-triphenylmethoxy-1-heptene heptyl] 20-nor-2-homo-13-tran      s prostene   cyclopent-2-en-1-one 518 1-trans-iodo-3-methyl- 2-[7-methylt      hiaacetyl dl-15a-hydroxy-1-methylthiamethyl-1,9-dioxo-15-methyl-      3-trimethylsilyloxy-1-heptene heptyl] 20-nor-2-homo-13-trasnsprostene      cyclopent-2-en-1-one 519 1-trans-iodo-4,4-dimethyl 2-[7-methylthiaacetyl      dl-15a-hydroxy-1-methylthiamethyl-1,9-dioxo-  3-trimethylsilyloxy-1-hepte      ne heptyl] 16,16-dimethyl-20-nor-2-homo-13-trans prostene   cyclopent-2-e      n-1-one 520 1-trans-iodo-5,5-dimethyl 2-[7-methylthiaacetyl dl-15a-hydrox      y-1-methylthiamethyl-1,9-dioxo-  3-triphenylmethoxy-1-octene heptyl]      17,17-dimethyl-2-homo-13-trans prostene   cyclopent-2-en-1-one 521      1-trans-iodo-4-methyl 2-[7-methylthiaacetyl dl-15a-hydroxy-1-methylthiame      thyl-1,9-dioxo-  3-triphenylmethoxy-1-octene heptyl] 16-methyl-2-homo-13-      trans prostene   cyclopent-2-en-1-one 522 1-trans-iodo-4,4-trimethylene      2-[7-methylthiaacetyl dl-15a-hydroxy-1-methylthiamethyl-1,9-dioxo-      3-trimethylsilyloxy-1-heptene heptyl] 16,16-trimethylene-20-nor-2-homo-13      -trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE1 SERIES        523 1-trans-tri-n-butylstannyl-3-vinyl- 2-[7-methylthiaacetyl dl-15a-hy      droxy-1-methylthiamethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-hepte      ne heptyl] 20-nor-2-homo-13-trans prostene   cyclopent-2-en-1-one 524      1-trans-tri-n-butylstannyl-4-phenoxy 2-[7-methylthiaacetyl dl-15a-hydroxy      -1-methylthiamethyl-1,9-dioxo-  3-triethylsilyloxy-1-butene heptyl]      16-phenoxy-2-homo-17-20-tetranor-13-trans prostene   cyclopent-2-en-1-one       525 1-trans-tri-n-butylstannyl-4-(p-fluorophenoxy) 2-[7-methylthiaacetyl       dl-15a-hydroxy-1-methylthiamethyl-1,9-dioxo-  3-triethylsilyloxy-1-buten      e heptyl] 16-(p-fluorophenoxy)-2-homo-17-20-tetranor-13-trans prostene      cyclopent-2-en-1-one 526 1-trans-tri-n-butylstannyl-4-(m-chlorophenoxy)      2-[7-methylthiaacetyl dl-15a-hydroxy-1-methylthiamethyl-1,9-dioxo-      3-triethylsilyloxy-1-butene heptyl] 16-(m-chlorophenoxy)-2-homo-17-20-tet      ranor-13-trans prostene   cyclopent-2-en-1-one 527 1-trans-tri-n-butylsta      nnyl-4-(m-trifluoromethylphenoxy) 2-[7-methylthiaacetyl dl-15a-hydroxy-1-      methylthiamethyl-1,9-dioxo-  3-triethylsilyloxy-1-butene heptyl]      16-(m-trifluoromethylphenoxy)-2-homo-17-20-tetranor-13-trans prostene      cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        528 1-trans-iodo-5-phenyl 2-[7-methylthiaacetyldl-15a-hydroxy-1-methylt      hiamethyl-1,9-dioxo-  3-triethylsilyloxy-1-pentene heptyl] 17-phenyl-2-ho      mo-18-20-trinor-13-trans prostene   cyclopent-2-en-1-one 529 1-trans-iodo      -4,4-dimethyl-5-phenyl 2-[7-methylthiaacetyl dl-15a-hydroxy-1-methylthiam      ethyl-1,9-dioxo-  3-triethylsilyloxy-1-pentene heptyl]16,16-dimethyl-17-p      henyl-2-homo-18-20-trinor-13-trans prostene   cyclopent-2-en-1-one 530      1-trans-iodo-4-cyclopentyl 2-[7-methylthiaacetyl dl-15a-hydroxy-1-methylt      hiamethyl-1,9-dioxo-  3-triphenylmethoxy-1-butene heptyl] 16-cyclopentyl-      2-homo-17-20-tetranor-13-trans prostene   cyclopent-2-en-1-one 531      1-trans-iodo-4-cyclohexyl 2-[7-methylthiaacetyl dl-15a-hydroxy-1-methylth      iamethyl-1,9-dioxo-  3-triphenylmethoxy-1-butene heptyl] 16-cyclohexyl-2-      homo-17-20-tetranor-13-trans prostene   cyclopent-2-en-1-one 532      1-trans-iodo- 2-[7-methylthiaacetyldl-16-hydroxy-1-methylthiamethyl-1,9-d      ioxo-  4-triphenylmethoxy-1-heptene heptyl] 20-nor-2-homo-13-trans      prostene   cyclopent-2-en-1-one         EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        533 1-trans-tri-n-butylstannyl-4-methyl- 2-[7-methylthiaacetyl      dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-methyl-  4-trimethylsilylox      y-1-heptene heptyl] 20-nor-2-homo-13-trans prostene   cyclopent-2-en-1-on      e 534 1-trans-tri-n-butylstannyl-4-ethyl- 2-[7-methylthiaacetyl dl-16-hyd      roxy-1-methylthiamethyl-1,9-dioxo-16-ethyl-  4-trimethylsilyloxy-1-octene       heptyl] 2-homo-13-trans prostene   cyclopent-2-en-1-one 535 1-trans-tri-      n-butylstannyl-5-methyl 2-[7-methylthiaacetyl dl-16-hydroxy-1-methylthiam      ethyl-1,9-dioxo-  4-trimethylsilyloxy-1-heptene heptyl] 17-methyl-20-nor-      2-homo-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        536 1-trans-iodo-5,5-dimethyl 2-[7-methylthiaacetyl dl-16-hydroxy-1-met      hylthiamethyl-1,9-dioxo-  4-trimethylsilyloxy-1-octene heptyl] 17,17-dime      thyl-2-homo-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE1 SERIES        537 1-trans-tri-n-butylstannyl-4-vinyl- 2-[7-methylthiaacetyl dl-16-hyd      roxy-1-methylthiamethyl-1,9-dioxo-16-vinyl-  4-trimethylsilyloxy-1-hepten      e heptyl] 20-nor-2-homo-13-trans prostene   cyclopent-2-en-1-one 538      1-trans-tri-n-butylstannyl-4-cyclopropyl- 2-[7-methylthiaacetyl dl-16-hyd      roxy-1-methylthiamethyl-1,9-dioxo-16-cyclopropyl- 4-trimethylsilyloxy-1-o      ctene heptyl] 2-homo-13-trans prostene   cyclopent-2-en-1-one 539      1-trans-tri-n-butylstannyl-4-trimethylsilylethynyl- 2-[7-methylthiaacetyl       dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-ethynyl-  4-trimethylsilyl      oxy-1-heptene heptyl] 20-nor-2-homo-13-trans prostene   cyclopent-2-en-1-      one 540 1-trans-tri-n-butylstannyl-5-methylene 2-[7-methylthiaacetyl      dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-  4-triethylsilyloxy-1-heptene       heptyl] 17-methylene-20-nor-2-homo-13-trans prostene   cyclopent-2-en-1-      one 541 1-trans-tri-n-butylstannyl-4-methyl-5-methylene 2-[7-methylthiaac      etyl dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-methyl-  4-trimethylsi      lyloxy-1-heptene heptyl] 17-methylene-20-nor-2-homo-13-trans prostene      cyclopent-2-en-1-one 542 1-trans-tri-n-butylstannyl-4-dimethoxymethyl-      2-[7-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-formy      l-  4-trimethylsilyloxy-1-heptene heptyl] 20-nor-2-homo-13-trans      prostene  cyclopent-2-en-1-one 543 1-trans-tri-n-butylstannyl-4-fluoromet      hyl- 2-[7-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-      fluoromethyl-  4-trimethylsilyloxy-1-heptene heptyl] 20-nor-2-homo-13-tra      ns prostene   cyclopent-2-en-1-one 544 1-trans-tri-n-butylstannyl-4-diflu      oromethyl- 2-[7-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,9-dio      xo-16-difluoromethyl-  4-trimethylsilyloxy-1-heptene heptyl] 20-nor-2-hom      o-13-trans prostene   cyclopent-2-en-1-one 545 1-trans-tri-n-butylstannyl      -4-trifluoromethyl- 2-[7-methylthiaacetyl dl-16-hydroxy-1-methylthiamethy      l-1,9-dioxo-16-trifluoromethyl-  4-trimethylsilyloxy-1-heptene heptyl]      20-nor-2-homo-13-trans prostene   cyclopent-2-en-1-one 546 1-trans-tri-n-      butylstannyl-4-chloromethyl- 2-[7-methylthiaacetyl dl-16-hydroxy-1-methyl      thiamethyl-1,9-dioxo-16-chloromethyl-  4-trimethylsilyloxy-1-heptene      heptyl] 20-nor-2-homo-13-trans prostene   cyclopent-2-en-1-one 547      1-trans-tri-n-butylstannyl-4-trimethylsilyloxymethyl- 2-[7-methylthiaacet      yl dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-hydroxymethyl- 4-trimeth      ylsilyloxy-1-heptene heptyl] 20-nor-2-homo-13-trans prostene   cyclopent-      2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        548 1-trans-iodo-4-methyl-7-chloro 2-[7-methylthiaacetyl dl-16-hydroxy-      1-methylthiamethyl-1,9-dioxo-16-methyl- 4-trimethylsilyloxy-1-heptene      heptyl] 19-chloro-2-homo-20-nor-13-trans prostene   cyclopent-2-en-1-one      549 1-trans-iodo- 2-[7-methylthiaacetyl dl-15a-hydroxy-1-methylthiamethyl      -1,9-dioxo-  3-triphenylmethoxy-1-octene heptyl] 2-homo-13-trans      prostene  cyclopent-2-en-1-one 550 1-trans-iodo-3-methyl- 2-[7-methylthia      acetyl dl-15a-hydroxy-1-methylthiamethyl-1,9-dioxo-15-methyl-  3-trimethy      lsilyloxy-1-octene heptyl] 2-homo-13-trans prostene   cyclopent-2-en-1-on      e 551 1-trans-iodo-4,4-dimethyl 2-[7-methylthiaacetyl dl-15a-hydroxy-1-me      thylthiamethyl-1,9-dioxo-  3-trimethylsilyloxy-1-octene heptyl] 16,16-dim      ethyl-2-homo-13-trans prostene   cyclopent-2-en-1-one 552 1-trans-iodo-4,      4-trimethylene 2-[7-methylthiaacetyl dl-15a-hydroxy-1-methylthiamethyl-1,      9-dioxo-  3-trimethylsilyloxy-1-octene heptyl] 16,16-trimethylene-2-homo-      13-trans prostene  cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE1 SERIES        553 1-trans-tri-n-butylstannyl-3-vinyl- 2-[7-methylthiaacetyl dl-15a-hy      droxy-1-methylthiamethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-octen      e heptyl] 2-homo-13-trans prostene  cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        554 1-trans-iodo- 2-[7-methylthiaacetyl dl-16-hydroxy-1-methylthiamethy      l-1,9-dioxo-  4-triphenylmethoxy-1-octene heptyl] 2-homo-13-trans      prostene  cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE1 SERIES        555 1-trans-tri-n-butylstannyl-4-methyl- 2-[7-methylthiaacetyl      dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-methyl-  4-trimethylsilylox      y-1-octene heptyl] 2-homo-13-trans prostene  cyclopent-2-en-1-one 556      1-trans-tri-n-butylstannyl-5-methyl 2-[7-methylthiaacetyl dl-16-hydroxy-1      -methylthiamethyl-1,9-dioxo-  4-trimethylsilyloxy-1-octene heptyl]      17-methyl-2-homo-13-trans prostene   cyclopent-2-en-1-one 557 1-trans-tri      -n-butylstannyl-4-vinyl- 2-[7-methylthiaacetyldl-16-hydroxy-1-methylthiam      ethyl-1,9-dioxo-16-vinyl-  4-trimethylsilyloxy-1-octene heptyl] 2-homo-13      -trans prostene   cyclopent-2-en-1-one 558 1-trans-tri-n-butylstannyl-4-t      rimethylsilylethynyl- 2-[7-methylthiaacetyl dl-16-hydroxy-1-methylthiamet      hyl-1,9-dioxo-16-ethynyl-  4-trimethylsilyloxy-1-octene heptyl] 2-homo-13      -trans prostene  cyclopent-2-en-1-one 559 1-trans-tri-n-butylstannyl-5-me      thylene 2-[7-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-        4-triethylsilyloxy-1-octene heptyl] 17-methylene-2-homo-13-trans      prostene   cyclopent-2-en-1-one 560 1-trans-tri-n-butylstannyl-4-methyl-5      -methylene 2-[7-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,9-dio      xo-16-methyl-  4-trimethylsilyloxy-1-octene heptyl] 17-methylene-homo-13-      trans prostene   cyclopent-2-en-1-one 561 1-trans-tri-n-butylstannyl-4-di      methoxymethyl- 2-[7-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,9      -dioxo-16-formyl-  4-trimethylsilyloxy-1-octene heptyl] 2-homo-13-trans      prostene   cyclopent-2-en-1-one 562 1-trans-tri-n-butylstannyl-4-fluorome      thyl- 2-[7-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16      -fluoromethyl-  4-trimethylsilyloxy-1-octene heptyl] 2-homo-13-trans      prostene   cyclopent-2-en-1-one 563 1-trans-tri-n-butylstannyl-4-difluoro      methyl- 2-[7-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-      16-difluoromethyl-  4-trimethylsilyloxy-1-octene heptyl] 2-homo-13-trans      prostene   cyclopent-2-en-1-one 564 1-trans-tri-n-butylstannyl-4-trifluor      omethyl- 2-[7-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo      -16-trifluoromethyl-  4-trimethylsilyloxy-1-octene heptyl] 2-homo-13-tran      s prostene   cyclopent-2-en-1-one 565 1-trans-tri-n-butylstannyl-4-chloro      methyl- 2-[7-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-      16-chloromethyl-  4-trimethylsilyloxy-1-octene heptyl] 2-homo-13-trans      prostene   cyclopent-2-en-1-one 566 1-trans-tri-n-butylstannyl-4-trimethy      lsilyloxymethyl- 2-[7-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-1      ,9-dioxo-16-hydromethyl-  4-trimethylsilyloxy-1-octene heptyl] 2-homo-13-      trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        567 1-trans-iodo- 2-[7-methylthiaacetyl dl-15a-hydroxy-1-methylthiameth      yl-1,9-dioxo-  3-triphenylmethoxy-1-nonene heptyl] 20-methyl-2-homo-13-tr      ans prostene   cyclopent-2-en-1-one 568 1-trans-iodo-3-methyl- 2-[7-methy      lthiaacetyl dl-15a-hydroxy-1-methylthiamethyl-1,9-dioxo-15-methyl-      3-trimethylsilyloxy-1-nonene heptyl]20-methyl-2-homo-13-trans prostene      cyclopent-2-en-1-one 569 1-trans-iodo-4,4-dimethyl 2-[7-methylthiaacetyl      dl-15a-hydroxy-1-methylthiamethyl-1,9-dioxo-  3-trimethylsilyloxy-1-nonen      e heptyl] 16,16-dimethyl-20-methyl-2-homo-13-trans prostene   cyclopent-2      -en-1-one 570 1-trans-iodo-4,4-trimethylene 2-[7-methylthiaacetyl      dl-15a-hydroxy-1-methylthiamethyl-1,9-dioxo-  3-trimethylsilyloxy-1-nonen      e heptyl] 16,16-trimethylene-20-methyl-2-homo-13-trans prostene      cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE1 SERIES        571 1-trans-tri-n-butylstannyl-3-vinyl- 2-[7-methylthiaacetyl dl-15a-hy      droxy-1-methylthiamethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-nonen      e heptyl] 20-methyl-2-homo-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        572 1-trans-iodo- 2-[7-methylthiaacetyl dl-16-hydroxy-1-methylthiamethy      l-1,9-dioxo-  4-triphenylmethoxy-1-nonene heptyl] 20-methyl-2-homo-13-tra      ns prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE1 SERIES        573 1-trans-tri-n-butylstannyl-4-methyl- 2-[7-methylthiaacetyl      dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-methyl-  4-trimethylsilylox      y-1-nonene heptyl] 20-methyl-2-homo-13-trans prostene   cyclopent-2-en-1-      one 574 1-trans-tri-n-butylstannyl-5-methyl- 2-[7-methylthiaacetyl      dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-  4-trimethylsilyloxy-1-nonene       heptyl] 17-methyl-20-methyl-2-homo-13-trans prostene   cyclopent-2-en-1-      one 575 1-trans-tri-n-butylstannyl-4-vinyl- 2-[7-methylthiaacetyl      dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-vinyl-  4-trimethylsilyloxy      -1-nonene heptyl] 20-methyl-2-homo-13-trans prostene   cyclopent-2-en-1-o      ne 576 1-trans-tri-n-butylstannyl-4-trimethylsilylethynyl- 2-[7-methylthi      aacetyl dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-ethynyl-  4-trimeth      ylsilyloxy-1-nonene heptyl] 20-methyl-2-homo-13-trans prostene      cyclopent-2-en-1-one 577 1-trans-tri-n-butylstannyl-5-methylene 2-[7-meth      ylthiaacetyldl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-  4-triethylsilylo      xy-1-nonene heptyl] 17-methylene-20-methyl-2-homo-13-trans prostene      cyclopent-2-en-1-one 578 1-trans-tri-n-butylstannyl-4-methyl-5-methylene      2-[7-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-methy      l-  4-trimethylsilyloxy-1-nonene heptyl] 17-methylene-20-methyl-2-homo-13      -trans prostene   cyclopent-2-en-1-one 579 1-trans-tri-n-butylstannyl-4-d      imethoxymethyl- 2-[7-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,      9-dioxo-16-formyl-  4-trimethylsilyloxy-1-nonene heptyl] 20-methyl-2-homo      -13-trans prostene   cyclopent-2-en-1-one 580 1-trans-tri-n-butylstannyl-      4-fluoromethyl- 2-[7-methylthiaacetyldl-16-hydroxy-1-methylthiamethyl-1,9      -dioxo-16-fluoromethyl-  4-trimethylsilyloxy-1-nonene heptyl] 20-methyl-2      -homo-13-trans prostene   cyclopent-2-en-1-one 581 1-trans-tri-n-butylsta      nnyl-4-difluoromethyl- 2-[7-methylthiaacetyl dl-16-hydroxy-1-methylthiame      thyl-1,9-dioxo-16-difluoromethyl-  4-trimethylsilyloxy-1-nonene heptyl]      20-methyl-2-homo-13-trans prostene   cyclopent-2-en-1-one 582 1-trans-tri      -n-butylstannyl-4-trifluoromethyl- 2-[7-methylthiaacetyl dl-16-hydroxy-1-      methylthiamethyl-1,9-dioxo-16-trifluoromethyl-  4-trimethylsilyloxy-1-non      ene heptyl] 20-methyl-2-homo-13-trans prostene   cyclopent-2-en-1-one      583 1-trans-tri-n-butylstannyl-4-chloromethyl- 2-[7-methylthiaacetyl      dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-chloromethyl-  4-trimethyls      ilyloxy-1-nonene heptyl] 20-methyl-2-homo-13-trans prostene   cyclopent-2      -en-1-one 584 1-trans-tri-n-butylstannyl-4-trimethylsilyloxymethyl-      2-[7-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-hydro      xymethyl-  4-trimethylsilyloxy-1-nonene heptyl] 20-methyl-2-homo-13-trans       prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        585 1-trans-iodo- 2-[7-methylthiaacetyl dl-15a-hydroxy-1-methylthiameth      yl-1,9-dioxo- 3-triphenylmethoxy-1-decene heptyl] 20-ethyl-2-homo-13-tran      s prostene   cyclopent-2-en-1-one 586 1-trans-iodo-3-methyl- 2-[7-methylt      hiaacetyl dl-15a-hydroxy-1-methylthiamethyl-1,9-dioxo-15-methyl-      3-trimethylsilyloxy-1-decene heptyl] 20-ethyl-2-homo-13-trans prostene      cyclopent-2-en-1-one 587 1-trans-iodo-4,4-dimethyl 2-[7-methylthiaacetyl      dl-15a-hydroxy-1-methylthiamethyl-1,9-dioxo-  3-trimethylsilyloxy-1-decen      e heptyl] 16,16-dimethyl-20-ethyl-2-homo-13-trans prostene   cyclopent-2-      en-1-one 588 1-trans-iodo-4,4-trimethylene 2-[7-methylthiaacetyl      dl-15a-hydroxy-1-methylthiamethyl-1,9-dioxo-  3-trimethylsilyloxy-1-decen      e heptyl] 16,16-trimethylene-20-ethyl-2-homo-13-trans prostene      cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE1 SERIES        589 1-trans-tri-n-butylstannyl-3-vinyl- 2-[7-methylthiaacetyl dl-15a-hy      droxy-1-methylthiamethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-decen      e heptyl] 20-ethyl-2-homo-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        590 1-trans-iodo- 2-[7-methylthiaacetyl dl-16-hydroxy-1-methylthiamethy      l-1,9-dioxo-  4-triphenylmethoxy-1-decene heptyl] 20-ethyl-2-homo-13-tran      s prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE1 SERIES        591 1-trans-tri-n-butylstannyl-4-methyl- 2-[7-methylthiaacetyl      dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-methyl-  4-trimethylsilylox      y-1-decene heptyl] 20-ethyl-2-homo-13-trans prostene   cyclopent-2-en-1-o      ne 592 1-trans-tri-n-butylstannyl-5-methyl 2-[7-methylthiaacetyl      dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-  4-trimethylsilyloxy-1-decene       heptyl] 17-methyl-20-ethyl-2-homo-13-trans prostene   cyclopent-2-en-1-o      ne 593 1-trans-tri-n-butylstannyl-4-vinyl- 2-[7-methylthiaacetyl      dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-vinyl-  4-trimethylsilyloxy      -1-decene heptyl] 20-ethyl-2-homo-13-trans prostene   cyclopent-2-en-1-on      e 594 1-trans-tri-n-butylstannyl-4-trimethylsilylethynyl- 2-[7-methylthia      acetyl dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-ethynyl-  4-trimethy      lsilyloxy-1-decene heptyl] 20-ethyl-2-homo-13-trans prostene   cyclopent-      2-en-1-one 595 1-trans-tri-n-butylstannyl-5-methylene 2-[7-methylthiaacet      yl dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-  4-triethylsilyloxy-1-dece      ne heptyl] 17-methylene-20-ethyl-2-homo-13-trans prostene   cyclopent-2-e      n-1-one 596 1-trans-tri-n-butylstannyl-4-methyl-5-methylene 2-[7-methylth      iaacetyl dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-methyl-  4-trimeth      ylsilyloxy-1-decene heptyl] 17-methylene-20-ethyl-2-homo-13-trans      prostene   cyclopent-2-en-1-one 597 1-trans-tri-n-butylstannyl-4-dimethox      ymethyl- 2-[7-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo      -16-formyl-  4-trimethylsilyloxy-1-decene heptyl] 20-ethyl-2-homo-13-tran      s prostene   cyclopent-2-en-1-one 598 1-trans-tri-n-butylstannyl-4-fluoro      methyl- 2-[7-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-      16-fluoromethyl  4-trimethylsilyloxy-1-decene heptyl] 20-ethyl-2-homo-13-      trans prostene   cyclopent-2-en-1-one 599 1-trans-tri-n-butylstannyl-4-di      fluoromethyl- 2-[7-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,9-      dioxo-16-difluoromethyl-  4-trimethylsilyloxy-1-decene heptyl] 20-ethyl-2      -homo-13-trans prostene   cyclopent-2-en-1-one 600 1-trans-tri-n-butylsta      nnyl-4-trifluoromethyl- 2-[7-methylthiaacetyl dl-16-hydroxy-1-methylthiam      ethyl-1,9-dioxo-16-trifluoromethyl-  4-trimethylsilyloxy-1-decene      heptyl] 20-ethyl-2-homo-13-trans prostene   cyclopent-2-en-1-one 601      1-trans-tri-n-butylstannyl-4-chloromethyl- 2-[7-methylthiaacetyl      dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-chloromethyl-  4-trimethyls      ilyloxy-1-decene heptyl] 20-ethyl-2-homo-13-trans prostene   cyclopent-2-      en-1-one 602 1-trans-tri-n-butylstannyl-4-trimethylsilyloxymethyl-      2-[7-methylthiaacetyl dl-16-hydroxy-1-methylthiamethyl-1,9-dioxo-16-hydro      xymethyl-  4-trimethylsilyloxy-1-decene heptyl] 20-ethyl-2-mono-13-trans      prostene   cyclopent-2-en-1-one

    TABLE VII       EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES       1 1-trans-tri-n-butylstannyl-7-thia 2-[5-methylthioacetyl dl-11a,16-dihy      droxy-1-methylthiomethyl-1,9-dioxo-  4-triethylsilyloxy-1-octene      pentyl]-4-trimethylsiloxy 19-thia-2-nor-13-trans prostene   cyclopent-2-e      n-1-one       2 1-trans-tri-n-butylstannyl-4-methyl-7-thia 2-[5-methylthioacetyl      dl-11a,16-dihydroxy-1-methylthiomethyl-1,9-dioxo-16-methyl-  4-trimethyls      ilyloxy-1-octene pentyl]-4-trimethylsiloxy 19-thia-2-nor-13-trans      prostene  cyclopent-2-en-1-one       3 1-trans-tri-n-butylstannyl-7-oxa2-[5-methylthioacetyl dl-11a,16-dihydr      oxy-1-methylthiomethyl-1,9-dioxo-  4-triethylsilyloxy-1-octenepentyl]-4-t      rimethylsiloxy 19-oxa-2-nor-13-trans prostene  cyclopent-2-en-1-one 4      1-trans-tri-n-butylstannyl-4-methyl-7-oxa2-[5-methylthioacetyl dl-11a,16-      dihydroxy-1-methylthiomethyl-1,9-dioxo-16-methyl- 4-trimethylsilyloxy-1-o      ctenepentyl]-4-trimethylsiloxy 19-oxa-2-nor-13-trans prostene  cyclopent-      2-en-1-one       5 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[5-methylthioacetyl      dl-11a,16-dihydroxy-1-methylthiomethyl-1,9-dioxo-16-bromomethyl-      4-trimethylsilyloxy-1-heptene pentyl]-4-trimethylsiloxy 20-nor-2-nor-13-t      rans prostene   cyclopent-2-en-1-one       EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES       6 1-trans-iodo-4-allenyl- 2-[5-methylthioacetyl dl-11a,16-dihydroxy-1-me      thylthiomethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-heptenepentyl      ]-4-trimethylsiloxy 20-nor-2-nor-13-trans prostene  cyclopent-2-en-1-one       EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        7 1-trans-tri-n-butylstannyl-4-bromomethyl-2-[5-methylthioacetyl      dl-11a,16-dihydroxy-1-methylthiomethyl-1,9-dioxo-16-bromomethyl-      4-trimethylsilyloxy-1-octene pentyl] -4-trimethylsiloxy 2-nor-13-trans      prostene   cyclopent-2-en-1-one       EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES       8 1-trans-iodo-4-allenyl- 2-[5-methylthioacetyl dl-11a,16-dihydroxy-1-me      thylthiomethyl-1,9-dioxo-16-allenyl- 4-trimethylsilyloxy-1-octenepentyl]-      4-trimethylsiloxy 2-nor-13-trans prostene  cyclopent-2-en-1-one       EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        9 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[5-methylthioacetyl      dl-11a,16-dihydroxy-1-methylthiomethyl-1,9-dioxo-16-bromomethyl-      4-trimethylsilyloxy-1-nonenepentyl]-4-trimethylsiloxy 20-methyl-2-nor-13-      trans prostene  cyclopent-2-en-1-one       EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES       10 1-trans-iodo-4-allenyl- 2-[5-methylthioacetyl dl-11a,16-dihydroxy-1-m      ethylthiomethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-nonene      pentyl]-4-trimethylsiloxy 20-methyl-2-nor-13-trans prostene   cyclopent-2      -en-1-one       EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES       11 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[5-methylthioacetyl      dl-11a,16-dihydroxy-1-methylthiomethyl-1,9-dioxo-16-bromomethyl-      4-trimethylsilyloxy-1-decene pentyl]-4-trimethylsiloxy 20-ethyl-2-nor-13-      trans prostene  cyclopent-2-en-1-one       EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        12 1-trans-iodo-4-allenyl- 2-[5-methylthioacetyl dl-11a,16-dihydroxy-1-      methylthiomethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-decene      pentyl]-4-trimethylsiloxy 20-ethyl-2-nor-13-trans prostene   cyclopent-2-      en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        13 1-trans-tri-n-butylstannyl-7-thia 2-[6-methylthioacetyl dl-11a,16-di      hydroxy-1-methylthiomethyl-1,9-dioxo-  4-triethylsilyloxy-1-octene      hexyl]-4-trimethylsiloxy 19-thia-13-trans prostene   cyclopent-2-en-1-one       14 1-trans-tri-n-butylstannyl-4-methyl-7-thia 2-[6-methylthioacetyl      dl-11a,16-dihydroxy-1-methylthiomethyl-1,9-dioxo-16-methyl-  4-trimethyls      ilyloxy-1-octene hexyl]-4-trimethylsiloxy 19-thia-13-trans prostene      cyclopent-2-en-1-one 15 1-trans-tri-n-butylstannyl-7-oxa 2-[6-methylthioa      cetyl dl-11a,16-dihydroxy-1-methylthiomethyl-1,9-dioxo-  4-triethylsilylo      xy-1-octene hexyl]-4-trimethylsiloxy 19-oxa-13-trans prostene   cyclopent      -2-en-1-one 16 1-trans-tri-n-butylstannyl-4-methyl-7-oxa 2-[6-methylthioa      cetyl dl-11a,16-dihydroxy-1-methylthiomethyl-1,9-dioxo-16-methyl-      4-trimethylsilyloxy-1-octene hexyl]-4-trimethylsiloxy 19-oxa-13-trans      prostene   cyclopent-2-en-1-one 17 1-trans-tri-n-butylstannyl-4-bromometh      yl- 2-[6-methylthioacetyl dl-11a,16-dihydroxy-1-methylthiomethyl-1,9-diox      o-16-bromomethyl-  4-trimethylsilyloxy-1-heptene hexyl]-4-trimethylsiloxy       20-nor-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        18 1-trans-iodo-4-allenyl- 2-[6-methylthioacetyl dl-11a,16-dihydroxy-1-      methylthiomethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-heptene      hexyl]-4-trimethylsiloxy 20-nor-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        19 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[6-methylthioacetyl      dl-11a,16-dihydroxy-1-methylthiomethyl-1,9-dioxo-16-bromomethyl-      4-trimethylsilyloxy-1-octene hexyl]-4-trimethylsiloxy 13-trans prostene       cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        20 1-trans-iodo-4-allenyl- 2-[6-methylthioacetyl dl-11a,16-dihydroxy-1-      methylthiomethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-octene      hexyl]-4-trimethylsiloxy 13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        21 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[6-methylthioacetyl      dl-11a,16-dihydroxy-1-methylthiomethyl-1,9-dioxo-16-bromomethyl-      4-trimethylsilyloxy-1-nonene hexyl]-4-trimethylsiloxy 20-methyl-13-trans      prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        22 1-trans-iodo-4-allenyl- 2-[6-methylthioacetyl dl-11a,16-dihydroxy-1-      methylthiomethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-nonene      hexyl]-4-trimethylsiloxy 20-methyl-13-trans prostene   cyclopent-2-en-1-o      ne        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        23 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[6-methylthioacetyl      dl-11a,16-dihydroxy-1-methylthiomethyl-1,9-dioxo-16-bromomethyl-      4-trimethylsilyloxy-1-decene hexyl]-4-trimethylsiloxy 20-ethyl-13-trans      prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        24 1-trans-iodo-4-allenyl- 2-[6-methylthioacetyl dl-11a,16-dihydroxy-1-      methylthiomethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-decene      hexyl]-4-trimethylsiloxy 20-ethyl-13-trans prostene   cyclopent-2-en-1-on      e        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        25 1-trans-tri-n-butylstannyl-7-thia 2-[7-methylthioacetyl dl-11a,16-di      hydroxy-1-methylthiomethyl-1,9-dioxo-  4-triethylsilyloxy-1-octene      heptyl]-4-trimethylsiloxy 19-thia-2-homo-13-trans prostene   cyclopent-2-      en-1-one 26 1-trans-tri-n-butylstannyl-4-methyl-7-thia 2-[7-methylthioace      tyl dl-11a,16-dihydroxy-1-methylthiomethyl-1,9-dioxo-16-methyl-      4-trimethylsilyloxy-1-octene heptyl]-4-trimethylsiloxy 19-thia-2-homo-13-      trans prostene   cyclopent-2-en-1-one 27 1-trans-tri-n-butylstannyl-7-oxa       2-[7-methylthioacetyl dl-11a,16-dihydroxy-1-methylthiomethyl-1,9-dioxo-       4-triethylsilyloxy-1-octene heptyl]-4-trimethylsiloxy 19-oxa-2-homo-13-t      rans prostene   cyclopent-2-en-1-one 28 1-trans-tri-n-butylstannyl-4-meth      yl-7-oxa 2-[7-methylthioacetyl dl-11a,16-dihydroxy-1-methylthiomethyl-1,9      -dioxo-16-methyl-  4-trimethylsilyloxy-1-octene heptyl]-4-trimethylsiloxy       19-oxa-2-homo-13-trans prostene   cyclopent-2-en-1-one 29 1-trans-tri-n-      butylstannyl-4-bromomethyl- 2-[7-methylthioacetyl dl-11a,16-dihydroxy-1-m      ethylthiomethyl-1,9-dioxo-16-bromomethyl-  4-trimethylsilyloxy-1-heptene      heptyl]-4-trimethylsiloxy 20-nor-2-homo-13-trans prostene   cyclopent-2-e      n-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        30 1-trans-iodo-4-allenyl- 2-[7-methylthioacetyl dl-11a,16-dihydroxy-1-      methylthiomethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-heptene      heptyl]-4-trimethylsiloxy 20-nor-2-homo-13-trans prostene   cyclopent-2-e      n-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        31 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[7-methylthioacetyl      dl-11a,16-dihydroxy-1-methylthiomethyl-1,9-dioxo-16-bromomethyl-      4-trimethylsilyloxy-1-octene heptyl]-4-trimethylsiloxy 2-homo-13-trans      prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        32 1-trans-iodo-4-allenyl- 2-[7-methylthioacetyl dl-11a,16-dihydroxy-1-      methylthiomethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-octene      heptyl]-4-trimethylsiloxy 2-homo-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        33 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[7-methylthioacetyl      dl-11a,16-dihydroxy-1-methylthiomethyl-1,9-dioxo-16-bromomethyl-      4-trimethylsilyloxy-1-nonene heptyl]-4-trimethylsiloxy 20-methyl-2-homo-1      3-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        34 1-trans-iodo-4-allenyl- 2-[7-methylthioacetyl dl-11a,16-dihydroxy-1-      methylthiomethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-nonene      heptyl]-4-trimethylsiloxy 20-methyl-2-homo-13-trans prostene   cyclopent-      2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        35 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[7-methylthioacetyl      dl-11a,16-dihydroxy-1-methylthiomethyl-1,9-dioxo-16-bromomethyl-      4-trimethylsilyloxy-1-decene heptyl-]-4-trimethylsiloxy 20-ethyl-2-homo-1      3-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        36 1-trans-iodo-4-allenyl- 2-[7-methylthioacetyl dl-11a,16-dihydroxy-1-      methylthiomethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-decene      heptyl]-4-trimethylsiloxy 20-ethyl-2-homo-13-trans prostene   cyclopent-2      -en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        37 1-trans-tri-n-butylstannyl-7-thia 2-[6-methylthioacetyl nat-11a,16-d      ihydroxy-1-methylthiomethyl-1,9-dioxo-  4-triethylsilyloxy-1-octene      hexyl]-4R-trimethylsiloxy 19-thia-13-trans prostene   cyclopent-2-en-1-on      e 38 1-trans-tri-n-butylstannyl-4-methyl-7-thia 2-[6-methylthioacetyl      nat-11a,16-dihydroxy-1-methylthiomethyl-1,9-dioxo-16-methyl-  4-trimethyl      silyloxy-1-octene hexyl]-4R-trimethylsiloxy 19-thia-13-trans prostene      cyclopent-2-en-1-one 39 1-trans-tri-n-butylstannyl-7-oxa 2-[6-methylthioa      cetyl nat-11a,16-dihydroxy-1-methylthiomethyl-1,9-dioxo-  4-triethylsilyl      oxy-1-octene hexyl]-4R-trimethylsiloxy 19-oxa-13-trans prostene      cyclopent-2-en-1-one 40 1-trans-tri-n-butylstannyl-4-methyl-7-oxa      2-[6-methylthioacetyl nat-11a,16-dihydroxy-1-methylthiomethyl-1,9-dioxo-1      6-methyl-  4-trimethylsilyloxy-1-octene hexyl]-4R-trimethylsiloxy      19-oxa-13-trans prostene   cyclopent-2-en-1-one 41 1-trans-tri-n-butylsta      nnyl-4-bromomethyl- 2-[6-methylthioacetyl nat-11a,16-dihydroxy-1-methylth      iomethyl-1,9-dioxo-16-bromomethyl-  4-trimethylsilyloxy-1-heptene      hexyl]-4R-trimethylsiloxy 20-nor-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        42 1-trans-iodo-4-allenyl- 2-[6-methylthioacetyl nat-11a,16-dihydroxy-1      -methylthiomethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-heptene      hexyl]-4R-trimethylsiloxy 20-nor-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        43 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[6-methylthioacetyl      nat-11a,16-dihydroxy-1-methylthiomethyl-1,9-dioxo-16-bromomethyl-      4-trimethylsilyloxy-1-octene hexyl]-4R-trimethylsiloxy 13-trans prostene        cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        44 1-trans-iodo-4-allenyl- 2-[6-methylthioacetyl nat-11a,16-dihydroxy-1      -methylthiomethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-octene      hexyl]-4R-trimethylsiloxy 13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        45 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[6-methylthioacetyl      nat-11a,16-dihydroxy-1-methylthiomethyl-1,9-dioxo-16-bromomethyl-      4-trimethylsilyloxy-1-nonene hexyl]-4R-trimethylsiloxy 20-methyl-13-trans       prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        46 1-trans-iodo-4-allenyl- 2-[6-methylthioacetyl nat-11a,16-dihydroxy-1      -methylthiomethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-nonene      hexyl]-4R-trimethylsiloxy 20-methyl-13-trans prostene   cyclopent-2-en-1-      one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        47 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[6-methylthioacetyl      nat-11a,16-dihydroxy-1-methylthiomethyl-1,9-dioxo-16-bromomethyl-      4-trimethylsilyloxy-1-decene hexyl]-4R-trimethylsiloxy 20-ethyl-13-trans      prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        48 1-trans-iodo-4-allenyl- 2-[6-methylthioacetyl nat-11a,16-dihydroxy-1      -methylthiomethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-decene      hexyl]-4R-trimethylsiloxy 20-ethyl-13-trans prostene   cyclopent-2-en-1-o      ne        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE1 SERIES        49 1-trans-tri-n-butylstannyl-7-thia 2-[6-methylthioacetyl dl-16-hydrox      y-1-methylthiomethyl-1,9-dioxo-  4-triethylsilyloxy-1-octene pentyl]      19-thia-2-nor-13-trans prostene   cyclopent-2-en-1-one 50 1-trans-tri-n-b      utylstannyl-4-methyl-7-thia 2-[5-methylthioacetyl dl-16-hydroxy-1-methylt      hiomethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-octene pentyl]      19-thia-2-nor-13-trans prostene   cyclopent-2-en-1-one 51 1-trans-tri-n-b      utylstannyl-7-oxa 2-[5-methylthioacetyl dl-16-hydroxy-1-methylthiomethyl-      1,9-dioxo-  4-triethylsilyloxy-1-octene pentyl] 19-oxa-2-nor-13-trans      prostene   cyclopent-2-en-1-one 52 1-trans-tri-n-butylstannyl-4-methyl-7-      oxa 2-[5-methylthioacetyl dl-16-hydroxy-1-methylthiomethyl-1,9-dioxo-16-m      ethyl-  4-trimethylsilyloxy-1-octene pentyl] 19-oxa-2-nor-13-trans      prostene   cyclopent-2-en-1-one 53 1-trans-tri-n-butylstannyl-4-bromometh      yl- 2-[5-methylthioacetyl dl-16-hydroxy-1-methylthiomethyl-1,9-dioxo-16-b      romomethyl-  4-trimethylsilyloxy-1-heptene pentyl] 20-nor-2-nor-13-trans      prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        54 1-trans-iodo-4-allenyl- 2-[5-methylthioacetyl dl-16-hydroxy-1-methyl      thiomethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-heptene pentyl]      20-nor-2-nor-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE1 SERIES        55 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[5-methylthioacetyl      dl-16-hydroxy-1-methylthiomethyl-1,9-dioxo-16-bromomethyl-  4-trimethylsi      lyloxy-1-octene pentyl] 2-nor-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODODE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        56 1-trans-iodo-4-allenyl- 2-[5-methylthioacetyl dl-16-hydroxy-1-methyl      thiomethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-octene pentyl]      2-nor-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE1 SERIES        57 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[5-methylthioacetyl      dl-16-hydroxy-1-methylthiomethyl-1,9-dioxo-16-bromomethyl-  4-trimethylsi      lyloxy-1-nonene pentyl] 20-methyl-2-nor-13-trans prostene   cyclopent-2-e      n-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        58 1-trans-iodo-4-allenyl- 2-[5-methylthioacetyl dl-16-hydroxy-1-methyl      thiomethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-nonene pentyl]      20-methyl-2-nor-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE1 SERIES        59 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[5-methylthioacetyl      dl-16-hydroxy-1-methylthiomethyl-1,9-dioxo-16-bromomethyl-  4-trimethylsi      lyloxy-1-decene pentyl] 20-ethyl-2-nor-13-trans prostene   cyclopent-2-en      -1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        60 1-trans-iodo-4-allenyl- 2-[5-methylthioacetyl dl-16-hydroxy-1-methyl      thiomethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-decene pentyl]      20-ethyl-2-nor-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE1 SERIES        61 1-trans-tri-n-butylstannyl-7-thia 2-[6-methylthioacetyl dl-16-hydrox      y-1-methylthiomethyl-1,9-dioxo-  4-triethylsilyloxy-1-octene hexyl]      19-thia-13-trans prostene   cyclopent-2-en-1-one 62 1-trans-tri-n-butylst      annyl-4-methyl-7-thia 2-[6-methylthioacetyl dl-16-hydroxy-1-methylthiomet      hyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-octene hexyl] 19-thia-13-      trans prostene   cyclopent-2-en-1-one 63 1-trans-tri-n-butylstannyl-7-oxa       2-[6-methylthioacetyl dl-16-hydroxy-1-methylthiomethyl-1,9-dioxo-      4-triethylsilyloxy-1-octene hexyl] 19-oxa-13-trans prostene   cyclopent-2      -en-1-one 64 1-trans-tri-n-butylstannyl-4-methyl-7-oxa 2-[6-methylthioace      tyl dl-16-hydroxy-1-methylthiomethyl-1,9-dioxo-16-methyl-  4-trimethylsil      yloxy-1-octene hexyl] 19-oxa-13-trans prostene   cyclopent-2-en-1-one 65      1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[6-methylthioacetyl dl-16-hyd      roxy-1-methylthiomethyl-1,9-dioxo-16-bromomethyl-  4-trimethylsilyloxy-1-      heptene hexyl] 2-nor-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        66 1-trans-iodo-4-allenyl- 2-[6-methylthioacetyl dl-16-hydroxy-1-methyl      thiomethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-heptene hexyl]      2-nor-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE1 SERIES        67 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[6-methylthioacetyl      dl-16-hydroxy-1-methylthiomethyl-1,9-dioxo-16-bromomethyl-  4-trimethylsi      lyloxy-1-octene hexyl] 13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        68 1-trans-iodo-4-allenyl- 2-[6-methylthioacetyl dl-16-hydroxy-1-methyl      thiomethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-octene hexyl]      13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE1 SERIES        69 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[6-methylthioacetyl      dl-16-hydroxy-1-methylthiomethyl-1,9-dioxo-16-bromomethyl-  4-trimethylsi      lyloxy-1-nonene hexyl] 20-methyl-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        70 1-trans-iodo-4-allenyl- 2-[6-methylthioacetyl dl-16-hydroxy-1-methyl      thiomethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-nonene hexyl]      20-methyl-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE1 SERIES        71 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[6-methylthioacetyl      dl-16-hydroxy-1-methylthiomethyl-1,9-dioxo-16-bromomethyl-  4-trimethylsi      lyloxy-1-decene hexyl] 20-ethyl-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXOY PGE1 SERIES        72 1-trans-iodo-4-allenyl- 2-[6-methylthioacetyl dl-16-hydroxy-1-methyl      thiomethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-decene hexyl]      20-ethyl-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE1 SERIES        73 1-trans-tri-n-butylstannyl-7-thia 2-[7-methylthioacetyl dl-16-hydrox      y-1-methylthiomethyl-1,9-dioxo-  4-triethylsilyloxy-1-octene heptyl]      19-thia-2-homo-13-trans prostene   cyclopent-2-en-1-one 74 1-trans-tri-n-      butylstannyl-4-methyl-7-thia 2-[7-methylthioacetyl dl-16-hydroxy-1-methyl      thiomethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-octene heptyl]      19-thia-2-homo-13-trans prostene   cyclopent-2-en-1-one 75 1-trans-tri-n-      butylstannyl-7-oxa 2-[7-methylthioacetyl dl-16-hydroxy-1-methylthiomethyl      -1,9-dioxo-  4-triethylsilyloxy-1-octene heptyl] 19-oxa-2-homo-13-trans      prostene   cyclopent-2-en-1-one 76 1-trans-tri-n-butylstannyl-4-methyl-7-      oxa 2-[7-methylthioacetyl dl-16-hydroxy-1-methylthiomethyl-1,9-dioxo-16-m      ethyl-  4-trimethylsilyloxy-1-octene heptyl] 19-oxa-2-homo-13-trans      prostene   cyclopent-2-en-1-one 77 1-trans-tri-n-butylstannyl-4-bromometh      yl- 2-[7-methylthioacetyl dl-16-hydroxy-1-methylthiomethyl-1,9-dioxo-16-b      romomethyl-  4-trimethylsilyloxy-1-heptene heptyl] 20-nor-2-homo-13-trans       prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        78 1-trans-iodo-4-allenyl- 2-[7-methylthioacetyl dl-16-hydroxy-1-methyl      thiomethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-heptene heptyl]      20-nor-2-homo-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE1 SERIES        79 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[7-methylthioacetyl      dl-16-hydroxy-1-methylthiomethyl-1,9-dioxo-16-bromomethyl-  4-trimethylsi      lyloxy-1-octene heptyl] 2-homo-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        80 1-trans-iodo-4-allenyl- 2-[7-methylthioacetyl dl-16-hydroxy-1-methyl      thiomethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-octene heptyl]      2-homo-13-trans prostene   cyclopent-2-en-1-one         EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        81 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[7-methylthioacetyl      dl-16-hydroxy-1-methylthiomethyl-1,9-dioxo-16-bromomethyl-  4-trimethylsi      lyloxy-1-nonene heptyl] 20-methyl-2-homo-13-trans prostene   cyclopent-2-      en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        82 1-trans-iodo-4-allenyl- 2-[7-methylthioacetyl dl-16-hydroxy-1-methyl      thiomethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-nonene heptyl]      20-methyl-2-homo-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE1 SERIES        83 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[7-methylthioacetyl      dl-16-hydroxy-1-methylthiomethyl-1,9-dioxo-16-bromomethyl-  4-trimethylsi      lyloxy-1-decene heptyl] 20-ethyl-2-homo-13-trans prostene   cyclopent-2-e      n-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        84 1-trans-iodo-4-allenyl- 2-[7-methylthioacetyl dl-16-hydroxy-1-methyl      thiomethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-decene heptyl]      20-ethyl-2-homo-13-trans prostene   cyclopent-2-en-1-one

    TABLE VIII       EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES       1 1-trans-iodo- 2-[5-phenoxyacetyl dl-11a,15a-dihydroxy-1-phenoxymethyl-      1,9-dioxo-  3-triphenylmethoxy-1-heptene pentyl]-4-trimethylsiloxy      20-nor-2-nor-13-trans prostene   cyclopent-2-en-1-one       2 1-trans-iodo-3-methyl- 2-[5-phenoxyacetyl dl-11a,15a-dihydroxy-1-pheno      xymethyl-1,9-dioxo-15-methyl-  3-trimethylsilyloxy-1-heptene pentyl]-4-tr      imethylsiloxy 20-nor-2-nor-13-trans prostene   cyclopent-2-en-1-one  3      1-trans-iodo-4,4-dimethyl 2-[5-phenoxyacetyl dl-11a,15a-dihydroxy-1-pheno      xymethyl-1,9-dioxo-  3-trimethylsilyloxy-1-heptene pentyl]-4-trimethylsil      oxy 16,16-dimethyl-20-nor-2-nor-13-trans prostene   cyclopent-2-en-1-one       4 1-trans-iodo-5,5-dimethyl 2-[5-phenoxyacetyl dl-11a,15a-dihydroxy-1-phe      noxymethyl-1,9-dioxo-  3-triphenylmethoxy-1-octene pentyl]-4-trimethylsil      oxy 17,17-dimethyl-2-nor-13-trans prostene   cyclopent-2-en-1-one  5      1-trans-iodo-4-methyl 2-[5-phenoxyacetyl dl-11a,15a-dihydroxy-1-phenoxyme      thyl-1,9-dioxo-  3-triphenylmethoxy-1-octene pentyl]-4-trimethylsiloxy      16-methyl-2-nor-13-trans prostene   cyclopent-2-en-1-one       6 1-trans-iodo-4,4-trimethylene 2-[5-phenoxyacetyl dl-11a,15a-dihydroxy-      1-phenoxymethyl-1,9-dioxo-  3-trimethylsilyloxy-1-heptene pentyl]-4-trime      thylsiloxy 16,16-trimethylene-20-nor-2-nor-13-trans prostene   cyclopent-      2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES       7 1-trans-tri-n-butylstannyl-3-vinyl- 2-[5-phenoxyacetyl dl-11a,15a-dihy      droxy-1-phenoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-heptene      pentyl]-4-trimethylsiloxy 20-nor-2-nor-13-trans prostene   cyclopent-2-en      -1-one  8 1-trans-tri-n-butylstannyl-4-phenoxy 2-[5-phenoxyacetyl      dl-11a,15a-dihydroxy-1-phenoxymethyl-1,9-dioxo-  3-triethylsilyloxy-1-but      ene pentyl]-4-trimethylsiloxy 16-phenoxy-2-nor-17-20-tetranor-13-trans      prostene   cyclopent-2-en-1-one       9 1-trans-tri-n-butylstannyl-4-(p-fluorophenoxy) 2-[5-phenoxyacetyl      dl-11a,15a-dihydroxy-1-phenoxymethyl-1,9-dioxo-  3-triethylsilyloxy-1-but      ene pentyl]-4-trimethylsiloxy 16-(p-fluorophenoxy)-2-nor-17-20-tetranor-1      3-trans prostene   cyclopent-2-en-1-one 10 1-trans-tri-n-butylstannyl-4-(      m-chlorophenoxy) 2-[5-phenoxyacetyl dl-11a,15a-dihydroxy-1-phenoxymethyl-      1,9-dioxo-  3-triethylsilyloxy-1-butene pentyl]-4-trimethylsiloxy      16-(m-chlorophenoxy)-2-nor-17-20-tetranor-13-trans prostene   cyclopent-2      -en-1-one 11 1-trans-tri-n-butylstannyl-4-(m-trifluoromethylphenoxy)      2-[5-phenoxyacetyl dl-11a,15a-dihydroxy-1-phenoxymethyl-1,9-dioxo-      3-triethylsilyloxy-1-butene pentyl]-4-trimethylsiloxy 16-(m-trifluorometh      ylphenoxy)-2-nor-17-20-tetranor-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        12 1-trans-iodo-5-phenyl 2-[5-phenoxyacetyl dl-11a,15a-dihydroxy-1-phen      oxymethyl-1,9-dioxo-  3-triethylsilyloxy-1-pentene pentyl]-4-trimethylsil      oxy 17-phenyl-2-nor-18-20-trinor-13-trans prostene   cyclopent-2-en-1-one       13 1-trans-iodo-4,4-dimethyl-5-phenyl 2-[5-phenoxyacetyl dl-11a,15a-dihy      droxy-1-phenoxymethyl-1,9-dioxo-  3-triethylsilyloxy-1-pentene pentyl]-4-      trimethylsiloxy 16,16-dimethyl-17-phenyl-2-nor-18-20-trinor-13-trans      prostene   cyclopent-2-en-1-one 14 1-trans-iodo-4-cyclopentyl 2-[5-phenox      yacetyl dl-11a,15a-dihydroxy-1-phenoxymethyl-1,9-dioxo-  3-triphenylmetho      xy-1-butene pentyl]-4-trimethylsiloxy 16-cyclopentyl-2-nor-17-20-tetranor      -13-trans prostene   cyclopent-2-en-1-one 15 1-trans-iodo-4-cyclohexyl      2-[5-phenoxyacetyl dl-11a,15a-dihydroxy-1-phenoxymethyl-1,9-dioxo-      3-triphenylmethoxy-1-butene pentyl]-4-trimethylsiloxy 16-cyclohexyl-2-nor      -17-20-tetranor-13-trans prostene   cyclopent-2-en-1-one 16 1-trans-iodo-       2-[5-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-      4-triphenylmethoxy-1-heptene pentyl]-4-trimethylsiloxy 20-nor-2-nor-13-tr      ans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        17 1-trans-tri-n-butylstannyl-4-methyl- 2-[5-phenoxyacetyl dl-11a,16-di      hydroxy-1-phenoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-hepte      ne pentyl]-4-trimethylsiloxy 20-nor-2-nor-13-trans prostene   cyclopent-2      -en-1-one 18 1-trans-tri-n-butylstannyl-4-ethyl- 2-[5-phenoxyacetyl      dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-ethyl-  4-trimethylsilyl      oxy-1-octene pentyl]-4-trimethylsiloxy 2-nor-13-trans prostene      cyclopent-2-en-1-one 19 1-trans-tri-n-butylstannyl-5-methyl 2-[5-phenoxya      cetyl dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-  4-trimethylsilyloxy      -1-heptene pentyl]-4-trimethylsiloxy 17-methyl-20-nor-2-nor-13-trans      prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        20 1-trans-iodo-5,5-dimethyl 2-[5-phenoxyacetyl dl-11a,16-dihydroxy-1-p      henoxymethyl-1,9-dioxo-  4-trimethylsilyloxy-1-octene pentyl]-4-trimethyl      siloxy 17,17-dimethyl-2-nor-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        21 1-trans-tri-n-butylstannyl-4-vinyl- 2-[5-phenoxyacetyl dl-11a,16-dih      ydroxy-1-phenoxymethyl-1,9-dioxo-16-vinyl-  4-trimethylsilyloxy-1-heptene       pentyl]-4-trimethylsiloxy 20-nor-2-nor-13-trans prostene   cyclopent-2-e      n-1-one 22 1-trans-tri-n-butylstannyl-4-cyclopropyl- 2-[5-phenoxyacetyl      dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-cyclopropyl-  4-trimethy      lsilyloxy-1-octene pentyl]-4-trimethylsiloxy 2-nor-13-trans prostene      cyclopent-2-en-1-one 23 1-trans-tri-n-butylstannyl-4-trimethylsilylethyny      l- 2-[5-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-et      hynyl-  4-trimethylsilyloxy-1-heptene pentyl]-4-trimethylsiloxy 20-nor-2-      nor-13-trans prostene   cyclopent-2-en-1-one 24 1-trans-tri-n-butylstanny      l-5-methylene 2-[5-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-      dioxo-  4-triethylsilyloxy-1-heptene pentyl]-4-trimethylsiloxy 17-methyle      ne-20-nor-2-nor-13-trans prostene   cyclopent-2-en-1-one 25 1-trans-tri-n      -butylstannyl-4-methyl-5-methylene 2-[5-phenoxyacetyl dl-11a,16-dihydroxy      -1-phenoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-heptene      pentyl]-4-trimethylsiloxy 17-methylene-20-nor-2-nor-13-trans prostene      cyclopent-2-en-1-one 26 1-trans-tri-n-butylstannyl-4-dimethoxymethyl-      2-[5-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-formy      l-  4-trimethylsilyloxy-1-heptene pentyl]-4-trimethylsiloxy 20-nor-2-nor-      13-trans prostene   cyclopent-2-en-1-one 27 1-trans-tri-n-butylstannyl-4-      fluoromethyl- 2-[5-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-      dioxo-16-fluoromethyl-  4-trimethylsilyloxy-1-heptene pentyl]-4-trimethyl      siloxy 20-nor-2-nor-13-trans prostene   cyclopent-2-en-1-one 28 1-trans-t      ri-n-butylstannyl-4-difluoromethyl- 2-[5-phenoxyacetyl dl-11a,16-dihydrox      y-1-phenoxymethyl-1,9-dioxo-16-difluoromethyl-  4-trimethylsilyloxy-1-hep      tene pentyl]-4-trimethylsiloxy 20-nor-2-nor-13-trans prostene   cyclopent      -2-en-1-one 29 1-trans-tri-n-butylstannyl-4-trifluoromethyl- 2-[5-phenoxy      acetyl dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-trifluoromethyl-       4-trimethylsilyloxy-1-heptene pentyl]-4-trimethylsiloxy 20-nor-2-nor-13-      trans prostene   cyclopent-2-en-1-one 30 1-trans-tri-n-butylstannyl-4-chl      oromethyl- 2-[5-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dio      xo-16-chloromethyl-  4-trimethylsilyloxy-1-heptene pentyl]-4-trimethylsil      oxy 20-nor-2-nor-13-trans prostene   cyclopent-2-en-1-one 31 1-trans-tri-      n-butylstannyl-4-trimethylsilyloxymethyl- 2-[5-phenoxyacetyl dl-11a,16-di      hydroxy-1-phenoxymethyl-1,9-dioxo-16-hydroxymethyl-  4-trimethylsilyloxy-      1-heptene pentyl]-4-trimethylsiloxy 20-nor-2-nor-13-trans prostene      cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        32 1-trans-iodo-4-methyl-7-chloro 2-[5-phenoxyacetyl dl-11a,16-dihydrox      y-1-phenoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-heptene      pentyl]-4-trimethylsiloxy 19-chloro-2-nor-20-nor-13-trans prostene      cyclopent-2-en-1-one 33 1-trans-iodo- 2-[5-phenoxyacetyl dl-11a,15a-dihyd      roxy-1-phenoxymethyl-1,9-dioxo-  3-triphenylmethoxy-1-octene pentyl]-4-tr      imethylsiloxy 2-nor-13-trans prostene   cyclopent-2-en-1-one 34 1-trans-i      odo-3-methyl- 2-[5-phenoxyacetyl dl-11a,15a-dihydroxy-1-phenoxymethyl-1,9      -dioxo-15-methyl-  3-trimethylsilyloxy-1-octene pentyl]-4-trimethylsiloxy       2-nor-13-trans prostene   cyclopent-2-en-1-one 35 1-trans-iodo-4,4-dimet      hyl 2-[5-phenoxyacetyl dl-11a,15a-dihydroxy-1-phenoxymethyl-1,9-dioxo-      3-trimethylsilyloxy-1-octene pentyl]-4-trimethylsiloxy 16,16-dimethyl-2-n      or-13-trans prostene   cyclopent-2-en-1-one 36 1-trans-iodo-4,4-trimethyl      ene 2-[5-phenoxyacetyl dl-11a,15a-dihydroxy-1-phenoxymethyl-1,9-dioxo-      3-trimethylsilyloxy-1-octene pentyl]-4-trimethylsiloxy 16,16-trimethylene      -2-nor-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        37 1-trans-tri-n-butylstannyl-3-vinyl- 2-[5-phenoxyacetyl dl-11a,15a-di      hydroxy-1-phenoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-octene       pentyl]-4-trimethylsiloxy 2-nor-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        38 1-trans-iodo- 2-[5-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymethyl      -1,9-dioxo-  4-triphenylmethoxy-1-octene pentyl]-4-trimethylsiloxy      2-nor-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        39 1-trans-tri-n-butylstannyl-4-methyl- 2-[5-phenoxyacetyl dl-11a,16-di      hydroxy-1-phenoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-octen      e pentyl]-4-trimethylsiloxy 2-nor-13-trans prostene   cyclopent-2-en-1-on      e 40 1-trans-tri-n-butylstannyl-5-methyl 2-[5-phenoxyacetyl dl-11a,16-dih      ydroxy-1-phenoxymethyl-1,9-dioxo-  4-trimethylsilyloxy-1-octene pentyl]-4      -trimethylsiloxy 17-methyl-2-nor-13-trans prostene   cyclopent-2-en-1-one       41 1-trans-tri-n-butylstannyl-4-vinyl- 2-[5-phenoxyacetyl dl-11a,16-dihy      droxy-1-phenoxymethyl-1,9-dioxo-16-vinyl-  4-trimethylsilyloxy-1-octene      pentyl]-4-trimethylsiloxy 2-nor-13-trans prostene   cyclopent-2-en-1-one      42 1-trans-tri-n-butylstannyl-4-trimethylsilylethynyl- 2-[5-phenoxyacetyl       dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-ethynyl-  4-trimethylsi      lyloxy-1-octene pentyl]-4-trimethylsiloxy 2-nor-13-trans prostene      cyclopent-2-en-1-one 43 1-trans-tri-n-butylstannyl-5-methylene 2-[5-pheno      xyacetyl dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-  4-triethylsilylo      xy-1-octene pentyl]-4-trimethylsiloxy 17-methylene-2-nor-13-trans      prostene   cyclopent-2-en-1-one 44 1-trans-tri-n-butylstannyl-4-methyl-5-      methylene 2-[5-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-diox      o-16-methyl-  4-trimethylsilyloxy-1-octene pentyl]-4-trimethylsiloxy      17-methylene-2-nor-13-trans prostene   cyclopent-2-en-1-one 45 1-trans-tr      i-n-butylstannyl-4-dimethoxymethyl- 2-[5-phenoxyacetyl dl-11a,16-dihydrox      y-1-phenoxymethyl-1,9-dioxo-16-formyl-  4-trimethylsilyloxy-1-octene      pentyl]-4-trimethylsiloxy 2-nor-13-trans prostene   cyclopent-2-en-1-one      46 1-trans-tri-n-butylstannyl-4-fluoromethyl- 2-[5-phenoxyacetyl      dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-fluoromethyl-  4-trimeth      ylsilyloxy-1-octene pentyl]-4-trimethylsiloxy 2-nor-13-trans prostene      cyclopent-2-en-1-one 47 1-trans-tri-n-butylstannyl-4-difluoromethyl-      2-[5-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-diflu      oromethyl-  4-trimethylsilyloxy-1-octene pentyl]-4-trimethylsiloxy      2-nor-13-trans prostene   cyclopent-2-en-1-one 48 1-trans-tri-n-butylstan      nyl-4-trifluoromethyl- 2-[5-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxyme      thyl-1,9-dioxo-16-trifluoromethyl-  4-trimethylsilyloxy-1-octene      pentyl]-4-trimethylsiloxy 2-nor-13-trans prostene   cyclopent-2-en-1-one      49 1-trans-tri-n-butylstannyl-4-chloromethyl- 2-[5-phenoxyacetyl      dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-chloromethyl-  4-trimeth      ylsilyloxy-1-octene pentyl]-4-trimethylsiloxy 2-nor-13-trans prostene      cyclopent-2-en-1-one 50 1-trans-tri-n-butylstannyl-4-trimethylsilyloxymet      hyl- 2-[5-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-      hydroxymethyl-  4-trimethylsilyloxy-1-octene pentyl]-4-trimethylsiloxy      2-nor-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        51 1-trans-iodo- 2-[5-phenoxyacetyl dl-11a,15a-dihydroxy-1-phenoxymethy      l-1,9-dioxo-  3-triphenylmethoxy-1-nonene pentyl]-4-trimethylsiloxy      20-methyl-2-nor-13-trans prostene   cyclopent-2-en-1-one 52 1-trans-iodo-      3-methyl- 2-[5-phenoxyacetyl dl-11a,15a-dihydroxy-1-phenoxymethyl-1,9-dio      xo-15-methyl-  3-trimethylsilyloxy-1-nonene pentyl]-4-trimethylsiloxy      20-methyl-2-nor-13-trans prostene   cyclopent-2-en-1-one 53 1-trans-iodo-      4,4-dimethyl 2-[5-phenoxyacetyl dl-11a,15a-dihydroxy-1-phenoxymethyl-1,9-      dioxo-  3-trimethylsilyloxy-1-nonene pentyl]-4-trimethylsiloxy 16,16-dime      thyl-20-methyl-2-nor-13-trans prostene   cyclopent-2-en-1-one 54      1-trans-iodo-4,4-trimethylene 2-[5-phenoxyacetyl dl-11a,15a-dihydroxy-1-p      henoxymethyl-1,9-dioxo-  3-trimethylsilyloxy-1-nonene pentyl]-4-trimethyl      siloxy 16,16-trimethylene-20-methyl-2-nor-13-trans prostene   cyclopent-2      -en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        55 1-trans-tri-n-butylstannyl-3-vinyl- 2-[5-phenoxyacetyl dl-11a,15a-di      hydroxy-1-phenoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-nonene       pentyl]-4-trimethylsiloxy 20-methyl-2-nor-13-trans prostene   cyclopent-      2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        56 1-trans-iodo- 2-[5-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymethyl      -1,9-dioxo-  4-triphenylmethoxy-1-nonene pentyl]-4-trimethylsiloxy      20-methyl-2-nor-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        57 1-trans-tri-n-butylstannyl-4-methyl- 2-[5-phenoxyacetyl dl-11a,16-di      hydroxy-1-phenoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-nonen      e pentyl]-4-trimethylsiloxy 20-methyl-2-nor-13-trans prostene   cyclopent      -2-en-1-one 58 1-trans-tri-n-butylstannyl-5-methyl 2-[5-phenoxyacetyl      dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-  4-trimethylsilyloxy-1-non      ene pentyl]-4-trimethylsiloxy 17-methyl-20-methyl-2-nor-13-trans      prostene   cyclopent-2-en-1-one 59 1-trans-tri-n-butylstannyl-4-vinyl-      2-[5-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-vinyl      -  4-trimethylsilyloxy-1-nonene pentyl]-4-trimethylsiloxy 20-methyl-2-nor      -13-trans prostene   cyclopent-2-en-1-one 60 1-trans-tri-n-butylstannyl-4      -trimethylsilylethynyl- 2-[5-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxym      ethyl-1,9-dioxo-16-ethynyl-  4-trimethylsilyloxy-1-nonene pentyl]-4-trime      thylsiloxy 20-methyl-2-nor-13-trans prostene   cyclopent-2-en-1-one 61      1-trans-tri-n-butylstannyl-5-methylene 2-[5-phenoxyacetyl dl-11a,16-dihyd      roxy-1-phenoxymethyl-1,9-dioxo-  4-triethylsilyloxy-1-nonene pentyl]-4-tr      imethylsiloxy 17-methylene-20-methyl-2-nor-13-trans prostene   cyclopent-      2-en-1-one 62 1-trans-tri-n-butylstannyl-4-methyl-5-methylene 2-[5-phenox      yacetyl dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-methyl-      4-trimethylsilyloxy-1-nonene pentyl]-4-trimethylsiloxy 17-methylene-20-me      thyl-2-nor-13-trans prostene   cyclopent-2-en-1-one 63 1-trans-tri-n-buty      lstannyl-4-dimethoxymethyl- 2-[5-phenoxyacetyl dl-11a,16-dihydroxy-1-phen      oxymethyl-1,9-dioxo-16-formyl-  4-trimethylsilyloxy-1-nonene pentyl]-4-tr      imethylsiloxy 20-methyl-2-nor-13-trans prostene   cyclopent-2-en-1-one      64 1-trans-tri-n-butylstannyl-4-fluoromethyl- 2-[5-phenoxyacetyl      dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-fluoromethyl-  4-trimeth      ylsilyloxy-1-nonene pentyl]-4-trimethylsiloxy 20-methyl-2-nor-13-trans      prostene   cyclopent-2-en-1-one 65 1-trans-tri-n-butylstannyl-4-difluorom      ethyl- 2-[5-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-1      6-difluoromethyl-  4-trimethylsilyloxy-1-nonene pentyl]-4-trimethylsiloxy       20-methyl-2-nor-13-trans prostene   cyclopent-2-en-1-one 66 1-trans-tri-      n-butylstannyl-4-trifluoromethyl- 2-[5-phenoxyacetyl dl-11a,16-dihydroxy-      1-phenoxymethyl-1,9-dioxo-16-trifluoromethyl-  4-trimethylsilyloxy-1-none      ne pentyl]-4-trimethylsiloxy 20-methyl-2-nor-13-trans prostene      cyclopent-2-en-1-one 67 1-trans-tri-n-butylstannyl-4-chloromethyl-      2-[5-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-chlor      omethyl-  4-trimethylsilyloxy-1-nonene pentyl]-4-trimethylsiloxy      20-methyl-2-nor-13-trans prostene   cyclopent-2-en-1-one 68 1-trans-tri-n      -butylstannyl-4-trimethylsilyloxymethyl- 2-[5-phenoxyacetyl dl-11a,16-dih      ydroxy-1-phenoxymethyl-1,9-dioxo-16-hydroxymethyl-  4-trimethylsilyloxy-1      -nonene pentyl]-4-trimethylsiloxy 20-methyl-2-nor-13-trans prostene      cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        69 1-trans-iodo- 2-[5-phenoxyacetyl dl-11a,15a-dihydroxy-1-phenoxymethy      l-1,9-dioxo-  3-triphenylmethoxy-1-decene pentyl]-4-trimethylsiloxy      20-ethyl-2-nor-13-trans prostene   cyclopent-2-en-1-one 70 1-trans-iodo-3      -methyl- 2-[5-phenoxyacetyl dl-11a,15a-dihydroxy-1-phenoxymethyl-1,9-diox      o-15-methyl-  3-trimethylsilyloxy-1-decene pentyl]-4-trimethylsiloxy      20-ethyl-2-nor-13-trans prostene   cyclopent-2-en-1-one 71 1-trans-iodo-4      ,4-dimethyl 2-[5-phenoxyacetyl dl-11a,15a-dihydroxy-1-phenoxymethyl-1,9-d      ioxo-  3-trimethylsilyloxy-1-decene pentyl]-4-trimethylsiloxy 16,16-dimet      hyl-20-ethyl-2-nor-13-trans prostene   cyclopent-2-en-1-one 72 1-trans-io      do-4,4-trimethylene 2-[5-phenoxyacetyl dl-11a,15a-dihydroxy-1-phenoxymeth      yl-1,9-dioxo-  3-trimethylsilyloxy-1-decene pentyl]-4-trimethylsiloxy      16,16-trimethylene-20-ethyl-2-nor-13-trans prostene   cyclopent-2-en-1-on      e        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        73 1-trans-tri-n-butylstannyl-3-vinyl- 2-[5-phenoxyacetyl dl-11a,15a-di      hydroxy-1-phenoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-decene       pentyl]-4-trimethylsiloxy 20-ethyl-2-nor-13-trans prostene   cyclopent-2      -en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        74 1-trans-iodo- 2-[5-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymethyl      -1,9-dioxo-  4-triphenylmethoxy-1-decene pentyl]-4-trimethylsiloxy      20-ethyl-2-nor-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        75 1-trans-tri-n-butylstannyl-4-methyl- 2-[5-phenoxyacetyl dl-11a,16-di      hydroxy-1-phenoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-decen      e pentyl]-4-trimethylsiloxy 20-ethyl-2-nor-13-trans prostene   cyclopent-      2-en-1-one 76 1-trans-tri-n-butylstannyl-5-methyl 2-[5-phenoxyacetyl      dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-  4-trimethylsilyloxy-1-dec      ene pentyl]-4-trimethylsiloxy 17-methyl-20-ethyl-2-nor-13-trans prostene        cyclopent-2-en-1-one 77 1-trans-tri-n-butylstannyl-4-vinyl- 2-[5-phenox      yacetyl dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-vinyl-      4-trimethylsilyloxy-1-decene pentyl]-4-trimethylsiloxy 20-ethyl-2-nor-13-      trans prostene   cyclopent-2-en-1-one 78 1-trans-tri-n-butylstannyl-4-tri      methylsilylethynyl- 2-[5-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymethy      l-1,9-dioxo-16-ethynyl-  4-trimethylsilyloxy-1-decene pentyl]-4-trimethyl      siloxy 20-ethyl-2-nor-13-trans prostene   cyclopent-2-en-1-one 79      1-trans-tri-n-butylstannyl-5-methylene 2-[5-phenoxyacetyl dl-11a,16-dihyd      roxy-1-phenoxymethyl-1,9-dioxo-  4-triethylsilyloxy-1-decene pentyl]-4-tr      imethylsiloxy 17-methylene-20-ethyl-2-nor-13-trans prostene   cyclopent-2      -en-1-one 80 1-trans-tri-n-butylstannyl-4-methyl-5-methylene 2-[5-phenoxy      acetyl dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-methyl-      4-trimethylsilyloxy-1-decene pentyl]-4-trimethylsiloxy 17-methylene-20-et      hyl-2-nor-13-trans prostene   cyclopent-2-en-1-one 81 1-trans-tri-n-butyl      stannyl-4-dimethoxymethyl- 2-[5-phenoxyacetyl dl-11a,16-dihydroxy-1-pheno      xymethyl-1,9-dioxo-16-formyl-  4-trimethylsilyloxy-1-decene pentyl]-4-tri      methylsiloxy 20-ethyl-2-nor-13-trans prostene   cyclopent-2-en-1-one 82      1-trans-tri-n-butylstannyl-4-fluoromethyl- 2-[5-phenoxyacetyl dl-11a,16-d      ihydroxy-1-phenoxymethyl-1,9-dioxo-16-fluoromethyl-  4-trimethylsilyloxy-      1-decene pentyl]-4-trimethylsiloxy 20-ethyl-2-nor-13-trans prostene      cyclopent-2-en-1-one 83 1-trans-tri-n-butylstannyl-4-difluoromethyl-      2-[5-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-diflu      oromethyl-  4-trimethylsilyloxy-1-decene pentyl]-4-trimethylsiloxy      20-ethyl-2-nor-13-trans prostene   cyclopent-2-en-1-one 84 1-trans-tri-n-      butylstannyl-4-trifluoromethyl- 2-[5-phenoxyacetyl dl-11a,16-dihydroxy-1-      phenoxymethyl-1,9-dioxo-16-trifluoromethyl-  4-trimethylsilyloxy-1-decene       pentyl]-4-trimethylsiloxy 20-ethyl-2-nor-13-trans prostene   cyclopent-2      -en-1-one 85 1-trans-tri-n-butylstannyl-4-chloromethyl- 2-[5-phenoxyacety      l dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-chloromethyl-      4-trimethylsilyloxy-1-decene pentyl]-4-trimethylsiloxy 20-ethyl-2-nor-13-      trans prostene   cyclopent-2-en-1-one 86 1-trans-tri-n-butylstannyl-4-tri      methylsilyloxymethyl- 2-[5-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymet      hyl-1,9-dioxo-16-hydroxymethyl-  4-trimethylsilyloxy-1-decene pentyl]-4-t      rimethylsiloxy 20-ethyl-2-nor-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        87 1-trans-iodo- 2-[6-phenoxyacetyl dl-11a,15a-dihydroxy-1-phenoxymethy      l-1,9-dioxo-  3-triphenylmethoxy-1-heptene hexyl]-4-trimethylsiloxy      20-nor-13-trans prostene   cyclopent-2-en-1-one 88 1-trans-iodo-3-methyl-       2-[6-phenoxyacetyl dl-11a,15a-dihydroxy-1-phenoxymethyl-1,9-dioxo-15-met      hyl-  3-trimethylsilyloxy-1-heptene hexyl]-4-trimethylsiloxy 20-nor-13-tr      ans prostene   cyclopent-2-en-1-one 89 1-trans-iodo-4,4-dimethyl      2-[6-phenoxyacetyl dl-11a,15a-dihydroxy-1-phenoxymethyl-1,9-dioxo-      3-trimethylsilyloxy-1-heptene hexyl]-4-trimethylsiloxy 16,16-dimethyl-20-      nor-13-trans prostene   cyclopent-2-en-1-one 90 1-trans-iodo-5,5-dimethyl       2-[6-phenoxyacetyl dl-11a,15a-dihydroxy-1-phenoxymethyl-1,9-dioxo-      3-triphenylmethoxy-1-octene hexyl]-4-trimethylsiloxy 17,17-dimethyl-13-tr      ans prostene   cyclopent-2-en-1-one 91 1-trans-iodo-4-methyl 2-[6-phenoxy      acetyl dl-11a,15a-dihydroxy-1-phenoxymethyl-1,9-dioxo-  3-triphenylmethox      y-1-octene hexyl]-4-trimethylsiloxy 16-methyl-13-trans prostene      cyclopent-2-en-1-one 92 1-trans-iodo-4,4-trimethylene 2-[6-phenoxyacetyl      dl-11a,15a-dihydroxy-1-phenoxymethyl-1,9-dioxo-  3-trimethylsilyloxy-1-he      ptene hexyl]-4-trimethylsiloxy 16,16-trimethylene-20-nor-13-trans      prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        93 1-trans-tri-n-butylstannyl-3-vinyl- 2-[6-phenoxyacetyl dl-11a,15a-di      hydroxy-1-phenoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-hepten      e hexyl]-4-trimethylsiloxy 20-nor-13-trans prostene   cyclopent-2-en-1-on      e 94 1-trans-tri-n-butylstannyl-4-phenoxy 2-[6-phenoxyacetyl dl-11a,15a-d      ihydroxy-1-phenoxymethyl-1,9-dioxo-  3-triethylsilyloxy-1-butene      hexyl]-4-trimethylsiloxy 16-phenoxy-17-20-tetranor-13-trans prostene      cyclopent-2-en-1-one 95 1-trans-tri-n-butylstannyl-4-(p-fluorophenoxy)      2-[6-phenoxyacetyl dl-11a,15a-dihydroxy-1-phenoxymethyl-1,9-dioxo-      3-triethylsilyloxy-1-butene hexyl]-4-trimethylsiloxy 16-(p-fluorophenoxy)      -17-20-tetranor-13-trans prostene   cyclopent-2-en-1-one 96 1-trans-tri-n      -butylstannyl-4-(m-chlorophenoxy) 2-[6-phenoxyacetyl dl-11a,15a-dihydroxy      -1-phenoxymethyl-1,9-dioxo-  3-triethylsilyloxy-1-butene hexyl]-4-trimeth      ylsiloxy 16-(m-chlorophenoxy)-17-20-tetranor-13-trans prostene      cyclopent-2-en-1-one 97 1-trans-tri-n-butylstannyl-4-(m-trifluoromethylph      enoxy) 2-[6-phenoxyacetyl dl-11a,15a-dihydroxy-1-phenoxymethyl-1,9-dioxo-        3-triethylsilyloxy-1-butene hexyl]-4-trimethylsiloxy 16-(m-trifluoromet      hylphenoxy)-17-20-tetranor-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        98 1-trans-iodo-5-phenyl 2-[6-phenoxyacetyl dl-11a,15a-dihydroxy-1-phen      oxymethyl-1,9-dioxo-  3-triethylsilyloxy-1-pentene hexyl]-4-trimethylsilo      xy 17-phenyl-18-20-trinor-13-trans prostene   cyclopent-2-en-1-one 99      1-trans-iodo-4,4-dimethyl-5-phenyl 2-[6-phenoxyacetyl dl-11a,15a-dihydrox      y-1-phenoxymethyl-1,9-dioxo-  3-triethylsilyloxy-1-pentene hexyl]-4-trime      thylsiloxy 16,16-dimethyl-17-phenyl-18-20-trinor-13-trans prostene      cyclopent-2-en-1-one 100 1-trans-iodo-4-cyclopentyl 2-[6-phenoxyacetyl      dl-11a,15a-dihydroxy-1-phenoxymethyl-1,9-dioxo-  3-triphenylmethoxy-1-but      ene hexyl]-4-trimethylsiloxy 16-cyclopentyl-17-20-tetranor-13-trans      prostene   cyclopent-2-en-1-one 101 1-trans-iodo-4-cyclohexyl 2-[6-phenox      yacetyl dl-11a,15a-dihydroxy-1-phenoxymethyl-1,9-dioxo-  3-triphenylmetho      xy-1-butene hexyl]-4-trimethylsiloxy 16-cyclopentyl-17-20-tetranor-13-tra      ns prostene   cyclopent-2-en-1-one 102 1-trans-iodo- 2-[6-phenoxyacetyl      dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-  4-triphenylmethoxy-1-hept      ene hexyl]-4-trimethylsiloxy 20-nor-13-trans prostene   cyclopent-2-en-1-      one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        103 1-trans-tri-n-butylstannyl-4-methyl- 2-[6-phenoxyacetyl dl-11a,16-d      ihydroxy-1-phenoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-hept      ene hexyl]-4-trimethylsiloxy 20-nor-13-trans prostene   cyclopent-2-en-1-      one 104 1-trans-tri-n-butylstannyl-4-ethyl- 2-[6-phenoxyacetyl dl-11a,16-      dihydroxy-1-phenoxymethyl-1,9-dioxo-16-ethyl-  4-trimethylsilyloxy-1-octe      ne hexyl]-4-trimethylsiloxy 13-trans prostene   cyclopent-2-en-1-one 105      1-trans-tri-n-butylstannyl-5-methyl 2-[6-phenoxyacetyl dl-11a,16-dihydrox      y-1-phenoxymethyl-1,9-dioxo-  4-trimethylsilyloxy-1-heptene hexyl]-4-trim      ethylsiloxy 17-methyl-20-nor-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        106 1-trans-iodo-5,5-dimethyl 2-[6-phenoxyacetyl dl-11a,16-dihydroxy-1-      phenoxymethyl-1,9-dioxo-  4-trimethylsilyloxy-1-octene hexyl]-4-trimethyl      siloxy 17,17-dimethyl-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        107 1-trans-tri-n-butylstannyl-4-vinyl- 2-[6-phenoxyacetyl dl-11a,16-di      hydroxy-1-phenoxymethyl-1,9-dioxo-16-vinyl-  4-trimethylsilyloxy-1-hepten      e hexyl]-4-trimethylsiloxy 20-nor-13-trans prostene   cyclopent-2-en-1-on      e 108 1-trans-tri-n-butylstannyl-4-cyclopropyl- 2-[6-phenoxyacetyl      dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-cyclopropyl-  4-trimethy      lsilyloxy-1-octene hexyl]-4-trimethylsiloxy 13-trans prostene   cyclopent      -2-en-1-one 109 1-trans-tri-n-butylstannyl-4-trimethylsilylethynyl-      2-[6-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxy-1,9-dioxo-16-ethynyl-      4-trimethylsilyoxy-1-heptene hexyl]-4-trimethylsiloxy 20-nor-13-trans      prostene   cyclopent-2-en-1-one 110 1-trans-tri-n-butylstannyl-5-methylen      e 2-[6-phenoxyacetyldl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-      4-triethylsilyloxy-1-heptene hexyl]-4-trimethylsiloxy 17-methylene-20-nor      -13-trans prostene   cyclopent-2-en-1-one 111 1-trans-tri-n-butylstannyl-      4-methyl-5-methylene 2-[6-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymeth      yl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-heptene hexyl]-4-trimethyl      siloxy 17-methylene-20-nor-13-trans prostene   cyclopent-2-en-1-one 112      1-trans-tri-n-butylstannyl-4-dimethoxymethyl- 2-[6-phenoxyacetyl      dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-formyl-  4-trimethylxily      loxy-1-heptene hexyl]-4-trimethylsiloxy 20-nor-13-trans prostene      cyclopent-2-en-1-one 113 1-trans-tri-n-butylstannyl-4-fluoromethyl-      2-[6-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-fluor      omethyl-  4-trimethylsilyloxy-1-heptene hexyl]-4-trimethylsiloxy      20-nor-13-trans prostene   cyclopent-2-en-1-one 114 1-trans-tri-n-butylst      annyl-4-difluoromethyl- 2-[6-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxym      ethyl-1,9-dioxo-16-difluoromethyl-  4-trimethylsilyloxy-1-heptene      hexyl]-4-trimethylsiloxy 20-nor-13-trans prostene   cyclopent-2-en-1-one      115 1-trans-tri-n-butylstannyl-4-trifluoromethyl- 2-[6-phenoxyacetyl      dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-trifluoromethyl-      4-trimethylsilyloxy-1-heptene hexyl]-4-trimethylsiloxy 20-nor-13-trans      prostene   cyclopent-2-en-1-one 116 1-trans-tri-n-butylstannyl-4-chlorome      thyl- 2-[6-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16      -chloromethyl-  4-trimethylsilyloxy-1-heptene hexyl]-4-trimethylsiloxy      20-nor-13-trans prostene   cyclopent-2-en-1-one 117 1-trans-tri-n-butylst      annyl-4-trimethylsilyloxymethyl- 2-[6-phenoxyacetyl dl-11a,16-dihydroxy-1      -phenoxymethyl-1,9-dioxo-16-hydroxymethyl-  4-trimethylsilyloxy-1-heptene       hexyl]-4-trimethylsiloxy 20-nor-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        118 1-trans-iodo-4-methyl-7-chloro 2-[6-phenoxyacetyl dl-11a,16-dihydro      xy-1-phenoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-heptene      hexyl]-4-trimethylsiloxy 19-chloro-20-nor-13-trans prostene   cyclopent-2      -en-1-one 119 1-trans-iodo- 2-[6-phenoxyacetyl dl-11a,15a-dihydroxy-1-phe      noxymethyl-1,9-dioxo-  3-triphenylmethoxy-1-octene hexyl]-4-trimethylsilo      xy 13-trans prostene   cyclopent-2-en-1-one 120 1-trans-iodo-2-methyl-      2-[6-phenoxyacetyl dl-11a,15a-dihydroxy-1-phenoxymethyl-1,9-dioxo-15-meth      yl-  3-trimethylsilyloxy-1-octene hexyl]-4-trimethylsiloxy 13-trans      prostene   cyclopent-2-en-1-one 121 1-trans-iodo-4,4-dimethyl 2-[6-phenox      yacetyl dl-11a,15a-dihydroxy-1-phenoxymethyl-1,9-dioxo-  3-trimethylsilyl      oxy-1-octene hexyl]-4-trimethylsiloxy 16,16-dimethyl-13-trans prostene      cyclopent-2-en-1-one 122 1-trans-iodo-4,4-trimethylene 2-[6-phenoxyacetyl       dl-11a,15a-dihydroxy-1-phenoxymethyl-1,9-dioxo-  3-trimethylsilyloxy-1-o      ctene hexyl]-4-trimethylsiloxy 16,16-trimethylene-13-trans prostene      cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        123 1-trans-tri-n-butylstannyl-3-vinyl- 2-[6-phenoxyacetyl dl-11a,15a-d      ihydroxy-1-phenoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-octen      e hexyl]-4-trimethylsiloxy 13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        124 1-trans-iodo- 2-[6-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymethy      l-1,9-dioxo-  4-triphenylmethoxy-1-octene hexyl]-4-trimethylsiloxy      13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        125 1-trans-tri-n-butylstannyl-4-methyl- 2-[6-phenoxyacetyl dl-11a,16-d      ihydroxy-1-phenoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-octe      ne hexyl]-4-trimethylsiloxy 13-trans prostene   cyclopent-2-en-1-one 126      1-trans-tri-n-butylstannyl-5-methyl 2-[6-phenoxyacetyl dl-11a,16-dihydrox      y-1-phenoxymethyl-1,9-dioxo-  4-trimethylsilyloxy-1-octene hexyl]-4-trime      thylsiloxy 17-methyl-13-trans prostene   cyclopent-2-en-1-one 127      1-trans-tri-n-butylstannyl-4-vinyl- 2-[6-phenoxyacetyl dl-11a,16-dihydrox      y-1-phenoxymethyl-1,9-dioxo-16-vinyl-  4-trimethylsilyloxy-1-octene      hexyl]-4-trimethylsiloxy 13-trans prostene   cyclopent-2-en-1-one 128      1-trans-tri-n-butylstannyl-4-trimethylsilylethynyl- 2-[6-phenoxyacetyl      dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-ethynyl-  4-trimethylsil      yloxy-1-octene hexyl]-4-trimethylsiloxy 13-trans prostene   cyclopent-2-e      n-1-one 129 1-trans-tri-n-butylstannyl-5-methylene 2-[6-phenoxyacetyl      dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-  4-triethylsilyloxy-1-octe      ne hexyl]-4-trimethylsiloxy 17-methylene-13-trans prostene   cyclopent-2-      en-1-one 130 1-trans-tri-n-butylstannyl-4-methyl-5-methylene 2-[6-phenoxy      acetyl dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-methyl-      4-trimethylsilyloxy-1-octene hexyl]-4-trimethylsiloxy 17-methylene-13-tra      ns prostene  cyclopent-2-en-1-one 131 1-trans-tri-n-butylstannyl-4-dimeth      oxymethyl- 2-[6-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dio      xo-16-formyl-  4-trimethylsilyloxy-1-octene hexyl]-4-trimethylsiloxy      13-trans prostene  cyclopent-2-en-1-one 132 1-trans-tri-n-butylstannyl-4-      fluoromethyl- 2-[6-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-      dioxo-16-fluoromethyl-  4-trimethylsilyloxy-1-octene hexyl]-4-trimethylsi      loxy 13-trans prostene  cyclopent-2-en-1-one 133 1-trans-tri-n-butylstann      yl-4-difluoromethyl- 2-[6-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymeth      yl-1,9-dioxo-16-difluoromethyl-  4-trimethylsilyloxy-1-octene hexyl]-4-tr      imethylsiloxy 13-trans prostene  cyclopent-2-en-1-one 134 1-trans-tri-n-b      utylstannyl-4-trifluoromethyl- 2-[6-phenoxyacetyl dl-11a,16-dihydroxy-1-p      henoxymethyl-1,9-dioxo-16-trifluoromethyl-  4-trimethylsilyloxy-1-octene      hexyl]-4-trimethylsiloxy 13-trans prostene  cyclopent-2-en-1-one 135      1-trans-tri-n-butylstannyl-4-chloromethyl- 2-[6-phenoxyacetyl dl-11a,16-d      ihydroxy-1-phenoxymethyl-1,9-dioxo-16-chloromethyl-  4-trimethylsilyloxy-      1-octene hexyl]-4-trimethylsiloxy 13-trans prostene  cyclopent-2-en-1-one       136 1-trans-tri-n-butylstannyl-4-trimethylsilyloxymethyl- 2-[6-phenoxyac      etyl dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-hydroxymethyl-      4-trimethylsilyloxy-1-octene hexyl]-4-trimethylsiloxy 13-trans prostene      cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        137 1-trans-iodo- 2-[6-phenoxyacetyl dl-11a,15a-dihydroxy-1-phenoxymeth      yl-1,9-dioxo-  3-triphenylmethoxy-1-nonene hexyl]-4-trimethylsiloxy      20-methyl-13-trans prostene  cyclopent-2-en-1-one 138 1-trans-iodo-3-meth      yl- 2-[6-phenoxyacetyl dl-11a,15a-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-      methyl-  3-trimethylsilyloxy-1-nonene hexyl]-4-trimethylsiloxy 20-methyl-      13-trans prostene  cyclopent-2-en-1-one 139 1-trans-iodo-4,4-dimethyl      2-[6-phenoxyacetyl dl-11a,15a-dihydroxy-1-phenoxymethyl-1,9-dioxo-      3-trimethylsilyloxy-1-nonene hexyl]-4-trimethylsiloxy 16,16-dimethyl-20-m      ethyl-13-trans prostene  cyclopent-2-en-1-one 140 1-trans-iodo-4,4-trimet      hylene 2-[6-phenoxyacetyl dl-11a,15a-dihydroxy-1-phenoxymethyl-1,9-dioxo-        3-trimethylsilyloxy-1-nonene hexyl]-4-trimethylsiloxy 16,16-trimethylen      e-20-methyl-13-trans prostene  cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        141 1-trans-tri-n-butylstannyl-3-vinyl- 2-[6-phenoxyacetyl dl-11a,15a-d      ihydroxy-1-phenoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-nonen      e hexyl]-4-trimethylsiloxy 20-methyl-13-trans prostene  cyclopent-2-en-1-      one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        142 1-trans-iodo- 2-[6-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymethy      l-1,9-dioxo-  4-triphenylmethoxy-1-nonene hexyl]-4-trimethylsiloxy      20-methyl-13-trans prostene  cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        143 1-trans-tri-n-butylstannyl-4-methyl- 2-[6-phenoxyacetyl dl-11a,16-d      ihydroxy-1-phenoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-none      ne hexyl]-4-trimethylsiloxy 20-methyl-13-trans prostene  cyclopent-2-en-1      -one 144 1-trans-tri-n-butylstannyl-5-methyl 2-[6-phenoxyacetyl dl-11a,16      -dihydroxy-1-phenoxymethyl-1,9-dioxo-  4-trimethylsilyloxy-1-nonene      hexyl]-4-trimethylsiloxy 17-methyl-20-methyl-13-trans prostene  cyclopent      -2-en-1-one 145 1-trans-tri-n-butylstannyl-4-vinyl- 2-[6-phenoxyacetyl      dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-vinyl-  4-trimethylsilyl      oxy-1-nonene hexyl]-4-trimethylsiloxy 20-methyl-13-trans prostene      cyclopent-2-en-1-one 146 1-trans-tri-n-butylstannyl-4-trimethylsilylethyn      yl- 2-[6-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-e      thynyl-  4-trimethylsilyloxy-1-nonene hexyl]-4-trimethylsiloxy 20-methyl-      13-trans prostene  cyclopent-2-en-1-one 147 1-trans-tri-n-butylstannyl-5-      methylene- 2-[6-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dio      xo-  4-triethylsilyloxy-1-nonene hexyl]-4-trimethylsiloxy 17-methylene-20      -methyl-13-trans prostene  cyclopent-2-en-1-one 148 1-trans-tri-n-butylst      annyl-4-methyl-5-methylene 2-[6-phenoxyacetyl dl-11a,16-dihydroxy-1-pheno      xymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-nonene hexyl]-4-trim      ethylsiloxy 17-methylene-20-methyl-13-trans prostene  cyclopent-2-en-1-on      e 149 1-trans-tri-n-butylstannyl-4-dimethoxymethyl- 2-[6-phenoxyacetyl      dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-formyl-  4-trimethylsily      loxy-1-nonene hexyl]-4-trimethylsiloxy 20-methyl-13-trans prostene      cyclopent-2-en-1-one 150 1-trans-tri-n-butylstannyl-4-fluoromethyl-      2-[6-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-fluor      omethyl-  4-trimethylsilyloxy-1-nonene hexyl]-4-trimethylsiloxy 20-methyl      -13-trans prostene  cyclopent-2-en-1-one 151 1-trans-tri-n-butylstannyl-4      -difluoromethyl- 2-[6-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymethyl-1      ,9-dioxo-16-difluoromethyl-  4-trimethylsilyloxy-1-nonene hexyl]-4-trimet      hylsiloxy 20-methyl-13-trans prostene  cyclopent-2-en-1-one 152 1-trans-t      ri-n-butylstannyl-4-trifluoromethyl- 2-[6-phenoxyacetyl dl-11a,16-dihydro      xy-1-phenoxymethyl-1,9-dioxo-16-trifluoromethyl-  4-trimethylsilyloxy-1-n      onene hexyl]-4-trimethylsiloxy 20-methyl-13-trans prostene  cyclopent-2-e      n-1-one 153 1-trans-tri-n-butylstannyl-4-chloromethyl- 2-[6-phenoxyacetyl       dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-chloromethyl-      4-trimethylsilyloxy-1-nonene hexyl]-4-trimethylsiloxy 20-methyl-13-trans      prostene  cyclopent-2-en-1-one 154 1-trans-tri-n-butylstannyl-4-trimethyl      silyloxymethyl- 2-[6-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymethyl-1,      9-dioxo-16-hydroxymethyl-  4-trimethylsilyloxy-1-nonene hexyl]-4-trimethy      lsiloxy 20-methyl-13-trans prostene  cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        155 1-trans-iodo- 2-[6-phenoxyacetyl dl-11a,15a-dihydroxy-1-phenoxymeth      yl-1,9-dioxo-  4-triphenylmethoxy-1-decene hexyl]-4-trimethylsiloxy      20-ethyl-13-trans prostene  cyclopent-2-en-1-one 156 1-trans-iodo-3-methy      l- 2-[6-phenoxyacetyl dl-11a,15a-dihydroxy-1-phenoxymethyl-1,9-dioxo-15-m      ethyl-  3-trimethylsilyloxy-1-decene hexyl]-4-trimethylsiloxy 20-ethyl-13      -trans prostene  cyclopent-2-en-1-one 157 1-trans-iodo-4,4-dimethyl      2-[6-phenoxyacetyl dl-11a,15a-dihydroxy-1-phenoxymethyl-1,9-dioxo-      3-trimethylsilyloxy-1-decene hexyl]-4-trimethylsiloxy 16,16-dimethyl-20-e      thyl-13-trans prostene  cyclopent-2-en-1-one 158 1-trans-iodo-4,4-trimeth      ylene 2-[6-phenoxyacetyl dl-11a,15a-dihydroxy-1-phenoxymethyl-1,9-dioxo-       3-trimethylsilyloxy-1-decene hexyl]-4-trimethylsiloxy 16,16-trimethylene      -20-ethyl-13-trans prostene  cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        159 1-trans-tri-n-butylstannyl-3-vinyl- 2-[6-phenoxyacetyl dl-11a,15a-d      ihydroxy-1-phenoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-decen      e hexyl]-4-trimethylsiloxy 20-ethyl-13-trans prostene  cyclopent-2-en-1-o      ne        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        160 1-trans-iodo- 2-[6-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymethy      l-1,9-dioxo-  4-triphenylmethoxy-1-decene hexyl]-4-trimethylsiloxy      20-ethyl-13-trans prostene  cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        161 1-trans-tri-n-butylstannyl-4-methyl- 2-[6-phenoxyacetyl dl-11a,16-d      ihydroxy-1-phenoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-dece      ne hexyl]-4-trimethylsiloxy 20-ethyl-13-trans prostene  cyclopent-2-en-1-      one 162 1-trans-tri-n-butylstannyl-5-methyl 2-[6-phenoxyacetyl dl-11a,16-      dihydroxy-1-phenoxymethyl-1,9-dioxo-  4-trimethylsilyloxy-1-decene      hexyl]-4-trimethylsiloxy 17-methyl-20-ethyl-13-trans prostene  cyclopent-      2-en-1-one 163 1-trans-tri-n-butylstannyl-4-vinyl- 2-[6-phenoxyacetyl      dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-vinyl-  4-trimethylsilyl      oxy-1-decene hexyl]-4-trimethylsiloxy 20-ethyl-13-trans prostene      cyclopent-2-en-1-one 164 1-trans-tri-n-butylstannyl-4-trimethylsilylethyn      yl- 2-[6-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-e      thynyl-  4-trimethylsilyloxy-1-decene hexyl]-4-trimethylsiloxy 20-ethyl-1      3-trans prostene  cyclopent-2-en-1-one 165 1-trans-tri-n-butylstannyl-5-m      ethylene 2-[6-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo      -  4-triethylsilyloxy-1-decene hexyl]-4-trimethylsiloxy 17-methylene-20-e      thyl-13-trans prostene  cyclopent-2-en-1-one 166 1-trans-tri-n-butylstann      yl-4-methyl-5-methylene 2-[6-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxym      ethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-decene hexyl]-4-trimeth      ylsiloxy 17-methylene-20-ethyl-13-trans prostene  cyclopent-2-en-1-one      167 1-trans-tri-n-butylstannyl-4-dimethoxymethyl- 2-[6-phenoxyacetyl      dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-formyl-  4-trimethylsily      loxy-1-decene hexyl]-4-trimethylsiloxy 20-ethyl-13-trans prostene      cyclopent-2-en-1-one 168 1-trans-tri-n-butylstannyl-4-fluoromethyl-      2-[6-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-fluor      omethyl-  4-trimethylsilyloxy-1-decene hexyl]-4-trimethylsiloxy 20-ethyl-      13-trans prostene  cyclopent-2-en-1-one 169 1-trans-tri-n-butylstannyl-4-      difluoromethyl- 2-[6-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymethyl-1,      9-dioxo-16-difluoromethyl-  4-trimethylsilyloxy-1-decene hexyl]-4-trimeth      ylsiloxy 20-ethyl-13-trans prostene  cyclopent-2-en-1-one 170 1-trans-tri      -n-butylstannyl-4-trifluoromethyl- 2-[6-phenoxyacetyl dl-11a,16-dihydroxy      -1-phenoxymethyl-1,9-dioxo-16-trifluoromethyl-  4-trimethylsilyloxy-1-dec      ene hexyl]-4-trimethylsiloxy 20-ethyl-13-trans prostene  cyclopent-2-en-1      -one 171 1-trans-tri-n-butylstannyl-4-chloromethyl- 2-[6-phenoxyacetyl      dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-chloromethyl-  4-trimeth      ylsilyloxy-1-decene hexyl]-4-trimethylsiloxy 20-ethyl-13-trans prostene      cyclopent-2-en-1-one 172 1-trans-tri-n-butylstannyl-4-trimethylsilyloxyme      thyl- 2-[6-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16      -hydroxymethyl-  4-trimethylsilyloxy-1-decene hexyl]-4-trimethylsiloxy      20-ethyl-13-trans prostene  cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        173 1-trans-iodo- 2-[7-phenoxyacetyl dl-11a,15a-dihydroxy-1-phenoxymeth      yl-1,9-dioxo-  3-triphenylmethoxy-1-heptene heptyl]-4-trimethylsiloxy      20-nor-2-homo-13-trans prostene  cyclopent-2-en-1-one 174 1-trans-iodo-3-      methyl- 2-[7-phenoxyacetyl dl-11a,15a-dihydroxy-1-phenoxymethyl-1,9-dioxo      -15-methyl-  3-trimethylsilyloxy-1-heptene heptyl]-4-trimethylsiloxy      20-nor-2-homo-13-trans prostene  cyclopent-2-en-1-one 175 1-trans-iodo-4,      4-dimethyl 2-[7-phenoxyacetyl dl-11a,15a-dihydroxy-1-phenoxymethyl-1,9-di      oxo-  3-trimethylsilyloxy-1-heptene heptyl]-4-trimethylsiloxy 16,16-dimet      hyl-20-nor-2-homo-13-trans prostene  cyclopent-2-en-1-one 176 1-trans-iod      o-5,5-dimethyl 2-[7-phenoxyacetyl dl-11a,15a-dihydroxy-1-phenoxymethyl-1,      9-dioxo-  3-triphenylmethoxy-1-octene heptyl]-4-trimethylsiloxy 17,17-dim      ethyl-2-homo-13-trans prostene  cyclopent-2-en-1-one 177 1-trans-iodo-4-m      ethyl 2-[7-phenoxyacetyl dl-11a,15a-dihydroxy-1-phenoxymethyl-1,9-dioxo-       3-triphenylmethoxy-1-octene heptyl]-4-trimethylsiloxy 16-methyl-2-homo-1      3-trans prostene  cyclopent-2-en-1-one 178 1-trans-iodo-4,4-trimethylene      2-[7-phenoxyacetyl dl-11a,15a-dihydroxy-1-phenoxymethyl-1,9-dioxo-      3-trimethylsilyloxy-1-heptene heptyl]-4-trimethylsiloxy 16,16-trimethylen      e-20-nor-2-homo-13-trans prostene  cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDID OF THE PGE1      SERIES        179 1-trans-tri-n-butylstannyl-3-vinyl- 2-[7-phenoxyacetyl dl-11a,15a-d      ihydroxy-1-phenoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-hepte      ne heptyl]-4-trimethylsiloxy 20-nor-2-homo-13-trans prostene   cyclopent-      2-en-1-one 180 1-trans-tri-n-butylstannyl-4-phenoxy 2-[7-phenoxyacetyl      dl-11a,15a-dihydroxy-1-phenoxymethyl-1,9-dioxo-  3-triethylsilyloxy-1-but      ene heptyl]-4-trimethylsiloxy 16-phenoxy-2-homo-17-20-tetranor-13-trans      prostene   cyclopent-2-en-1-one 181 1-trans-tri-n-butylstannyl-4-(p-fluor      ophenoxy) 2-[7-phenoxyacetyl dl-11a,15a-dihydroxy-1-phenoxymethyl-1,9-dio      xo-  3-triethylsilyloxy-1-butene heptyl]-4-trimethylsiloxy 16-(p-fluoroph      enoxy)-2-homo-17-20-tetranor-13-trans prostene   cyclopent-2-en-1-one      182 1-trans-tri-n-butylstannyl-4-(m-chlorophenoxy) 2-[7-phenoxyacetyl      dl-11a,15a-dihydroxy-1-phenoxymethyl-1,9-dioxo-  3-triethylsilyloxy-1-but      ene heptyl]-4-trimethylsiloxy 16-(m-chlorophenoxy)-2-homo-17-20-tetranor-      13-trans prostene   cyclopent-2-en-1-one 183 1-trans-tri-n-butylstannyl-4      -(m-trifluoromethylphenoxy) 2-[7-phenoxyacetyl dl-11a,15a-dihydroxy-1-phe      noxymethyl-1,9-dioxo-  3-triethylsilyloxy-1-butene heptyl]-4-phenoxyacety      l 16-(m-trifluoromethylphenoxy)-2-homo-17-20-tetranor-13-trans prostene       cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        184 1-trans-iodo-5-phenyl 2-[7-phenoxyacetyl dl-11a,15a-dihydroxy-1-phe      noxymethyl-1,9-dioxo-  3-triethylsilyloxy-1-pentene heptyl]-4-trimethylsi      loxy 17-phenyl-2-homo-18-20-trinor-13-trans prostene   cyclopent-2-en-1-o      ne 185 1-trans-iodo-4,4-dimethyl-5-phenyl 2-[7-phenoxyacetyl dl-11a,15a-d      ihydroxy-1-phenoxymethyl-1,9-dioxo-  3-triethylsilyloxy-1-pentene      heptyl]-4-trimethylsiloxy 16,16-dimethyl-17-phenyl-2-homo-18-20-trinor-13      -trans prostene   cyclopent-2-en-1-one 186 1-trans-iodo-4-cyclopentyl      2-[7-phenoxyacetyl dl-11a,15a-dihydroxy-1-phenoxymethyl-1,9-dioxo-      3-triphenylmethoxy-1-butene heptyl]4-trimethylsiloxy 16-cyclopentyl-2-hom      o-17-20-tetranor-13-trans prostene   cyclopent-2-en-1-one 187 1-trans-iod      o-4-cyclohexyl 2-[7-phenoxyacetyl dl-11a-15a-dihydroxy-1-phenoxymethyl-1,      9-dioxo-  3-triphenylmethoxy-1-butene heptyl]-4-trimethylsiloxy 16-cycloh      exyl-2-homo-17-20-tetranor-13-trans prostene   cyclopent-2-en-1-one 188      1-trans-iodo- 2-[7-phenoxyacetyl dl-11a-16-dihydroxy-1-phenoxymethyl-1,9-      dioxo-  4-triphenylmethoxy-1-heptene heptyl]-4-trimethylsiloxy 20-nor-2-h      omo-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE 1      SERIES        189 1-trans-tri-n-butylstannyl-4-methyl- 2-[7-phenoxyacetyl dl-11a-16-d      ihydroxy-1-phenoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-hept      ene heptyl]-4-trimethylsiloxy 20-nor-2-homo-13-trans prostene   cyclopent      -2-en-1-one 190 1-trans-tri-n-butylstannyl-4-ethyl- 2-[7-phenoxyacetyl      dl-11a-16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-ethyl-  4-trimethylsilyl      oxy-1-octene heptyl]-4-trimethylsiloxy 2-homo-13-trans prostene      cyclopent-2-en-1-one 191 1-trans-tri-n-butylstannyl-5-methyl 2-[7-phenoxy      acetyl dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-  4-trimethylsilylox      y-1-heptene heptyl]-4-trimethylsiloxy 17-methyl-20-nor-2-homo-13-trans      prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        192 1-trans-iodo-5,5-dimethyl 2-[7-phenoxyacetyl dl-11a,16-dihydroxy-1-      phenoxymethyl-1,9-dioxo-  4-trimethylsilyloxy-1-octene heptyl]-4-trimethy      lsiloxy 17,17-dimethyl-2-homo-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        193 1-trans-tri-n-butylstannyl-4-vinyl- 2-[7-phenoxyacetyl dl-11a,16-di      hydroxy-1-phenoxymethyl-1,9-dioxo-16-vinyl-  4-trimethylsilyloxy-1-hepten      e heptyl]-4-trimethylsiloxy 20-nor-2-homo-13-trans prostene   cyclopent-2      -en-1-one 194 1-trans-tri-n-butylstannyl-4-cyclopropyl- 2-[7-phenoxyacety      l dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-cyclopropyl-      4-trimethylsilyloxy-1-octene heptyl]-4-trimethylsiloxy 2-homo-13-trans      prostene   cyclopent-2-en-1-one 195 1-trans-tri-n-butylstannyl-4-trimethy      lsilylethynyl- 2-[7-phenxoyacetyl dl-11a,16-dihydroxy-1-phenoxymethyl-1,9      -dioxo-16-ethynyl-  4-trimethylsilyloxy-1-heptene heptyl]-4-trimethylsilo      xy 20-nor-2-homo-13-trans prostene   cyclopent-2-en-1-one 196 1-trans-tri      -n-butylstannyl-5-methylene 2-[7-phenoxyacetyl dl-11a,16-dihydroxy-1-phen      oxymethyl-1,9-dioxo-  4-triethylsilyloxy-1-heptene heptyl]-4-trimethylsil      oxy 17-methylene-20-nor-2-homo-13-trans prostene   cyclopent-2-en-1-one      197 1-trans-tri-n-butylstannyl-4-methyl-5-methylene 2-[7-phenoxyacetyl      dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsily      loxy-1-heptene heptyl]-4-trimethylsiloxy 17-methylene-20-nor-2-homo-13-tr      ans prostene   cyclopent-2-en-1-one 198 1-trans-tri-n-butylstannyl-4-dime      thoxymethyl- 2-[7-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-d      ioxo-16-formyl-  4-trimethylsilyloxy-1-heptene heptyl]-4-trimethylsiloxy      20-nor-2-homo-13-trans prostene   cyclopent-2-en-1-one 199 1-trans-tri-n-      butylstannyl-4-fluoromethyl- 2-[7-phenoxyacetyl dl-11a,16-dihydroxy-1-phe      noxymethyl-1,9-dioxo-16-fluoromethyl-  4-trimethylsilyloxy-1-heptene      heptyl]-4-trimethylsiloxy 20-nor-2-homo-13-trans prostene   cyclopent-2-e      n-1-one 200 1-trans-tri-n-butylstannyl-4-difluoromethyl- 2-[7-phenoxyacet      yl dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-difluoromethyl-      4-trimethylsilyloxy-1-heptene heptyl]-4-trimethylsiloxy 20-nor-2-homo-13-      trans prostene   cyclopent-2-en-1-one 201 1-trans-tri-n-butylstannyl-4-tr      ifluoromethyl- 2-[7-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymethyl-1,9      -dioxo-16-trifluoromethyl-  4-trimethylsilyloxy-1-heptene heptyl]-4-trime      thylsiloxy 20-nor-2-homo-13-trans prostene   cyclopent-2-en-1-one 202      1-trans-tri-n-butystannyl-4-chloromethyl- 2-[7-phenoxyacetyl dl-11a,16-di      hydroxy-1-phenoxymethyl-1,9-dioxo-16-chloromethyl-  4-trimethylsilyloxy-1      -heptene heptyl]-4-trimethylsiloxy 20-nor-2-homo-13-trans prostene      cyclopent-2-en-1-one 203 1-trans-tri-n-butylstannyl-4-trimethylsilyloxyme      thyl- 2-[7-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16      -hydroxymethyl-  4-trimethylsilyloxy-1-heptene heptyl]-4-trimethylsiloxy      20-nor-2-homo-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        204 1-trans-iodo-4-methyl-7-chloro 2-[7-phenoxyacetyl dl-11a,16-dihydro      xy-1-phenoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-heptene      heptyl]-4-trimethylsiloxy 19-chloro-2-homo-20-nor-13-trans prostene      cyclopent-2-en-1-one 205 1-trans-iodo- 2-[7-phenoxyacetyl dl-11a,15a-dihy      droxy-1-phenoxymethyl-1,9-dioxo-  3-triphenylmethoxy-1-octene heptyl]-4-t      rimethylsiloxy 2-homo-13-trans prostene   cyclopent-2-en-1-one 206      1-trans-iodo-3-methyl- 2-[7-phenoxyacetyl dl-11a,15a-dihydroxy-1-phenoxym      ethyl-1,9-dioxo-15-methyl-  3-trimethylsilyloxy-1-octene heptyl]-4-trimet      hylsiloxy 2-homo-13-trans prostene   cyclopent-2-en-1-one 207 1-trans-iod      o-4,4-dimethyl 2-[7-phenoxyacetyl dl-11a,15a-dihydroxy-1-phenoxymethyl-1,      9-dioxo-  3-trimethylsilyloxy-1-octene heptyl]-4-trimethylsiloxy      16,16-dimethyl-2-homo-13-trans prostene   cyclopent-2-en-1-one 208      1-trans-iodo-4,4-trimethylene 2-[7-phenoxyacetyl dl-11a,15a-dihydroxy-1-p      henoxymethyl-1,9-dioxo-  3-trimethylsilyloxy-1-octene heptyl]-4-trimethyl      siloxy 16,16-trimethylene-2-homo-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        209 1-trans-tri-n-butylstannyl-3-vinyl- 2-[7-phenoxyacetyl dl-11a,15a-d      ihydroxy-1-phenoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-octen      e heptyl]-4-trimethylsiloxy 2-homo-13-trans prostene   cyclopent-2-en-1-o      ne        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        210 1-trans-iodo- 2-[7-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymethy      l-1,9-dioxo-  4-triphenylmethoxy-1-octene heptyl]-4-trimethylsiloxy      2-homo-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        211 1-trans-tri-n-butylstannyl-4-methyl- 2-[7-phenoxyacetyl dl-11a,16-d      ihydroxy-1-phenoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-octe      ne heptyl]-4-trimethylsiloxy 2-homo-13-trans prostene   cyclopent-2-en-1-      one 212 1-trans-tri-n-butylstannyl-5-methyl 2-[7-phenoxyacetyl dl-11a,16-      dihydroxy-1-phenoxymethyl-1,9-dioxo-  4-trimethylsilyloxy-1-octene      heptyl]-4-trimethylsiloxy 17-methyl-2-homo-13-trans prostene   cyclopent-      2-en-1-one 213 1-trans-tri-n-butylstannyl-4-vinyl- 2-[7-phenoxyacetyl      dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-vinyl-  4-trimethylsilyl      oxy-1-octene heptyl]-4-trimethylsiloxy 2-homo-13-trans prostene      cyclopent-2-en-1-one 214 1-trans-tri-n-butylstannyl-4-trimethylsilylethyn      yl- 2-[7-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-e      thynyl-  4-trimethylsilyloxy-1-octene heptyl]-4-trimethylsiloxy 2-homo-13      -trans prostene   cyclopent-2-en-1-one 215 1-trans-tri-n-butylstannyl-5-m      ethylene 2-[7-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo      -  4-triethylsilyloxy-1-octene heptyl]-4-trimethylsiloxy 17-methylene-2-h      omo-13-trans prostene   cyclopent-2-en-1-one 216 1-trans-tri-n-butylstann      yl-4-methyl-5-methylene 2-[7-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxym      ethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-octene heptyl]-4-trimet      hylsiloxy 17-methylene-2-homo-13-trans prostene   cyclopent-2-en-1-one      217 1-trans-tri-n-butylstannyl-4-dimethoxymethyl- 2-[7-phenoxyacetyl      dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-formyl-  4-trimethylsily      loxy-1-octene heptyl]-4-trimethylsiloxy 2-homo-13-trans prostene      cyclopent-2-en-1-one 218 1-trans-tri-n-butylstannyl-4-fluoromethyl-      2-[7-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-fluor      omethyl-  4-trimethylsilyloxy-1-octene heptyl]-4-trimethylsiloxy      2-homo-13-trans prostene   cyclopent-2-en-1-one 219 1-trans-tri-n-butylst      annyl-4-difluoromethyl- 2-[7-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxym      ethyl-1,9-dioxo-16-difluoromethyl-  4-trimethylsilyloxy-1-octene      heptyl]-4-trimethylsiloxy 2-homo-13-trans prostene   cyclopent-2-en-1-one       220 1-trans-tri-n-butylstannyl-4-trifluoromethyl- 2-[7-phenoxyacetyl      dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-trifluoromethyl-      4-trimethylsilyloxy-1-octene heptyl]-4-trimethylsiloxy 2-homo-13-trans      prostene   cyclopent-2-en-1-one 221 1-trans-tri-n-butylstannyl-4-chlorome      thyl- 2-[7-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16      -chloromethyl-  4-trimethylsilyloxy-1-octene heptyl]-4-trimethylsiloxy      2-homo-13-trans prostene   cyclopent-2-en-1-one 222 1-trans-tri-n-butylst      annyl-4-trimethylsilyloxymethyl- 2-[7-phenoxyacetyl dl-11a,16-dihydroxy-1      -phenoxymethyl-1,9-dioxo-16-hydroxymethyl-  4-trimethylsilyloxy-1-octene      heptyl]-4-trimethylsiloxy 2-homo-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        223 1-trans-iodo- 2-[7-phenoxyacetyl dl-11a,15a-dihydroxy-1-phenoxymeth      yl-1,9-dioxo-  3-triphenylmethoxy-1-nonene heptyl]-4-trimethylsiloxy      20-methyl-2-homo-13-trans prostene   cyclopent-2-en-1-one 224 1-trans-iod      o-3-methyl- 2-[7-phenoxyacetyl dl-11a,15a-dihydroxy-1-phenoxymethyl-1,9-d      ioxo-15-methyl-  3-trimethylsilyloxy-1-nonene heptyl]-4-trimethylsiloxy      20-methyl-2-homo-13-trans prostene   cyclopent-2-en-1-one 225 1-trans-iod      o-4,4-dimethyl 2-[7-phenoxyacetyl dl-11a,15a-dihydroxy-1-phenoxymethyl-1,      9-dioxo-  3-trimethylsilyloxy-1-nonene heptyl]-4-trimethylsiloxy      16,16-dimethyl-20-methyl-2-homo-13-trans prostene   cyclopent-2-en-1-one      226 1-trans-iodo-4,4-trimethylene 2-[7-phenoxyacetyl dl-11a,15a-dihydroxy      -1-phenoxymethyl-1,9-dioxo-  3-trimethylsilyloxy-1-nonene heptyl]-4-trime      thylsiloxy 16,16-trimethylene-20-methyl-2-homo-13-trans prostene      cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        227 1-trans-tri-n-butylstannyl-3-vinyl- 2-[7-phenoxyacetyl dl-11a,15a-d      ihydroxy-1-phenoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-nonen      e heptyl]-4-trimethylsiloxy 20-methyl-2-homo-13-trans prostene      cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        228 1-trans-iodo- 2-[7-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymethy      l-1,9-dioxo-  4-triphenylmethoxy-1-nonene heptyl]-4-trimethylsiloxy      20-methyl-2-homo-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        229 1-trans-tri-n-butylstannyl-4-methyl- 2-[7-phenoxyacetyl dl-11a,16-d      ihydroxy-1-phenoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-none      ne heptyl]-4-trimethylsiloxy 20-methyl-2-homo-13-trans prostene      cyclopent-2-en-1-one 230 1-trans-tri-n-butylstannyl-5-methyl 2-[7-phenoxy      acetyl dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-  4-trimethylsilylox      y-1-nonene heptyl]-4-trimethylsiloxy 17-methyl-20-methyl-2-homo-13-trans      prostene   cyclopent-2-en-1-one 231 1-trans-tri-n-butylstannyl-4-vinyl-      2-[7-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-vinyl      -  4-trimethylsilyloxy-1-nonene heptyl]-4-trimethylsiloxy 20-methyl-2-hom      o-13-trans prostene   cyclopent-2-en-1-one 232 1-trans-tri-n-butylstannyl      -4-trimethylsilylethynyl- 2-[7-phenoxyacetyl dl-11a,16-dihydroxy-1-phenox      ymethyl-1,9-dioxo-16-ethynyl-  4-trimethylsilyloxy-1-nonene heptyl]-4-tri      methylsiloxy 20-methyl-2-homo-13-trans prostene   cyclopent-2-en-1-one      233 1-trans-tri-n-butylstannyl-5-methylene 2-[7-phenoxyacetyl dl-11a,16-d      ihydroxy-1-phenoxymethyl-1,9-dioxo-  4-triethylsilyloxy-1-nonene      heptyl]-4-trimethylsiloxy 17-methylene-20-methyl-2-homo-13-trans      prostene   cyclopent-2-en-1-one 234 1-trans-tri-n-butylstannyl-4-methyl-5      -methylene 2-[7-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dio      xo-16-methyl-  4-trimethylsilyloxy-1-nonene heptyl]-4-trimethylsiloxy      17-methylene-20-methyl-2-homo-13-trans prostene   cyclopent-2-en-1-one      235 1-trans-tri-n-butylstannyl-4-dimethoxymethyl- 2-[7-phenoxyacetyl      dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-formyl-  4-trimethylsily      loxy-1-nonene heptyl]-4-trimethylsiloxy 20-methyl-2-homo-13-trans      prostene   cyclopent-2-en-1-one 236 1-trans-tri-n-butylstannyl-4-fluorome      thyl- 2-[7-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16      -fluoromethyl-   4-trimethylsilyloxy-1-nonene heptyl]-4-trimethylsiloxy      20-methyl-2-homo-13-trans prostene   cyclopent-2-en-1-one 237 1-trans-tri      -n-butylstannyl-4-difluoromethyl- 2-[7-phenoxyacetyl dl-11a,16-dihydroxy-      1-phenoxymethyl-1,9-dioxo-16-difluoromethyl-  4-trimethylsilyloxy-1-nonen      e heptyl]-4-trimethylsiloxy 20-methyl-2-homo-13-trans prostene      cyclopent-2-en-1-one 238 1-trans-tri-n-butylstannyl-4-trifluoromethyl-      2-[7-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-trifl      uoromethyl-  4-trimethylsilyloxy-1-nonene heptyl]-4-trimethylsiloxy      20-methyl-2-homo-13-trans prostene   cyclopent-2-en-1-one 239 1-trans-tri      -n-butylstannyl-4-chloromethyl- 2-[7-phenoxyacetyl dl-11a,16-dihydroxy-1-      phenoxymethyl-1,9-dioxo-16-chloromethyl-  4-trimethylsilyloxy-1-nonene      heptyl]-4-trimethylsiloxy 20-methyl-2-homo-13-trans prostene   cyclopent-      2-en-1-one 240 1-trans-tri-n-butylstannyl-4-trimethylsilyloxymethyl-      2-[7-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-hydro      xymethyl-  4-trimethylsilyloxy-1-nonene heptyl]-4-trimethylsiloxy      20-methyl-2-homo-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        241 1-trans-iodo- 2-[7-phenoxyacetyl dl-11a,15a-dihydroxy-1-phenoxymeth      yl-1,9-dioxo-  3-triphenylmethoxy-1-decene heptyl]-4-trimethylsiloxy      20-ethyl-2-homo-13-trans prostene   cyclopent-2-en-1-one 242 1-trans-iodo      -3-methyl- 2-[7-phenoxyacetyl dl-11a,15a-dihydroxy-1-phenoxymethyl-1,9-di      oxo-15-methyl-  3-trimethylsilyloxy-1-decene heptyl]-4-trimethylsiloxy      20-ethyl-2-homo-13-trans prostene   cyclopent-2-en-1-one 243 1-trans-iodo      -4,4-dimethyl 2-[7-phenoxyacetyl dl-11a,15a-dihydroxy-1-phenoxymethyl-1,9      -dioxo-  3-trimethylsilyloxy-1-decene heptyl]-4-trimethylsiloxy 16,16-dim      ethyl-20-ethyl-2-homo-13-trans prostene   cyclopent-2-en-1-one 244      1-trans-iodo-4,4-trimethylene 2-[7-phenoxyacetyl dl-11a,15a-dihydroxy-1-p      henoxymethyl-1,9-dioxo-  3-trimethylsilyloxy-1-decene heptyl]-4-trimethyl      siloxy 16,16-trimethylene-20-ethyl-2-homo-13-trans prostene   cyclopent-2      -en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        245 1-trans-tri-n-butylstannyl-3-vinyl- 2-[7-phenoxyacetyl dl-11a,15a-d      ihydroxy-1-phenoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-decen      e heptyl]-4-trimethylsiloxy 20-ethyl-2-homo-13-trans prostene   cyclopent      -2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        246 1-trans-iodo- 2-[7-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymethy      l-1,9-dioxo-  4-triphenylmethoxy-1-decene heptyl]-4-trimethylsiloxy      20-ethyl-2-homo-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        247 1-trans-tri-n-butylstannyl-4-methyl- 2-[7-phenoxyacetyl dl-11a,16-d      ihydroxy-1-phenoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-dece      ne heptyl]-4-trimethylsiloxy 20-ethyl-2-homo-13-trans prostene      cyclopent-2-en-1-one 248 1-trans-tri-n-butylstannyl-5-methyl 2-[7-phenoxy      acetyl dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-  4-trimethylsilylox      y-1-decene heptyl]-4-trimethylsiloxy 17-methyl-20-ethyl-2-homo-13-trans      prostene   cyclopent-2-en-1-one 249 1-trans-tri-n-butylstannyl-4-vinyl-      2-[7-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-vinyl      -  4-trimethylsilyloxy-1-decene heptyl]-4-trimethylsiloxy 20-ethyl-2-homo      -13-trans prostene   cyclopent-2-en-1-one 250 1-trans-tri-n-butylstannyl-      4-trimethylsilylethynyl- 2-[7-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxy      methyl-1,9-dioxo-16-ethynyl-  4-trimethylsilyloxy-1-decene heptyl]-4-trim      ethylsiloxy 20-ethyl-2-homo-13-trans prostene   cyclopent-2-en-1-one 251      1-trans-tri-n-butylstannyl-5-methylene 2-[7-phenoxyacetyl dl-11a,16-dihyd      roxy-1-phenoxymethyl-1,9-dioxo-  4-triethylsilyloxy-1-decene heptyl]-4-tr      imethylsiloxy 17-methylene-20-ethyl-2-homo-13-trans prostene   cyclopent-      2-en-1-one 252 1-trans-tri-n-butylstannyl-4-methyl-5-methylene 2-[7-pheno      xyacetyl dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-methyl-      4-trimethylsilyloxy-1-decene heptyl]-4-trimethylsiloxy 17-methylene-20-et      hyl-2-homo-13-trans prostene   cyclopent-2-en-1-one 253 1-trans-tri-n-but      ylstannyl-4-dimethoxymethyl- 2-[7-phenoxyacetyl dl-11a,16-dihydroxy-1-phe      noxymethyl-1,9-dioxo-16-formyl-  4-trimethylsilyloxy-1-decene heptyl]-4-t      rimethylsiloxy 20-ethyl-2-homo-13-trans prostene   cyclopent-2-en-1-one      254 1-trans-tri-n-butylstannyl-4-fluoromethyl- 2-[7-phenoxyacetyl      dl-11a,16-dihydroxy-phenoxymethyl-1,9-dioxo-16-fluoromethyl-  4-trimethyl      silyloxy-1-decene heptyl]-4-trimethylsiloxy 20-ethyl-2-homo-13-trans      prostene   cyclopent-2-en-1-one 255 1-trans-tri-n-butylstannyl-4-difluoro      methyl- 2-[7-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-      16-difluoromethyl-  4-trimethylsilyloxy-1-decene heptyl]-4-trimethylsilox      y 20-ethyl-2-homo-13-trans prostene   cyclopent-2-en-1-one 256 1-trans-tr      i-n-butylstannyl-4-trifluoromethyl- 2-[7-phenoxyacetyl dl-11a,16-dihydrox      y-1-phenoxymethyl-1,9-dioxo-16-trifluoromethyl-  4-trimethylsilyloxy-1-de      cene heptyl]-4-trimethylsiloxy 20-ethyl-2-homo-13-trans prostene      cyclopent-2-en-1-one 257 1-trans-tri-n-butylstannyl-4-chloromethyl-      2-[7-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-chlor      omethyl-  4-trimethylsilyloxy-1-decene heptyl]-4-trimethylsiloxy      20-ethyl-2-homo-13-trans prostene   cyclopent-2-en-1-one 258 1-trans-tri-      n-butylstannyl-4-trimethylsilyloxymethyl- 2-[7-phenoxyacetyl dl-11a,16-di      hydroxy-1-phenoxymethyl-1,9-dioxo-16-hydroxymethyl-  4-trimethylsilyloxy-      1-decene heptyl]-4-trimethylsiloxy 20-ethyl-2-homo-13-trans prostene      cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        259 1-trans-iodo- 2-[6-phenoxyacetyl nat-11a,15a-dihydroxy-1-phenoxymet      hyl-1,9-dioxo-  3-triphenylmethoxy-1-heptene hexyl]-4R-trimethylsiloxy      20-nor-13-trans prostene   cyclopent-2-en-1-one 260 1-trans-iodo-3-methyl      - 2-[6-phenoxyacetyl nat-11a,15a-dihydroxy-1-phenoxymethyl-1,9-dioxo-15-m      ethyl-  3-trimethylsilyloxy-1-heptene hexyl]-4R-trimethylsiloxy 20-nor-13      -trans prostene   cyclopent-2-en-1-one 261 1-trans-iodo-4,4-dimethyl      2-[6-phenoxyacetyl nat-11a,15a-dihydroxy-1-phenoxymethyl-1,9-dioxo-      3-trimethylsilyloxy-1-heptene hexyl]-4R-trimethylsiloxy 16,16-dimethyl-20      -nor-13-trans prostene   cyclopent-2-en-1-one 262 1-trans-iodo-5,5-dimeth      yl 2-[6-phenoxyacetyl nat-11a,15a-dihydroxy-1-phenoxymethyl-1,9-dioxo-      3-triphenylmethoxy-1-octene hexyl]-4R-trimethylsiloxy 17,17-dimethyl-13-t      rans prostene   cyclopent-2-en-1-one 263 1-trans-iodo-4-methyl 2-[6-pheno      xyacetyl nat-11a,15a-dihydroxy-1-phenoxymethyl-1,9-dioxo-  3-triphenylmet      hoxy-1-octene hexyl]-4R-trimethylsiloxy 16-methyl-13-trans prostene      cyclopent-2-en-1-one 264 1-trans-iodo-4,4-trimethylene 2-[6-phenoxyacetyl       nat-11a,15a-dihydroxy-1-phenoxymethyl-1,9-dioxo-  3-trimethylsilyloxy-1-      heptene hexyl]-4R-trimethylsiloxy 16,16-trimethylene-20-nor-13-trans      prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        265 1-trans-tri-n-butylstannyl-3-vinyl- 2-[6-phenoxyacetyl nat-11a,15a-      dihydroxy-1-phenoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-hept      ene hexyl]-4R-trimethylsiloxy 20-nor-13-trans prostene   cyclopent-2-en-1      -one 266 1-trans-tri-n-butylstannyl-4-phenoxy 2-[6-phenoxyacetyl      nat-11a,15a-dihydroxy-1-phenoxymethyl-1,9-dioxo-  3-triethylsilyloxy-1-bu      tene hexyl]-4R-trimethylsiloxy 16-phenoxy-17-20-tetranor-13-trans      prostene   cyclopent-2-en-1-one 267 1-trans-tri-n-butylstannyl-4-(p-fluor      ophenoxy) 2-[6-phenoxyacetyl nat-11a,15a-dihydroxy-1-phenoxymethyl-1,9-di      oxo-  3-triethylsilyloxy-1-butene hexyl]-4R-trimethylsiloxy 16-(p-fluorop      henoxy)-17-20-tetranor-13-trans prostene   cyclopent-2-en-1-one 268      1-trans-tri-n-butylstannyl-4-(m-chlorophenoxy) 2-[6-phenoxyacetyl      nat-11a,15a-dihydroxy-1-phenoxymethyl-1,9-dioxo-  3-triethylsilyloxy-1-bu      tene hexyl]-4R-trimethylsiloxy 16-(m-chlorophenoxy)-17-20-tetranor-13-tra      ns prostene   cyclopent-2-en-1-one 269 1-trans-tri-n-butylstannyl-4-(m-tr      ifluoromethylphenoxy) 2-[6-phenoxyacetyl nat-11a,15a-dihydroxy-1-phenoxym      ethyl-1,9-dioxo-  3-triethylsilyloxy-1-butene hexyl]-4R-trimethylsiloxy      16-(m-trifluoromethylphenoxy)-17-20-tetranor-13-trans prostene      cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        270 1-trans-iodo-5-phenyl 2-[6-phenoxyacetyl nat-11a,15a-dihydroxy-1-ph      enoxymethyl-1,9-dioxo-  3-triethylsilyloxy-1-pentene hexyl]-4R-trimethyls      iloxy 17-phenyl-18-20-trinor-13-trans prostene   cyclopent-2-en-1-one      271 1-trans-iodo-4,4-dimethyl-5-phenyl 2-[6-phenoxyacetyl nat-11a,15a-dih      ydroxy-1-phenoxymethyl-1,9-dioxo-  3-triethylsilyloxy-1-pentene hexyl]-4R      -trimethylsiloxy 16,16-dimethyl-17-phenyl-18-20-trinor-13-trans prostene        cyclopent-2-en-1-one 272 1-trans-iodo-4-cyclopentyl 2-[6-phenoxyacetyl      nat-11a,15a-dihydroxy-1-phenoxymethyl-1,9-dioxo-  3-triphenylmethoxy-1-bu      tene hexyl]-4R-trimethylsiloxy 16-cyclopentyl-17-20-tetranor-13-trans      prostene   cyclopent-2-en-1-one 273 1-trans-iodo-4-cyclohexyl 2-[6-phenox      yacetyl nat-11a,15a-dihydroxy-1-phenoxymethyl-1,9-dioxo-  3-triphenylmeth      oxy-1-butene hexyl]-4R-trimethylsiloxy 16-cyclohexyl-17-20-tetranor-13-tr      ans prostene   cyclopent-2-en-1-one 274 1-trans-iodo- 2-[6-phenoxyacetyl      nat-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-  4-triphenylmethoxy-1-hep      tene hexyl]-4R-trimethylsiloxy 20-nor-13-trans prostene   cyclopent-2-en-      1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        275 1-trans-tri-n-butylstannyl-4-methyl- 2-[6-phenoxyacetyl nat-11a,16-      dihydroxy-1-phenoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-hep      tene hexyl]-4R-trimethylsiloxy 20-nor-13-trans prostene   cyclopent-2-en-      1-one 276 1-trans-tri-n-butylstannyl-4-ethyl 2-[6-phenoxyacetyl nat-11a,1      6-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-ethyl-  4-trimethylsilyloxy-1-oc      tene hexyl]-4R-trimethylsiloxy 13-trans prostene   cyclopent-2-en-1-one      277 1-trans-tri-n-butylstannyl-5-methyl 2[6-phenoxy nat-11a,16-dihydroxy-      1-phenoxymethyl-1,9-dioxo-  4-trimethylsilyloxy-1-heptene hexyl]-4R-trime      thylsiloxy 17-methyl-20-nor-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        278 1-trans-iodo-5,5-dimethyl 2-[6-phenoxyacetyl nat-11a,16-dihydroxy-1      -phenoxymethyl-1,9-dioxo-  4-trimethylsilyloxy-1-octene hexyl]-4R-trimeth      ylsiloxy 17,17-dimethyl-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        279 1-trans-tri-n-butylstannyl-4-vinyl- 2-[6-phenoxyacetyl nat-11a,16-d      ihydroxy-1-phenoxymethyl-1,9-dioxo-16-vinyl-  4-trimethylsilyloxy-1-hepte      ne hexyl]-4R-trimethylsiloxy 20-nor-13-trans prostene   cyclopent-2-en-1-      one 280 1-trans-tri-n-butylstannyl-4-cyclopropyl- 2-[6-phenoxyacetyl      nat-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-cyclopropyl-  4-trimeth      ylsilyloxy-1-octene hexyl]-4R-trimethylsiloxy 13-trans prostene      cyclopent-2-en-1-one 281 1-trans-tri-n-butylstannyl-4-trimethylsilylethyn      yl- 2-[6-phenoxyacetyl nat-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-      ethynyl-  4-trimethylsilyloxy-1-heptene hexyl]-4R-trimethylsiloxy      20-nor-13-trans prostene   cyclopent-2-en-1-one 282 1-trans-tri-n-butylst      annyl-5-methylene 2-[6-phenoxyacetyl nat-11a,16-dihydroxy-1-phenoxymethyl      -1,9-dioxo-  4-triethylsilyloxy-1-heptene hexyl]-4R-trimethylsiloxy      17-methylene-20-nor-13-trans prostene   cyclopent-2-en-1-one 283      1-trans-tri-n-butylstannyl-4-methyl-5-methylene 2-[6-phenoxyacetyl      nat-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsil      yloxy-1-heptene hexyl]-4R-trimethylsiloxy 17-methylene-20-nor-13-trans      prostene   cyclopent-2-en-1-one 284 1-trans-tri-n-butylstannyl-4-dimethox      ymethyl- 2-[6-phenoxyacetyl nat-11a,16-dihydroxy-1-phenoxymethyl-1,9-diox      o-16-formyl-  4-trimethylsilyloxy-1-heptene hexyl]-4R-trimethylsiloxy      20-nor-13-trans prostene   cyclopent-2-en-1-one 285 1-trans-tri-n-butylst      annyl-4-fluoromethyl- 2-[6-phenoxyacetyl nat-11a,16-dihydroxy-1-phenoxyme      thyl-1,9-dioxo-16-fluoromethyl-  4-trimethylsilyloxy-1-heptene hexyl]-4R-      trimethylsiloxy 20-nor-13-trans prostene   cyclopent-2-en-1-one 286      1-trans-tri-n-butylstannyl-4-difluoromethyl- 2-[6-phenoxyacetyl nat-11a,1      6-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-difluoromethyl-  4-trimethylsily      loxy-1-heptene hexyl]-4R-trimethylsiloxy 20-nor-13-trans prostene      cyclopent-2-en-1-one 287 1-trans-tri-n-butylstannyl-4-trifluoromethyl-      2-[6-phenoxyacetyl nat-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-trif      luoromethyl-  4-trimethylsilyloxy-1-heptene hexyl]-4R-trimethylsiloxy      20-nor-13-trans prostene   cyclopent-2-en-1-one 288 1-trans-tri-n-butylst      annyl-4-chloromethyl- 2-[6-phenoxyacetyl nat-11a,16-dihydroxy-1-phenoxyme      thyl-1,9-dioxo-16-chloromethyl-  4-trimethylsilyloxy-1-heptene hexyl]-4R-      trimethylsiloxy 20-nor-13-trans prostene   cyclopent-2-en-1-one 289      1-trans-tri-n-butylstannyl-4-trimethylsilyloxymethyl- 2-[6-phenoxyacetyl      nat-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-hydroxymethyl-      4-trimethylsilyloxy-1-heptene hexyl]-4R-trimethylsiloxy 20-nor-13-trans      prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        290 1-trans-iodo-4-methyl-7-chloro 2-[6-phenoxyacetyl nat-11a,16-dihydr      oxy-1-phenoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-heptene      hexyl]-4R-trimethylsiloxy 19-chloro-20-nor-13-trans prostene   cyclopent-      2-en-1-one 291 1-trans-iodo- 2-[6-phenoxyacetyl nat-11a,15a-dihydroxy-1-p      henoxymethyl-1,9-dioxo-  3-triphenylmethoxy-1-octene hexyl]-4R-trimethyls      iloxy 13-trans prostene   cyclopent-2-en-1-one 292 1-trans-iodo-3-methyl-       2-[6-phenoxyacetyl nat-11a,15a-dihydroxy-1-phenoxymethyl-1,9-dioxo-15-me      thyl-  3-trimethylsilyloxy-1-octene hexyl]-4R-trimethylsiloxy 13-trans      prostene   cyclopent-2-en-1-one 293 1-trans-iodo-4,4-dimethyl 2-[6-phenox      yacetyl nat-11a,15a-dihydroxy-1-phenoxymethyl-1,9-dioxo-  3-trimethylsily      loxy-1-octene hexyl]-4R-trimethylsiloxy 16,16-dimethyl-13-trans prostene        cyclopent-2-en-1-one 294 1-trans-iodo-4,4-trimethylene 2-[6-phenoxyacet      yl nat-11a,15a-dihydroxy-1-phenoxymethyl-1,9-dioxo-  3-trimethylsilyloxy-      1-octene hexyl]-4R-trimethylsiloxy 16,16-trimethylene-13-trans prostene       cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        295 1-trans-tri-n-butylstannyl-3-vinyl- 2-[6-phenoxyacetyl nat-11a,15a-      dihydroxy-1-phenoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-octe      ne hexyl]-4R-trimethylsiloxy 13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        296 1-trans-iodo- 2-[6-phenoxyacetyl nat-11a,16-dihydroxy-1-phenoxymeth      yl-1,9-dioxo-  4-triphenylmethoxy-1-octene hexyl]-4R-trimethylsiloxy      13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        297 1-trans-tri-n-butylstannyl-4-methyl- 2-[6-phenoxyacetyl nat-11a,16-      dihydroxy-1-phenoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-oct      ene hexyl]-4R-trimethylsiloxy 13-trans prostene   cyclopent-2-en-1-one      298 1-trans-tri-n-butylstannyl-5-methyl 2-[6-phenoxyacetyl nat-11a,16-dih      ydroxy-1-phenoxymethyl-1,9-dioxo-  4-trimethylsilyloxy-1-octene hexyl]-4R      -trimethylsiloxy 17-methyl-13-trans prostene   cyclopent-2-en-1-one 299      1-trans-tri-n-butystannyl-4-vinyl- 2-[6-phenoxyacetyl nat-11a,16-dihydrox      y-1-phenoxymethyl-1,9-dioxo-16-vinyl-  4-trimethylsilyloxy-1-octene      hexyl]-4R-trimethylsiloxy 13-trans prostene   cyclopent-2-en-1-one 300      1-trans-tri-n-butylstannyl-4-trimethylsilylethynyl- 2-[6-phenoxyacetyl      nat-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-ethynyl-  4-trimethylsi      lyloxy-1-octene hexyl]-4R-trimethylsiloxy 13-trans prostene   cyclopent-2      -en-1-one 301 1-trans-tri-n-butylstannyl-5-methylene 2-[6-phenoxyacetyl      nat-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-  4-trimethylsilyloxy-1-oc      tene hexyl]-4R-trimethylsiloxy 17-methylene-13-trans prostene   cyclopent      -2-en-1-one 302 1-trans-tri-n-butylstannyl-4-methyl-5-methylene 2-[6-phen      oxyacetyl nat-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-methyl-      4-trimethylsilyloxy-1-octene hexyl]-4R-trimethylsiloxy 17-methylene-13-tr      ans prostene   cyclopent-2-en-1-one 303 1-trans-tri-n-butylstannyl-4-dime      thoxymethyl- 2-[6-phenoxyacetyl nat-11a,16-dihydroxy-1-phenoxymethyl-1,9-      dioxo-16-formyl-  4-trimethylsilyloxy-1-octene hexyl]-4R-trimethylsiloxy      13-trans prostene   cyclopent-2-en-1-one 304 1-trans-tri-n-butylstannyl-4      -fluoromethyl- 2-[6-phenoxyacetyl nat-11a,16-dihydroxy-1-phenoxymethyl-1,      9-dioxo-16-fluoromethyl-  4-trimethylsilyloxy-1-octene hexyl]-4R-trimethy      lsiloxy 13-trans prostene   cyclopent-2-en-1-one 305 1-trans-tri-n-butyls      tannyl-4-difluoromethyl- 2-[6-phenoxyacetyl nat-11a,16-dihydroxy-1-phenox      ymethyl-1,9-dioxo-16-difluoromethyl-  4-trimethylsilyloxy-1-octene      hexyl]-4R-trimethylsiloxy 13-trans prostene   cyclopent-2-en-1-one 306      1-trans-tri-n-butylstannyl-4-trifluoromethyl- 2-[6-phenoxyacetyl      nat-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-trifluoromethyl-      4-trimethylsilyloxy-1-octene hexyl]-4R-trimethylsiloxy 13-trans prostene        cyclopent-2-en-1-one 307 1-trans-tri-n-butylstannyl-4-chloromethyl-      2-[6-phenoxyacetyl nat-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-chlo      romethyl-  4-trimethylsilyloxy-1-octene hexyl]-4R-trimethylsiloxy      13-trans prostene   cyclopent-2-en-1-one 308 1-trans-tri-n-butylstannyl-4      -trimethylsilyloxymethyl- 2-[6-phenoxyacetyl nat-11a,16-dihydroxy-1-pheno      xymethyl-1,9-dioxo-16-hydroxymethyl-  4-trimethylsilyloxy-1-octene      hexyl]-4R-trimethylsiloxy 13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        309 1-trans-iodo- 2-[6-phenoxyacetyl nat-11a,15a-dihydroxy-1-phenoxymet      hyl-1,9-dioxo-  3-triphenylmethoxy-1-nonene hexyl]-4R-trimethylsiloxy      20-methyl-13-trans prostene   cyclopent-2-en-1-one 310 1-trans-iodo-3-met      hyl- 2-[6-phenoxyacetyl nat-11a,15a-dihydroxy-1-phenoxymethyl-1,9-dioxo-1      5-methyl-  3-trimethylsilyloxy-1-nonene hexyl]-4R-trimethylsiloxy      20-methyl-13-trans prostene   cyclopent-2-en-1-one 311 1-trans-iodo-4,4-d      imethyl 2-[6-phenoxyacetyl nat-11a,15a-dihydroxy-1-phenoxymethyl-1,9-diox      o-  3-trimethylsilyloxy-1-nonene hexyl]-4R-trimethylsiloxy 16,16-dimethyl      -20-methyl-13-trans prostene   cyclopent-2-en-1-one 312 1-trans-iodo-4,4-      trimethylene 2-[6-phenoxyacetyl nat-11a,15a-dihydroxy-1-phenoxymethyl-1,9      -dioxo-  3-trimethylsilyloxy-1-nonene hexyl]-4R-trimethylsiloxy 16,16-tri      methylene-20-methyl-13-trans prostene  cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        313 1-trans-tri-n-butylstannyl-3-vinyl- 2-[6-phenoxyacetyl nat-11a,15a-      dihydroxy-1-phenoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-none      ne hexyl]-4R-trimethylsiloxy 20-methyl-13-trans prostene  cyclopent-2-en-      1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        314 1-trans-iodo- 2-[6-phenoxyacetyl nat-11a,16-dihydroxy-1-phenoxymeth      yl-1,9-dioxo-  3-triphenylmethoxy-1-nonene hexyl]-4R-trimethylsiloxy      20-methyl-13-trans prostene  cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        315 1-trans-tri-n-butylstannyl-4-methyl- 2-[6-phenoxyacetyl nat-11a,16-      dihydroxy-1-phenoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-non      ene hexyl]-4R-trimethylsiloxy 20-methyl-13-trans prostene  cyclopent-2-en      -1-one 316 1-trans-tri-n-butylstannyl-5-methyl 2-[6-phenoxyacetyl      nat-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-  4-trimethylsilyloxy-1-no      nene hexyl]-4R-trimethylsiloxy 17-methyl-20-methyl-13-trans prostene      cyclopent-2-en-1-one 317 1-trans-tri-n-butylstannyl-4-vinyl- 2-[6-phenoxy      acetyl nat-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-vinyl-      4-trimethylsilyloxy-1-nonene hexyl]-4R-trimethylsiloxy 20-methyl-13-trans       prostene  cyclopent-2-en-1-one 318 1-trans-tri-n-butylstannyl-4-trimethy      lsilylethynyl- 2-[6-phenoxyacetyl nat-11a,16-dihydroxy-1-phenoxymethyl-1,      9-dioxo-16-ethynyl-  4-trimethylsilyloxy-1-nonene hexyl]-4R-trimethylsilo      xy 20-methyl-13-trans prostene  cyclopent-2-en-1-one 319 1-trans-tri-n-bu      tylstannyl-5-methylene 2-[6-phenoxyacetyl nat-11a,16-dihydroxy-1-phenoxym      ethyl-1,9-dioxo-  4-triethylsilyloxy-1-nonene hexyl]-4R-trimethylsiloxy      17-methylene-20-methyl-13-trans prostene   cyclopent-2-en-1-one 320      1-trans-tri-n-butylstannyl-4-methyl-5-methylene 2-[6-phenoxyacetyl      nat-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsil      yloxy-1-nonene hexyl]-4R-trimethylsiloxy 17-methylene-20-methyl-13-trans      prostene   cyclopent-2-en-1-one 321 1-trans-tri-n-butylstannyl-4-dimethox      ymethyl- 2-[6-phenoxyacetyl nat-11a,16-dihydroxy-1-phenoxymethyl-1,9-diox      o-16-formyl-  4-trimethylsilyloxy-1-nonene hexyl]-4R-trimethylsiloxy      20-methyl-13-trans prostene   cyclopent-2-en-1-one 322 1-trans-tri-n-buty      lstannyl-4-fluoromethyl- 2-[6-phenoxyacetyl nat-11a,16-dihydroxy-1-phenox      ymethyl-1,9-dioxo-16-fluoromethyl-  4-trimethylsilyloxy-1-nonene      hexyl]-4R-trimethylsiloxy 20-methyl-13-trans prostene   cyclopent-2-en-1-      one 323 1-trans-tri-n-butylstannyl-4-difluoromethyl- 2-[6-phenoxyacetyl      nat-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-difluoromethyl-      4-trimethylsilyloxy-1-nonene hexyl]-4R-trimethylsiloxy 20-methyl-13-trans       prostene   cyclopent-2-en-1-one 324 1-trans-tri-n-butylstannyl-4-trifluo      romethyl- 2-[6-phenoxyacetyl nat-11a,16-dihydroxy-1-phenoxymethyl-1,9-dio      xo-16-trifluoromethyl-  4-trimethylsilylxoy-1-nonene hexyl]-4R-trimethyls      iloxy 20-methyl-13-trans prostene   cyclopent-2-en-1-one 325 1-trans-tri-      n-butylstannyl-4-chloromethyl- 2-[6-phenoxyacetyl nat-11a,16-dihydroxy-1-      phenoxymethyl-1,9-dioxo-16-chloromethyl-  4-trimethylsilyloxy-1-nonene      hexyl]-4R-trimethylsiloxy 20-methyl-13-trans prostene   cyclopent-2-en-1-      one 326 1-trans-tri-n-butylstannyl-4-trimethylsilyloxymethyl- 2-[6-phenox      yacetyl nat-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-hydroxymethyl-       4-trimethylsilyloxy-1-nonene hexyl]-4R-trimethylsiloxy 20-methyl-13-tran      s prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        327 1-trans-iodo- 2-[6-phenoxyacetyl nat-11a,15a-dihydroxy-1-phenoxymet      hyl-1,9-dioxo-  3-triphenylmethoxy-1-decene hexyl]-4R-trimethylsiloxy      20-ethyl-13-trans prostene   cyclopent-2-en-1-one 328 1-trans-iodo-3-meth      yl- 2-[6-phenoxyacetyl nat-11a,15a-dihydroxy-1-phenoxymethyl-1,9-dioxo-15      -methyl-  3-trimethylsilyloxy-1-decene hexyl]-4R-trimethylsiloxy      20-ethyl-13-trans prostene   cyclopent-2-en-1-one 329 1-trans-iodo-4,4-di      methyl 2-[6-phenoxyacetyl nat-11a,15a-dihydroxy-1-phenoxymethyl-1,9-dioxo      -  3-trimethylsilyloxy-1-decene hexyl]-4R-trimethylsiloxy 16,16-dimethyl-      20-ethyl-13-trans prostene   cyclopent-2-en-1-one 330 1-trans-iodo-4,4-tr      imethylene 2-[6-phenoxyacetyl nat-11a,15a-dihydroxy-1-phenoxymethyl-1,9-d      ioxo-  3-trimethylsilyloxy-1-decene hexyl]-4R-trimethylsiloxy 16,16-trime      thylene-20-ethyl-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        331 1-trans-tri-n-butylstannyl-3-vinyl- 2-[6-phenoxyacetyl nat-11a,15a-      dihydroxy-1-phenoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-dece      ne hexyl]-4R-trimethylsiloxy 20-ethyl-13-trans prostene   cyclopent-2-en-      1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        332 1-trans-iodo- 2-[6-phenoxyacetyl nat-11a,16-dihydroxy-1-phenoxymeth      yl-1,9-dioxo-  4-triphenylmethoxy-1-decene hexyl]-4R-trimethylsiloxy      20-ethyl-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        333 1-trans-tri-n-butylstannyl-4-methyl- 2-[6-phenoxyacetyl nat-11a,16-      dihydroxy-1-phenoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-dec      ene hexyl]-4R-trimethylsiloxy 20-ethyl-13-trans prostene   cyclopent-2-en      -1-one 334 1-trans-tri-n-butylstannyl-5-methyl 2-[6-phenoxyacetyl      nat-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-  4-trimethylsilyloxy-1-de      cene hexyl]-4R-trimethylsiloxy 17-methyl-20-ethyl-13-trans prostene      cyclopent-2-en-1-one 335 1-trans-tri-n-butylstannyl-4-vinyl- 2-[6-phenoxy      acetyl nat-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-vinyl-      4-trimethylsilyloxy-1-decene hexyl]-4R-trimethylsiloxy 20-ethyl-13-trans      prostene   cyclopent-2-en-1-one 336 1-trans-tri-n-butylstannyl-4-trimethy      lsilylethynyl- 2-[6-phenoxyacetyl nat-11a,16-dihydroxy-1-phenoxymethyl-1,      9-dioxo-16-ethynyl-  4-trimethylsilyloxy-1-decene hexyl]-4R-trimethylsilo      xy 20-ethyl-13-trans prostene   cyclopent-2-en-1-one 337 1-trans-tri-n-bu      tylstannyl-5-methylene 2-[6-phenoxyacetyl nat-11a,16-dihydroxy-1-phenoxym      ethyl-1,9-dioxo-  4-triethylsilyloxy-1-decene hexyl]-4R-trimethylsiloxy      17-methylene-20-ethyl-13-trans prostene   cyclopent-2-en-1-one 338      1-trans-tri-n-butylstannyl-4-methyl-5-methylene 2-[6-phenoxyacetyl      nat-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsil      yloxy-1-decene hexyl]-4R-trimethylsiloxy 17-methylene-20-ethyl-13-trans      prostene   cyclopent-2-en-1-one 339 1-trans-tri-n-butylstannyl-4-dimethox      ymethyl- 2-[6-phenoxyacetyl nat-11a,16-dihydroxy-1-phenoxymethyl-1,9-diox      o-16-formyl-  4-trimethylsilyloxy-1-decene hexyl]-4R-trimethylsiloxy      20-ethyl-13-trans prostene   cyclopent-2-en-1-one 340 1-trans-tri-n-butyl      stannyl-4-fluoromethyl- 2-[6-phenoxyacetyl nat-11a,16-dihydroxy-1-phenoxy      methyl-1,9-dioxo-16-fluoromethyl-  4-trimethylsilyloxy-1-decene hexyl]-4R      -trimethylsiloxy 20-ethyl-13-trans prostene   cyclopent-2-en-1-one 341      1-trans-tri-n-butylstannyl-4-difluoromethyl- 2-[6-phenoxyacetyl nat-11a,1      6-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-difluoromethyl-  4-trimethylsily      loxy-1-decene hexyl]-4R-trimethylsiloxy 20-ethyl-13-trans prostene      cyclopent-2-en-1-one 342 1-trans-tri-n-butylstannyl-4-trifluoromethyl-      2-[6-phenoxyacetyl nat-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-trif      luoromethyl-  4-trimethylsilyloxy-1-decene hexyl]-4R-trimethylsiloxy      20-ethyl-13-trans prostene   cyclopent-2-en-1-one 343 1-trans-tri-n-butyl      stannyl-4-chloromethyl- 2-[6-phenoxyacetyl nat-11a,16-dihydroxy-1-phenoxy      methyl-1,9-dioxo-16-chloromethyl-  4-trimethylsilyloxy-1-decene hexyl]-4R      -trimethylsiloxy 20-ethyl-13-trans prostene   cyclopent-2-en-1-one 344      1-trans-tri-n-butylstannyl-4-trimethylsilyloxymethyl- 2-[6-phenoxyacetyl      nat-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-hydroxymethyl-      4-trimethylsilyloxy-1-decene hexyl]-4R-trimethylsiloxy 20-ethyl-13-trans      prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        345 1-trans-iodo- 2-[5-phenoxyacetyl dl-15a-hydroxy-1-phenoxymethyl-1,9      -dioxo-  3-triphenylmethoxy-1-heptene pentyl] 20-nor-2-nor-13-trans      prostene   cyclopent-2-en-1-one 346 1-trans-iodo-3-methyl- 2-[5-phenoxyac      etyl dl-15a-hydroxy-1-phenoxymethyl-1,9-dioxo-15-methyl-  3-trimethylsily      loxy-1-heptene pentyl] 20-nor-2-nor-13-trans prostene   cyclopent-2-en-1-      one 347 1-trans-iodo-4,4-dimethyl 2-[5-phenoxyacetyl dl-15a-hydroxy-1-phe      noxymethyl-1,9-dioxo-  3-trimethylsilyloxy-1-heptene pentyl] 16,16-dimeth      yl-20-nor-2-nor-13-trans prostene   cyclopent-2-en-1-one 348 1-trans-iodo      -5,5-dimethyl 2-[5-phenoxyacetyl dl-15a-hydroxy-1-phenoxymethyl-1,9-dioxo      -  3-triphenylmethoxy-1-octene pentyl] 17,17-dimethyl-2-nor-13-trans      prostene   cyclopent-2-en-1-one 349 1-trans-iodo-4-methyl 2-[5-phenoxyace      tyl dl-15a-hydroxy-1-phenoxymethyl-1,9-dioxo-  3-triphenylmethoxy-1-octen      e pentyl] 16-methyl-2-nor-13-trans prostene   cyclopent-2-en-1-one 350      1-trans-iodo-4,4-trimethylene 2-[5-phenoxyacetyl dl-15a-hydroxy-1-phenoxy      methyl-1,9-dioxo-  3-trimethylsilyloxy-1-heptene pentyl] 16,16-trimethyle      ne-20-nor-2-nor-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE1 SERIES        351 1-trans-tri-n-butylstannyl-3-vinyl- 2-[5-phenoxyacetyl dl-15a-hydro      xy-1-phenoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-heptene      pentyl] 20-nor-2-nor-13-trans prostene   cyclopent-2-en-1-one 352      1-trans-tri-n-butylstannyl-4-phenoxy 2-[5-phenoxyacetyl dl-15a-hydroxy-1-      phenoxymethyl-1,9-dioxo-  3-triethylsilyloxy-1-butene pentyl] 16-phenoxy-      2-nor-17-20-tetranor-13-trans prostene   cyclopent-2-en-1-one 353      1-trans-tri-n-butylstannyl-4-(p-fluorophenoxy) 2-[5-phenoxyacetyl      dl-15a-hydroxy-1-phenoxymethyl-1,9-dioxo-  3-triethylsilyloxy-1-butene      pentyl] 16-(p-fluorophenoxy)-2-nor-17-20-tetranor-13-trans prostene      cyclopent-2-en-1-one 354 1-trans-tri-n-butylstannyl-4-(m-chlorophenoxy)      2-[5-phenoxyacetyl dl-15a-hydroxy-1-phenoxymethyl-1,9-dioxo-  3-triethyls      ilyloxy-1-butene pentyl] 16-(m-chlorophenoxy)-2-nor-17-20-tetranor-13-tra      ns prostene   cyclopent-2-en-1-one 355 1-trans-tri-n-butylstannyl-4-(m-tr      ifluoromethylphenoxy) 2-[5-phenoxyacetyl dl-15a-hydroxy-1-phenoxymethyl-1      ,9-dioxo-  3-triethylsilyloxy-1-butene pentyl] 16-(m-trifluoromethylpheno      xy)-2-nor-17-20-tetranor-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        356 1-trans-iodo-5-phenyl 2-[5-phenoxyacetyl dl-15a-hydroxy-1-phenoxyme      thyl-1,9-dioxo-  3-triethylsilyloxy-1-pentene pentyl] 17-phenyl-2-nor-18-      20-trinor-13-trans prostene   cyclopent-2-en-1-one 357 1-trans-iodo-4,4-d      imethyl-5-phenyl 2-[5-phenoxyacetyl dl-15a-hydroxy-1-phenoxymethyl-1,9-di      oxo-  3-triethylsilyloxy-1-pentene pentyl] 16,16-dimethyl-17-phenyl-2-nor      -18-20-trinor-13-trans prostene   cyclopent-2-en-1-one 358 1-trans-iodo-4      -cyclopentyl 2-[5-phenoxyacetyl dl-15a-hydroxy-1-phenoxymethyl-1,9-dioxo-        3-triphenylmethoxy-1-butene pentyl] 16-cyclopentyl-2-nor-17-20-tetranor      -13-trans prostene   cyclopent-2-en-1-one 359 1-trans-iodo-4-cyclohexyl      2-[5-phenoxyacetyl dl-15a-hydroxy-1-phenoxymethyl-1,9-dioxo-  3-triphenyl      methoxy-1-butene pentyl] 16-cyclohexyl-2-nor-17-20-tetranor-13-trans      prostene   cyclopent-2-en-1-one 360 1-trans-iodo- 2-[5-phenoxyacetyl      dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-  4-triphenylmethoxy-1-heptene      pentyl] 20-nor-2-nor-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE1 SERIES        361 1-trans-tri-n-butylstannyl-4-methyl- 2-[5-phenoxyacetyl dl-16-hydro      xy-1-phenoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-heptene      pentyl] 20-nor-2-nor-13-trans prostene   cyclopent-2-en-1-one 362      1-trans-tri-n-butylstannyl-4-ethyl- 2-[5-phenoxyacetyl dl-16-hydroxy-1-ph      enoxymethyl-1,9-dioxo-16-ethyl-  4-trimethylsilyloxy-1-octene pentyl]      2-nor-13-trans prostene   cyclopent-2-en-1-one 363 1-trans-tri-n-butylsta      nnyl-5-methyl 2-[5-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-        4-trimethylsilyloxy-1-heptene pentyl] 17-methyl-20-nor-2-nor-13-trans      prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        364 1-trans-iodo-5,5-dimethyl 2-[5-phenoxyacetyl dl-16-hydroxy-1-phenox      ymethyl-1,9-dioxo-  4-trimethylsilyloxy-1-octene pentyl] 17,17-dimethyl-2      -nor-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE1 SERIES        365 1-trans-tri-n-butylstannyl-4-vinyl- 2-[5-phenoxyacetyl dl-16-hydrox      y-1-phenoxymethyl-1,9-dioxo-16-vinyl-  4-trimethylsilyloxy-1-heptene      pentyl] 20-nor-2-nor-13-trans prostene   cyclopent-2-en-1-one 366      1-trans-tri-n-butylstannyl-4-cyclopropyl- 2-[5-phenoxyacetyl dl-16-hydrox      y-1-phenoxymethyl-1,9-dioxo-16-cyclopropyl-  4-trimethylsilyloxy-1-octene       pentyl] 2-nor-13-trans prostene   cyclopent-2-en-1-one 367 1-trans-tri-n      -butylstannyl-4-trimethylsilylethynyl- 2-[5-phenoxyacetyl dl-16-hydroxy-1      -phenoxymethyl-1,9-dioxo-16-ethynyl-  4-trimethylsilyloxy-1-heptene      pentyl] 20-nor-2-nor-13-trans prostene   cyclopent-2-en-1-one 368      1-trans-tri-n-butylstannyl-5-methylene 2-[5-phenoxyacetyl dl-16-hydroxy-1      -phenoxymethyl-1,9-dioxo-  4-triethylsilyloxy-1-heptene pentyl] 17-methyl      ene-20-nor-2-nor-13-trans prostene   cyclopent-2-en-1-one 369 1-trans-tri      -n-butylstannyl-4-methyl-5-methylene 2-[5-phenoxyacetyl dl-16-hydroxy-1-p      henoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-heptene pentyl]      17-methylene-20-nor-2-nor-13-trans prostene   cyclopent-2-en-1-one 370      1-trans-tri-n-butylstannyl-4-dimethoxymethyl- 2-[5-phenoxyacetyl      dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-formyl-  4-trimethylsilyloxy-1      -heptene pentyl] 20-nor-2-nor-13-trans prostene   cyclopent-2-en-1-one      371 1-trans-tri-n-butylstannyl-4-fluoromethyl- 2-[5-phenoxyacetyl      dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-fluoromethyl-  4-trimethylsily      loxy-1-heptene pentyl] 20-nor-2-nor-13-trans prostene   cyclopent-2-en-1-      one 372 1-trans-tri-n-butylstannyl-4-difluoromethyl- 2-[5-phenoxyacetyl      dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-difluoromethyl-  4-trimethylsi      lyloxy-1-heptene pentyl] 20-nor-2-nor-13-trans prostene   cyclopent-2-en-      1-one 373 1-trans-tri-n-butylstannyl-4-trifluoromethyl- 2-[5-phenoxyacety      l dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-trifluoromethyl-  4-trimethy      lsilyloxy-1-heptene pentyl] 20-nor-2-nor-13-trans prostene   cyclopent-2-      en-1-one 374 1-trans-tri-n-butylstannyl-4-chloromethyl- 2-[5-phenoxyacety      l dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-chloromethyl-  4-trimethylsi      lyloxy-1-heptene pentyl] 20-nor-2-nor-13-trans prostene   cyclopent-2-en-      1-one 375 1-trans-tri-n-butylstannyl-4-trimethylsilyloxymethyl- 2-[5-phen      oxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-hydroxymethyl-      4-trimethylsilyloxy-1-heptene pentyl] 20-nor-2-nor-13-trans prostene      cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        376 1-trans-iodo-4-methyl-7-chloro 2-[5-phenoxyacetyl dl-16-hydroxy-1-p      henoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-heptene pentyl]      19-chloro-2-nor-20-nor-13-trans prostene   cyclopent-2-en-1-one 377      1-trans-iodo- 2-[5-phenoxyacetyl dl-15a-hydroxy-1-phenoxymethyl-1,9-dioxo      -  3-triphenylmethoxy-1-octene pentyl] 2-nor-13-trans prostene      cyclopent-2-en-1-one 378 1-trans-iodo-3-methyl- 2-[5-phenoxyacetyl      dl-15a-hydroxy-1-phenoxymethyl-1,9-dioxo-15-methyl-  3-trimethylsilyloxy-      1-octene pentyl] 2-nor-13-trans prostene   cyclopent-2-en-1-one 379      1-trans-iodo-4,4-dimethyl 2-[5-phenoxyacetyl dl-15a-hydroxy-1-phenoxymeth      yl-1,9-dioxo-  3-trimethylsilyloxy-1-octene pentyl] 16,16-dimethyl-2-nor-      13-trans prostene   cyclopent-2-en-1-one 380 1-trans-iodo-4,4-trimethylen      e 2-[5-phenoxyacetyl dl-15a-hydroxy-1-phenoxymethyl-1,9-dioxo-  3-trimeth      ylsilyloxy-1-octene pentyl] 16,16-trimethylene-2-nor-13-trans prostene      cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE1 SERIES        381 1-trans-tri-n-butylstannyl-3-vinyl- 2-[5-phenoxyacetyl dl-15a-hydro      xy-1-phenoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-octene      pentyl] 2-nor-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        382 1-trans-iodo- 2-[5-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-      dioxo-  4-triphenylmethoxy-1-octene pentyl] 2-nor-13-trans prostene      cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE1 SERIES        383 1-trans-tri-n-butylstannyl-4-methyl- 2-[5-phenoxyacetyl dl-16-hydro      xy-1-phenoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-octene      pentyl] 2-nor-13-trans prostene   cyclopent-2-en-1-one 384 1-trans-tri-n-      butylstannyl-5-methyl 2-[5-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,      9-dioxo-  4-trimethylsilyloxy-1-octene pentyl] 17-methyl-2-nor-13-trans      prostene   cyclopent-2-en-1-one 385 1-trans-tri-n-butylstannyl-4-vinyl-      2-[5-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-vinyl-      4-trimethylsilyloxy-1-octene pentyl] 2-nor-13-trans prostene   cyclopent-      2-en-1-one 386 1-trans-tri-n-butylstannyl-4-trimethylsilylethynyl-      2-[5-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-ethynyl-      4-trimethylsilyloxy-1-octene pentyl] 2-nor-13-trans prostene   cyclopent-      2-en-1-one 387 1-trans-tri-n-butylstannyl-5-methylene 2-[5-phenoxyacetyl      dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-  4-triethylsilyloxy-1-octene      pentyl] 17-methylene-2-nor-13-trans prostene   cyclopent-2-en-1-one 388      1-trans-tri-n-butylstannyl-4-methyl-5-methylene 2-[5-phenoxyacetyl      dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1      -octene pentyl] 17-methylene-2-nor-13-trans prostene   cyclopent-2-en-1-o      ne 389 1-trans-tri-n-butylstannyl-4-dimethoxymethyl- 2-[5-phenoxyacetyl      dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-formyl-  4-trimethylsilyloxy-1      -octene pentyl] 2-nor-13-trans prostene   cyclopent-2-en-1-one 390      1-trans-tri-n-butylstannyl-4-fluoromethyl- 2-[5-phenoxyacetyl dl-16-hydro      xy-1-phenoxymethyl-1,9-dioxo-16-fluoromethyl-  4-trimethylsilyloxy-1-octe      ne pentyl] 2-nor-13-trans prostene   cyclopent-2-en-1-one 391 1-trans-tri      -n-butylstannyl-4-difluoromethyl- 2-[5-phenoxyacetyl dl-16-hydroxy-1-phen      oxymethyl-1,9-dioxo-16-difluoromethyl-  4-trimethylsilyloxy-1-octene      pentyl] 2-nor-13-trans prostene   cyclopent-2-en-1-one 392 1-trans-tri-n-      butylstannyl-4-trifluoromethyl- 2-[5-phenoxyacetyl dl-16-hydroxy-1-phenox      ymethyl-1,9-dioxo-16-trifluoromethyl-  4-trimethylsilyloxy-1-octene      pentyl] 2-nor-13-trans prostene   cyclopent-2-en-1-one 393 1-trans-tri-n-      butylstannyl-4-chloromethyl- 2-[5-phenoxyacetyl dl-16-hydroxy-1-phenoxyme      thyl-1,9-dioxo-16-chloromethyl-  4-trimethylsilyloxy-1-octene pentyl]      2-nor-13-trans prostene   cyclopent-2-en-1-one 394 1-trans-tri-n-butylsta      nnyl-4-trimethylsilyloxymethyl- 2-[5-phenoxyacetyl dl-16-hydroxy-1-phenox      ymethyl-1,9-dioxo-16-hydroxymethyl-  4-trimethylsilyloxy-1-octene      pentyl] 2-nor-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        395 1-trans-iodo- 2-[5-phenoxyacetyl dl-15a-hydroxy-1-phenoxymethyl-1,9      -dioxo-  3-triphenylmethoxy-1-nonene pentyl] 20-methyl-2-nor-13-trans      prostene   cyclopent-2-en-1-one 396 1-trans-iodo-3-methyl- 2-[5-phenoxyac      etyl dl-15a-hydroxy-1-phenoxymethyl-1,9-dioxo-15-methyl-  3-trimethylsily      loxy-1-nonene pentyl] 20-methyl-2-nor-13-trans prostene   cyclopent-2-en-      1-one 397 1-trans-iodo-4,4-dimethyl 2-[5-phenoxyacetyl dl-15a-hydroxy-1-p      henoxymethyl-1,9-dioxo-  3-trimethylsilyloxy-1-nonene pentyl] 16,16-dimet      hyl-20-methyl-2-nor-13-trans prostene   cyclopent-2-en-1-one 398      1-trans-iodo-4,4-trimethylene 2-[5-phenoxyacetyl dl-15a-hydroxy-1-phenoxy      methyl-1,9-dioxo-  3-trimethylsilyloxy-1-nonene pentyl] 16,16-trimethylen      e-20-methyl-2-nor-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE1 SERIES        399 1-trans-tri-n-butylstannyl-3-vinyl- 2-[5-phenoxyacetyl dl-15a-hydro      xy-1-phenoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-nonene      pentyl] 20-methyl-2-nor-13-trans prostene   cyclopent-2-en-1-one         EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        400 1-trans-iodo- 2-[5-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-      dioxo-  4-triphenylmethoxy-1-nonene pentyl] 20-methyl-2-nor-13-trans      prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE1 SERIES        401 1-trans-tri-n-butylstannyl-4-methyl- 2-[5-phenoxyacetyl dl-16-hydro      xy-1-phenoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-nonene      pentyl] 20-methyl-2-nor-13-trans prostene   cyclopent-2-en-1-one 402      1-trans-tri-n-butylstannyl-5-methyl 2-[5-phenoxyacetyl dl-16-hydroxy-1-ph      enoxymethyl-1,9-dioxo-  4-trimethylsilyloxy-1-nonene pentyl] 17-methyl-20      -methyl-2-nor-13-trans prostene   cyclopent-2-en-1-one 403 1-trans-tri-n-      butylstannyl-4-vinyl- 2-[5-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,      9-dioxo-16-vinyl-  4-trimethylsilyloxy-1-nonene pentyl] 20-methyl-2-nor-1      3-trans prostene   cyclopent-2-en-1-one 404 1-trans-tri-n-butylstannyl-4-      trimethylsilylethynyl- 2-[5-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1      ,9-dioxo-16-ethynyl-  4-trimethylsilyloxy-1-nonene pentyl] 20-methyl-2-no      r-13-trans prostene   cyclopent-2-en-1-one 405 1-trans-tri-n-butylstannyl      -5-methylene 2-[5-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-       4-triethylsilyloxy-1-nonene pentyl] 17-methylene-20-methyl-2-nor-13-tran      s prostene   cyclopent-2-en-1-one 406 1-trans-tri-n-butylstannyl-4-methyl      -5-methylene 2-[5-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-1      6-methyl-  4-trimethylsilyloxy-1-nonene pentyl] 17-methylene-20-methyl-2-      nor-13-trans prostene   cyclopent-2-en-1-one 407 1-trans-tri-n-butylstann      yl-4-dimethoxymethyl- 2-[5-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,      9-dioxo-16-formyl-  4-trimethylsilyloxy-1-nonene pentyl] 20-methyl-2-nor-      13-trans prostene   cyclopent-2-en-1-one 408 1-trans-tri-n-butylstannyl-4      -fluoromethyl- 2-[5-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo      -16-fluoromethyl-  4-trimethylsilyloxy-1-nonene pentyl] 20-methyl-2-nor-1      3-trans prostene   cyclopent-2-en-1-one 409 1-trans-tri-n-butylstannyl-4-      difluoromethyl- 2-[5-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-diox      o-16-difluoromethyl-  4-trimethylsilyloxy-1-nonene pentyl] 20-methyl-2-no      r-13-trans prostene   cyclopent-2-en-1-one 410 1-trans-tri-n-butylstannyl      -4-trifluoromethyl- 2-[5-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-      dioxo-16-trifluoromethyl-  4-trimethylsilyloxy-1-nonene pentyl] 20-methyl      -2-nor-13-trans prostene   cyclopent-2-en-1-one 411 1-trans-tri-n-butylst      annyl-4-chloromethyl- 2-[5-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,      9-dioxo-16-chloromethyl-  4-trimethylsilyloxy-1-nonene pentyl] 20-methyl-      2-nor-13-trans prostene   cyclopent-2-en-1-one 412 1-trans-tri-n-butylsta      nnyl-4-trimethylsilyloxymethyl- 2-[5-phenoxyacetyl dl-16-hydroxy-1-phenox      ymethyl-1,9-dioxo-16-hydroxymethyl-  4-trimethylsilyloxy-1-nonene      pentyl] 20-methyl-2-nor-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        413 1-trans-iodo- 2-[5-phenoxyacetyl dl-15a-hydroxy-1-phenoxymethyl-1,9      -dioxo-  3-triphenylmethoxy-1-decene pentyl] 20-ethyl-2-nor-13-trans      prostene   cyclopent-2-en-1-one 414 1-trans-iodo-3-methyl- 2-[5-phenoxyac      etyl dl-15a-hydroxy-1-phenoxymethyl-1,9-dioxo-15-methyl-  3-trimethylsily      loxy-1-decene pentyl] 20-ethyl-2-nor-13-trans prostene   cyclopent-2-en-1      -one 415 1-trans-iodo-4,4-dimethyl 2-[5-phenoxyacetyl dl-15a-hydroxy-1-ph      enoxymethyl-1,9-dioxo-  3-trimethylsilyloxy-1-decene pentyl] 16,16-dimeth      yl-20-ethyl-2-nor-13-trans prostene   cyclopent-2-en-1-one 416 1-trans-io      do-4,4-trimethylene 2-[5-phenoxyacetyl dl-15a-hydroxy-1-phenoxymethyl-1,9      -dioxo-  3-trimethylsilyloxy-1-decene pentyl] 16,16-trimethylene-20-ethyl      -2-nor-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE1 SERIES        417 1-trans-tri-n-butylstannyl-3-vinyl- 2-[5-phenoxyacetyl dl-15a-hydro      xy-1-phenoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-decene      pentyl] 20-ethyl-2-nor-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        418 1-trans-iodo- 2-[5-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-      dioxo-  4-triphenylmethoxy-1-decene pentyl] 20-ethyl-2-nor-13-trans      prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE1 SERIES        419 1-trans-tri-n-butylstannyl-4-methyl- 2-[5-phenoxyacetyl dl-16-hydro      xy-1-phenoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-decene      pentyl] 20-ethyl-2-nor-13-trans prostene   cyclopent-2-en-1-one 420      1-trans-tri-n-butylstannyl-5-methyl 2-[5-phenoxyacetyl dl-16-hydroxy-1-ph      enoxymethyl-1,9-dioxo-  4-trimethylsilyloxy-1-decene pentyl] 17-methyl-20      -ethyl-2-nor-13-trans prostene   cyclopent-2-en-1-one 421 1-trans-tri-n-b      utylstannyl-4-vinyl- 2-[5-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9      -dioxo-16-vinyl-  4-trimethylsilyloxy-1-decene pentyl] 20-ethyl-2-nor-13-      trans prostene   cyclopent-2-en-1-one 422 1-trans-tri-n-butylstannyl-4-tr      imethylsilylethynyl- 2-[5-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9      -dioxo-16-ethynyl-  4-trimethylsilyloxy-1-decene pentyl] 20-ethyl-2-nor-1      3-trans prostene   cyclopent-2-en-1-one 423 1-trans-tri-n-butylstannyl-5-      methylene 2-[5-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-      4-triethylsilyloxy-1-decene pentyl] 17-methylene-20-ethyl-2-nor-13-trans      prostene   cyclopent-2-en-1-one 424 1-trans-tri-n-butylstannyl-4-methyl-5      -methylene 2-[5-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-      methyl-  4-trimethylsilyloxy-1-decene pentyl] 17-methylene-20-ethyl-2-nor      -13-trans prostene   cyclopent-2-en-1-one 425 1-trans-tri-n-butylstannyl-      4-dimethoxymethyl- 2-[5-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-d      ioxo-16-formyl-  4-trimethylsilyloxy-1-decene pentyl] 20-ethyl-2-nor-13-t      rans prostene   cyclopent-2-en-1-one 426 1-trans-tri-n-butylstannyl-4-flu      oromethyl- 2-[5-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-      fluoromethyl-  4-trimethylsilyloxy-1-decene pentyl] 20-ethyl-2-nor-13-tra      ns prostene   cyclopent-2-en-1-one 427 1-trans-tri-n-butylstannyl-4-diflu      oromethyl- 2-[5-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-      difluoromethyl-  4-trimethylsilyloxy-1-decene pentyl] 20-ethyl-2-nor-13-t      rans prostene   cyclopent-2-en-1-one 428 1-trans-tri-n-butylstannyl-4-tri      fluoromethyl- 2-[5-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-      16-trifluoromethyl-  4-trimethylsilyloxy-1-decene pentyl] 20-ethyl-2-nor-      13-trans prostene   cyclopent-2-en-1-one 429 1-trans-tri-n-butylstannyl-4      -chloromethyl- 2-[5-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo      -16-chloromethyl-  4-trimethylsilyloxy-1-decene pentyl] 20-ethyl-2-nor-13      -trans prostene   cyclopent-2-en-1-one 430 1-trans-tri-n-butylstannyl-4-t      rimethylsilyloxymethyl- 2-[5-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-      1,9-dioxo-16-hydroxymethyl-  4-trimethylsilyloxy-1-decene pentyl]      20-ethyl-2-nor-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        431 1-trans-iodo- 2-[6-phenoxyacetyl dl-15a-hydroxy-1-phenoxymethyl-1,9      -dioxo-  3-triphenylmethoxy-1-heptene hexyl] 20-nor-13-trans prostene      cyclopent-2-en-1-one 432 1-trans-iodo-3-methyl- 2-[6-phenoxyacetyl      dl-15a-hydroxy-1-phenoxymethyl-1,9-dioxo-15-methyl-  3-trimethylsilyloxy-      1-heptene hexyl] 20-nor-13-trans prostene   cyclopent-2-en-1-one 433      1-trans-iodo-4,4-dimethyl 2-[6-phenoxyacetyl dl-15a-hydroxy-1-phenoxymeth      yl-1,9-dioxo-  3-trimethylsilyloxy-1-heptene hexyl] 16,16-dimethyl-20-nor      -13-trans prostene   cyclopent-2-en-1-one 434 1-trans-iodo-5,5-dimethyl      2-[6-phenoxyacetyl dl-15a-hydroxy-1-phenoxymethyl-1,9-dioxo-  3-triphenyl      methoxy-1-octene hexyl] 17,17-dimethyl-13-trans prostene   cyclopent-2-en      -1-one 435 1-trans-iodo-4-methyl 2-[6-phenoxyacetyl dl-15a-hydroxy-1-phen      oxymethyl-1,9-dioxo-  3-triphenylmethoxy-1-octene hexyl] 16-methyl-13-tra      ns prostene   cyclopent-2-en-1-one 436 1-trans-iodo-4,4-trimethylene      2-[6-phenoxyacetyl dl-15a-hydroxy-1-phenoxymethyl-1,9-dioxo-  3-trimethyl      silyloxy-1-heptene hexyl] 16,16-trimethylene-20-nor-13-trans prostene      cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE1 SERIES        437 1-trans-tri-n-butylstannyl-3-vinyl- 2-[6-phenoxyacetyl dl-15a-hydro      xy-1-phenoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-heptene      hexyl] 20-nor-13-trans prostene   cyclopent-2-en-1-one 438 1-trans-tri-n-      butylstannyl-4-phenoxy 2-[6-phenoxyacetyl dl-15a-hydroxy-1-phenoxymethyl-      1,9-dioxo-  3-triethylsilyloxy-1-butene hexyl] 16-phenoxy-17-20-tetranor-      13-trans prostene   cyclopent-2-en-1-one 439 1-trans-tri-n-butylstannyl-4      -(p-fluorophenoxy) 2-[6-phenoxyacetyl dl-15a-hydroxy-1-phenoxymethyl-1,9-      dioxo-  3-triethylsilyloxy-1-butene hexyl] 16-(p-fluorophenoxy)-17-20-tet      ranor-13-trans prostene   cyclopent-2-en-1-one 440 1-trans-tri-n-butylsta      nnyl-4-(m-chlorophenoxy) 2-[6-phenoxyacetyl dl-15a-hydroxy-1-phenoxymethy      l-1,9-dioxo-  3-triethylsilyloxy-1-butene hexyl] 16-(m-chlorophenoxy)-17-      20-tetranor-13-trans prostene   cyclopent-2-en-1-one 441 1-trans-tri-n-bu      tylstannyl-4-(m-trifluoromethylphenoxy) 2-[6-phenoxyacetyl dl-15a-hydroxy      -1-phenoxymethyl-1,9-dioxo-  3-triethylsilyloxy-1-butene hexyl] 16-(m-tri      fluoromethylphenoxy)-17-20-tetranor-13-trans prostene   cyclopent-2-en-1-      one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        442 1-trans-iodo-5-phenyl 2-[6-phenoxyacetyl dl-15a-hydroxy-1-phenoxyme      thyl-1,9-dioxo-  3-triethylsilyloxy-1-pentene hexyl] 17-phenyl-18-20-trin      or-13-trans prostene   cyclopent-2-en-1-one 443 1-trans-iodo-4,4-dimethyl      -5-phenyl 2-[6-phenoxyacetyl dl-15a-hydroxy-1-phenoxymethyl-1,9-dioxo-      3-triethylsilyloxy-1-pentene hexyl] 16,16-dimethyl-17-phenyl-18-20-trinor      -13-trans prostene   cyclopent-2-en-1-one 444 1-trans-iodo-4-cyclopentyl      2-[6-phenoxyacetyl dl-15a-hydroxy-1-phenoxymethyl-1,9-dioxo-  3-triphenyl      methoxy-1-butene hexyl] 16-cyclopentyl-17-20-tetranor-13-trans prostene       cyclopent-2-en-1-one 445 1-trans-iodo-4-cyclohexyl 2-[6-phenoxyacetyl      dl-15a-hydroxy-1-phenoxymethyl-1,9-dioxo-  3-triphenylmethoxy-1-butene      hexyl] 16-cyclohexyl-17-20-tetranor-13-trans prostene   cyclopent-2-en-1-      one 446 1-trans-iodo- 2-[6-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,      9-dioxo-  4-triphenylmethoxy-1-heptene hexyl] 20-nor-13-trans prostene      cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE1 SERIES        447 1-trans-tri-n-butylstannyl-4-methyl- 2-[6-phenoxyacetyl dl-16-hydro      xy-1-phenoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-heptene      hexyl] 20-nor-13-trans prostene   cyclopent-2-en-1-one 448 1-trans-tri-n-      butylstannyl-4-ethyl- 2-[6-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,      9-dioxo-16-ethyl-  4-trimethylsilyloxy-1-octene hexyl] 13-trans prostene        cyclopent-2-en-1-one 449 1-trans-tri-n-butylstannyl-5-methyl 2-[6-pheno      xyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-  4-trimethylsilyloxy-1-      heptene hexyl] 17-methyl-20-nor-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        450 1-trans-iodo-5,5-dimethyl 2-[6-phenoxyacetyl dl-16-hydroxy-1-phenox      ymethyl-1,9-dioxo-  4-trimethylsilyloxy-1-octene hexyl] 17,17-dimethyl-13      -trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE1 SERIES        451 1-trans-tri-n-butylstannyl-4-vinyl- 2-[6-phenoxyacetyl dl-16-hydrox      y-1-phenoxymethyl-1,9-dioxo-16-vinyl-  4-trimethylsilyloxy-1-heptene      hexyl] 20-nor-13-trans prostene   cyclopent-2-en-1-one 452 1-trans-tri-n-      butylstannyl-4-cyclopropyl- 2-[6-phenoxyacetyl dl-16-hydroxy-1-phenoxymet      hyl-1,9-dioxo-16-cyclopropyl-  4-trimethylsilyloxy-1-octene hexyl]      13-trans prostene   cyclopent-2-en-1-one 453 1-trans-tri-n-butylstannyl-4      -trimethylsilylethynyl- 2-[6-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-      1,9-dioxo-16-ethynyl-  4-trimethylsilyloxy-1-heptene hexyl] 20-nor-13-tra      ns prostene   cyclopent-2-en-1-one 454 1-trans-tri-n-butylstannyl-5-methy      lene 2-[6-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-      4-triethylsilyloxy-1-heptene hexyl] 17-methylene-20-nor-13-trans      prostene   cyclopent-2-en-1-one 455 1-trans-tri-n-butylstannyl-4-methyl-5      -methylene 2-[6-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-      methyl-  4-trimethylsilyloxy-1-heptene hexyl] 17-methylene-20-nor-13-tran      s prostene   cyclopent-2-en-1-one 456 1-trans-tri-n-butylstannyl-4-dimeth      oxymethyl- 2-[6-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-      formyl-  4-trimethylsilyloxy-1-heptene hexyl] 20-nor-13-trans prostene      cyclopent-2-en-1-one 457 1-trans-tri-n-butylstannyl-4-fluoromethyl-      2-[6-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-fluoromethy      l-  4-trimethylsilyloxy-1-heptene hexyl] 20-nor-13-trans prostene      cyclopent-2-en-1-one 458 1-trans-tri-n-butylstannyl-4-difluoromethyl-      2-[6-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-difluoromet      hyl-  4-trimethylsilyloxy-1-heptene hexyl] 20-nor-13-trans prostene      cyclopent-2-en-1-one 459 1-trans-tri-n-butylstannyl-4-trifluoromethyl-      2-[6-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-trifluorome      thyl-  4-trimethylsilyloxy-1-heptene hexyl] 20-nor-13-trans prostene      cyclopent-2-en-1-one 460 1-trans-tri-n-butylstannyl-4-chloromethyl-      2-[6-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-chloromethy      l-  4-trimethylsilyloxy-1-heptene hexyl] 20-nor-13-trans prostene      cyclopent-2-en-1-one 461 1-trans-tri-n-butylstannyl-4-trimethylsilyloxyme      thyl- 2-[6-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-hydro      xymethyl-  4-trimethylsilyloxy-1-heptene hexyl] 20-nor-13-trans prostene        cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        462 1-trans-iodo-4-methyl-7-chloro- 2-[6-phenoxyacetyl dl-16-hydroxy-1-      phenoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-heptene hexyl]      19-chloro-20-nor-13-trans prostene   cyclopent-2-en-1-one 463 1-trans-iod      o- 2-[6-phenoxyacetyl dl-15a-hydroxy-1-phenoxymethyl-1,9-dioxo-      3-triphenylmethoxy-1-octene hexyl] 13-trans prostene   cyclopent-2-en-1-o      ne 464 1-trans-iodo-3-methyl- 2-[6-phenoxyacetyl dl-15a-hydroxy-1-phenoxy      methyl-1,9-dioxo-15-methyl-  3-trimethylsilyloxy-1-octene hexyl]      13-trans prostene   cyclopent-2-en-1-one 465 1-trans-iodo-4,4-dimethyl      2-[6-phenoxyacetyl dl-15a-hydroxy-1-phenoxymethyl-1,9-dioxo-  3-trimethyl      silyloxy-1-octene hexyl] 16,16-dimethyl-13-trans prostene   cyclopent-2-e      n-1-one 466 1-trans-iodo-4,4-trimethylene 2-[6-phenoxyacetyl dl-15a-hydro      xy-1-phenoxymethyl-1,9-dioxo-  3-trimethylsilyloxy-1-octene hexyl]      16,16-trimethylene-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE1 SERIES        467 1-trans-tri-n-butylstannyl-3-vinyl- 2-[6-phenoxyacetyl dl-15a-hydro      xy-1-phenoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-octene      hexyl] 13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        468 1-trans-iodo- 2-[6-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-      dioxo-  4-triphenylmethoxy-1-octene hexyl] 13-trans prostene   cyclopent-      2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE1 SERIES        469 1-trans-tri-n-butylstannyl-4-methyl- 2-[6-phenoxyacetyl dl-16-hydro      xy-1-phenoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-octene      hexyl] 13-trans prostene   cyclopent-2-en-1-one 470 1-trans-tri-n-butylst      annyl-5-methyl 2-[6-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo      -  4-trimethylsilyloxy-1-octene hexyl] 17-methyl-13-trans prostene      cyclopent-2-en-1-one 471 1-trans-tri-n-butylstannyl-4-vinyl- 2-[6-phenoxy      acetyl dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-vinyl-  4-trimethylsily      loxy-1-octene hexyl] 13-trans prostene   cyclopent-2-en-1-one 472      1-trans-tri-n-butylstannyl-4-trimethylsilylethynyl- 2-[6-phenoxyacetyl      dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-ethynyl-  4-trimethylsilyloxy-      1-octene hexyl] 13-trans prostene   cyclopent-2-en-1-one 473 1-trans-tri-      n-butylstannyl-5-methylene 2-[6-phenoxyacetyl dl-16-hydroxy-1-phenoxymeth      yl-1,9-dioxo-  4-triethylsilyloxy-1-octene hexyl] 17-methylene-13-trans      prostene   cyclopent-2-en-1-one 474 1-trans-tri-n-butylstannyl-4-methyl-5      -methylene 2-[6-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-      methyl-  4-trimethylsilyloxy-1-octene hexyl] 17-methylene-13-trans      prostene   cyclopent-2-en-1-one 475 1-trans-tri-n-butylstannyl-4-dimethox      ymethyl- 2-[6-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-fo      rmyl-  4-trimethylsilyloxy-1-octene hexyl] 13-trans prostene   cyclopent-      2-en-1-one 476 1-trans-tri-n-butylstannyl-4-fluoromethyl- 2-[6-phenoxyace      tyl dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-fluoromethyl-  4-trimethyl      silyloxy-1-octene hexyl] 13-trans prostene   cyclopent-2-en-1-one 477      1-trans-tri-n-butylstannyl-4-difluoromethyl- 2-[6-phenoxyacetyl dl-16-hyd      roxy-1-phenoxymethyl-1,9-dioxo-16-difluoromethyl-  4-trimethylsilyloxy-1-      octene hexyl] 13-trans prostene   cyclopent-2-en-1-one 478 1-trans-tri-n-      butylstannyl-4-trifluoromethyl- 2-[6-phenoxyacetyl dl-16-hydroxy-1-phenox      ymethyl-1,9-dioxo-16-trifluoromethyl-  4-trimethylsilyloxy-1-octene      hexyl] 13-trans prostene   cyclopent-2-en-1-one 479 1-trans-tri-n-butylst      annyl-4-chloromethyl- 2-[6-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,      9-dioxo-16-chloromethyl-  4-trimethylsilyloxy-1-octene hexyl] 13-trans      prostene   cyclopent-2-en-1-one 480 1-trans-tri-n-butylstannyl-4-trimethy      lsilyloxymethyl- 2-[6-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-dio      xo-16-hydroxymethyl-  4-trimethylsilyloxy-1-octene hexyl] 13-trans      prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        481 1-trans-iodo- 2-[6-phenoxyacetyl dl-15a-hydroxy-1-phenoxymethyl-1,9      -dioxo-  3-triphenylmethoxy-1-nonene hexyl] 20-methyl-13-trans prostene       cyclopent-2-en-1-one 482 1-trans-iodo-3-methyl- 2-[6-phenoxyacetyl      dl-15a-hydroxy-1-phenoxymethyl-1,9-dioxo-15-methyl-  3-trimethylsilyloxy-      1-nonene hexyl] 20-methyl-13-trans prostene   cyclopent-2-en-1-one 483      1-trans-iodo-4,4-dimethyl 2-[6-phenoxyacetyl dl-15a-hydroxy-1-phenoxymeth      yl-1,9-dioxo-  3-trimethylsilyloxy-1-nonene hexyl] 16,16-dimethyl-20-meth      yl-13-trans prostene   cyclopent-2-en-1-one 484 1-trans-iodo-4,4-trimethy      lene 2-[6-phenoxyacetyl dl-15a-hydroxy-1-phenoxymethyl-1,9-dioxo-      3-trimethylsilyloxy-1-nonene hexyl] 16,16-trimethylene-20-methyl-13-trans       prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE1 SERIES        485 1-trans-tri-n-butylstannyl-3-vinyl- 2-[6-phenoxyacetyl dl-15a-hydro      xy-1-phenoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-nonene      hexyl] 20-methyl-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        486 1-trans-iodo- 2-[6-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-      dioxo-  4-triphenylmethoxy-1-nonene hexyl] 20-methyl-13-trans prostene      cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE1 SERIES        487 1-trans-tri-n-butylstannyl-4-methyl- 2-[6-phenoxyacetyl dl-16-hydro      xy-1-phenoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-nonene      hexyl] 20-methyl-13-trans prostene   cyclopent-2-en-1-one 488 1-trans-tri      -n-butylstannyl-5-methyl 2-[6-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl      -1,9-dioxo-  4-trimethylsilyloxy-1-nonene hexyl] 17-methyl-20-methyl-13-t      rans prostene   cyclopent-2-en-1-one 489 1-trans-tri-n-butylstannyl-4-vin      yl- 2-[6-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-vinyl-       4-trimethylsilyloxy-1-nonene hexyl] 20-methyl-13-trans prostene      cyclopent-2-en-1-one 490 1-trans-tri-n-butylstannyl-4-trimethylsilylethyn      yl- 2-[6-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-ethynyl      -  4-trimethylsilyloxy-1-nonene hexyl] 20-methyl-13-trans prostene      cyclopent-2-en-1-one 491 1-trans-tri-n-butylstannyl-5-methylene 2-[6-phen      oxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-  4-triethylsilyloxy-1-      nonene hexyl] 17-methylene-20-methyl-13-trans prostene   cyclopent-2-en-1      -one 492 1-trans-tri-n-butylstannyl-4-methyl-5-methylene 2-[6-phenoxyacet      yl dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilylox      y-1-nonene hexyl] 17-methylene-20-methyl-13-trans prostene   cyclopent-2-      en-1-one 493 1-trans-tri-n-butylstannyl-4-dimethoxymethyl- 2-[6-phenoxyac      etyl dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-formyl-  4-trimethylsilyl      oxy-1-nonene hexyl] 20-methyl-13-trans prostene   cyclopent-2-en-1-one      494 1-trans-tri-n-butylstannyl-4-fluoromethyl- 2-[6-phenoxyacetyl      dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-fluoromethyl-  4-trimethylsily      loxy-1-nonene hexyl] 20-methyl-13-trans prostene   cyclopent-2-en-1-one      495 1-trans-tri-n-butylstannyl-4-difluoromethyl- 2-[6-phenoxyacetyl      dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-difluoromethyl-  4-trimethylsi      lyloxy-1-nonene hexyl] 20-methyl-13-trans prostene   cyclopent-2-en-1-one       496 1-trans-tri-n-butylstannyl-4-trifluoromethyl- 2-[6-phenoxyacetyl      dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-trifluoromethyl-  4-trimethyls      ilyloxy-1-nonene hexyl] 20-methyl-13-trans prostene   cyclopent-2-en-1-on      e 497 1-trans-tri-n-butylstannyl-4-chloromethyl- 2-[6-phenoxyacetyl      dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-chloromethyl-  4-trimethylsily      loxy-1-nonene hexyl] 20-methyl-13-trans prostene   cyclopent-2-en-1-one      498 1-trans-tri-n-butylstannyl-4-trimethylsilyloxymethyl- 2-[6-phenoxyace      tyl dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-hydroxymethyl-  4-trimethy      lsilyloxy-1-nonene hexyl] 20-methyl-13-trans prostene   cyclopent-2-en-1-      one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        499 1-trans-iodo- 2-[6-phenoxyacetyl dl-15a-hydroxy-1-phenoxymethyl-1,9      -dioxo-  3-triphenylmethoxy-1-decene hexyl] 20-ethyl-13-trans prostene      cyclopent-2-en-1-one 500 1-trans-iodo-3-methyl- 2-[6-phenoxyacetyl      dl-15a-hydroxy-1-phenoxymethyl-1,9-dioxo-15-methyl-  3-trimethylsilyloxy-      1-decene hexyl] 20-ethyl-13-trans prostene   cyclopent-2-en-1-one 501      1-trans-iodo-4,4-dimethyl 2-[6-phenoxyacetyl dl-15a-hydroxy-1-phenoxymeth      yl-1,9-dioxo-  3-trimethylsilyloxy-1-decene hexyl] 16,16-dimethyl-20-ethy      l-13-trans prostene   cyclopent-2-en-1-one 502 1-trans-iodo-4,4-trimethyl      ene 2-[6-phenoxyacetyl dl-15a-hydroxy-1-phenoxymethyl-1,9-dioxo-      3-trimethylsilyloxy-1-decene hexyl] 16,16-trimethylene-20-ethyl-13-trans      prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE1 SERIES        503 1-trans-tri-n-butylstannyl-3-vinyl- 2-[6-phenoxyacetyl dl-15a-hydro      xy-1-phenoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-decene      hexyl] 20-ethyl-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        504 1-trans-iodo- 2-[6-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-      dioxo-  4-triphenylmethoxy-1-decene hexyl] 20-ethyl-13-trans prostene      cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE1 SERIES        505 1-trans-tri-n-butylstannyl-4-methyl- 2-[6-phenoxyacetyl dl-16-hydro      xy-1-phenoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-decene      hexyl] 20-ethyl-13-trans prostene   cyclopent-2-en-1-one 506 1-trans-tri-      n-butylstannyl-5-methyl 2-[6-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-      1,9-dioxo-  4-trimethylsilyloxy-1-decene hexyl] 17-methyl-20-ethyl-13-tra      ns prostene   cyclopent-2-en-1-one 507 1-trans-tri-n-butylstannyl-4-vinyl      - 2-[6-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-vinyl-      4-trimethylsilyloxy-1-decene hexyl] 20-ethyl-13-trans prostene      cyclopent-2-en-1-one 508 1-trans-tri-n-butylstannyl-4-trimethylsilylethyn      yl- 2-[6-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-ethynyl      -  4-trimethylsilyloxy-1-decene hexyl] 20-ethyl-13-trans prostene      cyclopent-2-en-1-one 509 1-trans-tri-n-butylstannyl-5-methylene 2-[6-phen      oxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-  4-triethylsilyloxy-1-      decene hexyl] 17-methylene-20-ethyl-13-trans prostene   cyclopent-2-en-1-      one 510 1-trans-tri-n-butylstannyl-4-methyl-5-methylene 2-[6-phenoxyacety      l dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy      -1-decene hexyl] 17-methylene-20-ethyl-13-trans prostene   cyclopent-2-en      -1-one 511 1-trans-tri-n-butylstannyl-4-dimethoxymethyl- 2-[6-phenoxyacet      yl dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-formyl-  4-trimethylsilylox      y-1-decene hexyl] 20-ethyl-13-trans prostene   cyclopent-2-en-1-one 512      1-trans-tri-n-butylstannyl-4-fluoromethyl- 2-[6-phenoxyacetyl dl-16-hydro      xy-1-phenoxymethyl-1,9-dioxo-16-fluoromethyl-  4-trimethylsilyloxy-1-dece      ne hexyl] 20-ethyl-13-trans prostene   cyclopent-2-en-1-one 513 1-trans-t      ri-n-butylstannyl-4-difluoromethyl- 2-[6-phenoxyacetyl dl-16-hydroxy-1-ph      enoxymethyl-1,9-dioxo-16-difluoromethyl-  4-trimethylsilyloxy-1-decene      hexyl] 20-ethyl-13-trans prostene   cyclopent-2-en-1-one 514 1-trans-tri-      n-butylstannyl-4-trifluoromethyl- 2-[6-phenoxyacetyl dl-16-hydroxy-1-phen      oxymethyl-1,9-dioxo-16-trifluoromethyl-  4-trimethylsilyloxy-1-decene      hexyl] 20-ethyl-13-trans prostene   cyclopent-2-en-1-one 515 1-trans-tri-      n-butylstannyl-4-chloromethyl- 2-[6-phenoxyacetyl dl-16-hydroxy-1-phenoxy      methyl-1,9-dioxo-16-chloromethyl-  4-trimethylsilyloxy-1-decene hexyl]      20-ethyl-13-trans prostene   cyclopent-2-en-1-one 516 1-trans-tri-n-butyl      stannyl-4-trimethylsilyloxymethyl- 2-[60 6-phenoxyacetyl trimethylsilylox      y-1-heptene  4-trimethylsilyloxy-1-decene hexyl] 20-ethyl-13-trans      prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        517 1-trans-iodo- 2-[7-phenoxyacetyl dl-15a-hydroxy-1-phenoxymethyl-1,9      -dioxo-  3-triphenylmethoxy-1-heptene heptyl] 20-nor-2-homo-13-trans      prostene   cyclopent-2-en-1-one 518 1-trans-iodo-3-methyl- 2-[7-phenoxyac      etyl dl-15a-hydroxy-1-phenoxymethyl-1,9-dioxo-15-methyl-  3-trimethylsily      loxy-1-heptene heptyl] 20-nor-2-homo-13-trans prostene   cyclopent-2-en-1      -one 519 1-trans-iodo-4,4-dimethyl 2-[7-phenoxyacetyl dl-15a-hydroxy-1-ph      enoxymethyl-1,9-dioxo-  3-trimethylsiloxy-1-heptene heptyl] 16,16-dimethy      l-20-nor-2-homo-13-trans prostene   cyclopent-2-en-1-one 520 1-trans-iodo      -5,5-dimethyl 2-[7-phenoxyacetyl dl-15a-hydroxy-1-phenoxymethyl-1,9-dioxo      -  3-triphenylmethoxy-1-octene heptyl] 17,17-dimethyl-2-homo-13-trans      prostene   cyclopent-2-en-1-one 521 1-trans-iodo-4-methyl 2-[7-phenoxyace      tyl dl-15a-hydroxy-1-phenoxymethyl-1,9-dioxo-  3-triphenylmethoxy-1-octen      e heptyl] 16-methyl-2-homo-13-trans prostene   cyclopent-2-en-1-one 522      1-trans-iodo-4,4-trimethylene 2-[-7-phenoxyacetyl dl-15a-hydroxy-1-phenox      ymethyl-1,9-dioxo-  3-trimethylsilyloxy-1-heptene heptyl] 16,16-trimethyl      ene-20-nor-2-homo-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE1 SERIES        523 1-trans-tri-n-butylstannyl-3-vinyl- 2-[7-phenoxyacetyl dl-15a-hydro      xy-1-phenoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-heptene      heptyl] 20-nor-2-homo-13-trans prostene   cyclopent-2-en-1-one 524      1-trans-tri-n-butylstannyl-4-phenoxy 2-[7-phenoxyacetyl dl-15a-hydroxy-1-      phenoxymethyl-1,9-dioxo-  3-triethylsilyloxy-1-butene heptyl] 16-phenoxy-      2-homo-17-20-tetranor-13-trans prostene   cyclopent-2-en-1-one 525      1-trans-tri-n-butylstannyl-4-(p-fluorophenoxy) 2-[7-phenoxyacetyl      dl-15a-hydroxy-1-phenoxymethyl-1,9-dioxo-  3-triethylsilyloxy-1-butene      heptyl] 16-(p-fluorophenoxy)-2-homo-17-20-tetranor-13-trans prostene      cyclopent-2-en-1-one 526 1-trans-tri-n-butylstannyl-4-(m-chlorophenoxy)      2-[7-phenoxyacetyl dl-15a-hydroxy-1-phenoxymethyl-1,9-dioxo-  3-triethyls      ilyloxy-1-butene heptyl] 16-(m-chlorophenoxy)-2-homo-17-20-tetranor-13-tr      ans prostene   cyclopent-2-en-1-one 527 1-trans-tri-n-butylstannyl-4-(m-t      rifluoromethylphenoxy) 2-[7-phenoxyacetyl dl-15a-hydroxy-1-phenoxymethyl-      1,9-dioxo-  3-triethylsilyloxy-1-butene heptyl] 16-(m-trifluoromethylphen      oxy)-2-homo-17-20-tetranor-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        528 1-trans-iodo-5-phenyl 2-[7-phenoxyacetyl dl-15a-hydroxy-1-phenoxyme      thyl-1,9-dioxo-  3-triethylsilyloxy-1-pentene heptyl] 17-phenyl-2-homo-18      -20-trinor-13-trans prostene   cyclopent-2-en-1-one 529 1-trans-iodo-4,4-      dimethyl-5-phenyl 2-[7-phenoxyacetyl dl-15a-hydroxy-1-phenoxymethyl-1,9-d      ioxo-  3-triethylsilyloxy-1-pentene heptyl] 16,16-dimethyl-17-phenyl-2-ho      mo-18-20-trinor-13-trans prostene   cyclopent-2-en-1-one 530 1-trans-iodo      -4-cyclopentyl 2-[7-phenoxyacetyl dl-15a-hydroxy-1-phenoxymethyl-1,9-diox      o-  3-triphenylmethoxy-1-butene heptyl] 16-cyclopentyl-2-homo-17-20-tetra      nor-13-trans prostene   cyclopent-2-en-1-one 531 1-trans-iodo-4-cyclohexy      l 2-[7-phenoxyacetyl dl-15a-hydroxy-1-phenoxymethyl-1,9-dioxo-  3-triphen      ylmethoxy-1-butene heptyl] 16-cyclohexyl-2-homo-17-20-tetranor-13-trans      prostene   cyclopent-2-en-1-one 532 1-trans-iodo- 2-[7-phenoxyacetyl      dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-  4-triphenylmethoxy-1-heptene      heptyl]  20-nor-2-homo-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE1 SERIES        533 1-trans-tri-n-butylstannyl-4-methyl- 2-[7-phenoxyacetyl dl-16-hydro      xy-1-phenoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-heptene      heptyl] 20-nor-2-homo-13-trans prostene   cyclopent-2-en-1-one 534      1-trans-tri-n-butylstannyl-4-ethyl- 2-[7-phenoxyacetyl dl-16-hydroxy-1-ph      enoxymethyl-1,9-dioxo-16-ethyl-  4-trimethylsilyloxy-1-octene heptyl]      2-homo-13-trans prostene   cyclopent-2-en-1-one 535 1-trans-tri-n-butylst      annyl-5-methyl- 2-[7-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-diox      o-  4-trimethylsilyloxy-1-heptene heptyl] 17-methyl-20-nor-2-homo-13-tran      s prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        536 1-trans-iodo-5,5-dimethyl 2-[7-phenoxyacetyl dl-16-hydroxy-1-phenox      ymethyl-1,9-dioxo-  4-trimethylsilyloxy-1-octene heptyl] 17,17-dimethyl-2      -homo-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE1 SERIES        537 1-trans-tri-n-butylstannyl-4-vinyl- 2-[7-phenoxyacetyl dl-16-hydrox      y-1-phenoxymethyl-1,9-dioxo-16-vinyl-  4-trimethylsilyloxy-1-heptene      heptyl] 20-nor-2-homo-13-trans prostene   cyclopent-2-en-1-one 538      1-trans-tri-n-butylstannyl-4-cyclopropyl- 2-[7-phenoxyacetyl dl-16-hydrox      y-1-phenoxymethyl-1,9-dioxo-16-cyclopropyl-  4-trimethylsilyloxy-1-octene       heptyl] 2-homo-13-trans prostene   cyclopent-2-en-1-one 539 1-trans-tri-      n-butylstannyl-4-trimethylsilylethynyl- 2-[7-phenoxyacetyl dl-16-hydroxy-      1-phenoxymethyl-1,9-dioxo-16-ethynyl-  4-trimethylsilyloxy-1-heptene      heptyl] 20-nor-2-homo-13-trans prostene   cyclopent-2-en-1-one 540      1-trans-tri-n-butylstannyl-5-methylene 2-[7-phenoxyacetyl dl-16-hydroxy-1      -phenoxymethyl-1,9-dioxo-  4-triethylsilyloxy-1-heptene heptyl] 17-methyl      ene-20-nor-2-homo-13-trans prostene   cyclopent-2-en-1-one 541 1-trans-tr      i-n-butylstannyl-4-methyl-5-methylene 2-[7-phenoxyacetyl dl-16-hydroxy-1-      phenoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-heptene      heptyl] 17-methylene-20-nor-2-homo-13-trans prostene   cyclopent-2-en-1-o      ne 542 1-trans-tri-n-butylstannyl-4-dimethoxymethyl- 2-[7-phenoxyacetyl      dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-formyl-  4-trimethylsilyloxy-1      -heptene heptyl] 20-nor-2-homo-13-trans prostene   cyclopent-2-en-1-one      543 1-trans-tri-n-butylstannyl-4-fluoromethyl- 2-[7-phenoxyacetyl      dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-fluoromethyl-  4-trimethylsily      loxy-1-heptene heptyl] 20-nor-2-homo-13-trans prostene   cyclopent-2-en-1      -one 544 1-trans-tri-n-butylstannyl-4-difluoromethyl- 2-[7-phenoxyacetyl      dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-difluoromethyl-  4-trimethylsi      lyloxy-1-heptene heptyl] 20-nor-2-homo-13-trans prostene   cyclopent-2-en      -1-one 545 1-trans-tri-n-butylstannyl-4-trifluoromethyl- 2-[7-phenoxyacet      yl dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-trifluoromethyl-  4-trimeth      ylsilyloxy-1-heptene heptyl] 20-nor-2-homo-13-trans prostene   cyclopent-      2-en-1-one 546 1-trans-tri-n-butylstannyl-4-chloromethyl- 2-[7-phenoxyace      tyl dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-chloromethyl-  4-trimethyl      silyloxy-1-heptene heptyl] 20-nor-2-homo-13-trans prostene   cyclopent-2-      en-1-one 547 1-trans-tri-n-butylstannyl-4-trimethylsilyloxymethyl-      2-[7-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-hydroxymeth      yl-  4-trimethylsilyloxy-1-heptene heptyl] 20-nor-2-homo-13-trans      prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        548 1-trans-iodo-4-methyl-7-chloro 2-[7-phenoxyacetyl dl-16-hydroxy-1-p      henoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-heptene heptyl]      19-chloro-2-homo-20-nor-13-trans prostene   cyclopent-2-en-1-one 549      1-trans-iodo- 2-[7-phenoxyacetyl dl-15a-hydroxy-1-phenoxymethyl-1,9-dioxo      -  3-triphenylmethoxy-1-octene heptyl] 2-homo-13-trans prostene      cyclopent-2-en-1-one 550 1-trans-iodo-3-methyl- 2-[7-phenoxyacetyl      dl-15a-hydroxy-1-phenoxymethyl-1,9-dioxo-15-methyl-  3-trimethylsilyloxy-      1-octene heptyl] 2-homo-13-trans prostene   cyclopent-2-en-1-one 551      1-trans-iodo-4,4-dimethyl 2-[7-phenoxyacetyl dl-15a-hydroxy-1-phenoxymeth      yl-1,9-dioxo-  3-trimethylsilyloxy-1-octene heptyl] 16,16-dimethyl-2-homo      -13-trans prostene   cyclopent-2-en-1-one 552 1-trans-iodo-4,4-trimethyle      ne 2-[7-phenoxyacetyl dl-15a-hydroxy-1-phenoxymethyl-1,9-dioxo-      3-trimethylsilyloxy-1-octene heptyl] 16,16-trimethylene-2-homo-13-trans      prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE1 SERIES        553 1-trans-tri-n-butylstannyl-3-vinyl- 2-[7-phenoxyacetyl dl-15a-hydro      xy-1-phenoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-octene      heptyl] 2-homo-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        554 1-trans-iodo- 2-[7-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-      dioxo-  4-triphenylmethoxy-1-octene heptyl] 2-homo-13-trans prostene      cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE1 SERIES        555 1-trans-tri-n-butylstannyl-4-methyl- 2-[7-phenoxyacetyl dl-16-hydro      xy-1-phenoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-octene      heptyl] 2-homo-13-trans prostene   cyclopent-2-en-1-one 556 1-trans-tri-n      -butylstannyl-5-methyl 2-[7-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1      ,9-dioxo-  4-trimethylsilyloxy-1-octene heptyl] 17-methyl-2-homo-13-trans       prostene   cyclopent-2-en-1-one 557 1-trans-tri-n-butylstannyl-4-vinyl-      2-[7-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-vinyl-      4-trimethylsilyloxy-1-octene heptyl] 2-homo-13-trans prostene   cyclopent      -2-en-1-one 558 1-trans-tri-n-butylstannyl-4-trimethylsilylethynyl-      2-[7-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-ethynyl-      4-trimethylsilyloxy-1-octene heptyl] 2-homo-13-trans prostene   cyclopent      -2-en-1-one 559 1-trans-tri-n-butylstannyl-5-methylene 2-[7-phenoxyacetyl       dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-  4-triethylsilyloxy-1-octene      heptyl] 17-methylene-2-homo-13-trans prostene   cyclopent-2-en-1-one 560      1-trans-tri-n-butylstannyl-4-methyl-5-methylene 2-[7-phenoxyacetyl      dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1      -octene heptyl] 17-methylene-2-homo-13-trans prostene   cyclopent-2-en-1-      one 561 1-trans-tri-n-butylstannyl-4-dimethoxymethyl- 2-[7-phenoxyacetyl      dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-formyl-  4-trimethylsilyloxy-1      -octene heptyl] 2-homo-13-trans prostene   cyclopent-2-en-1-one 562      1-trans-tri-n-butylstannyl-4-fluoromethyl- 2-[7-phenoxyacetyl dl-16-hydro      xy-1-phenoxymethyl-1,9-dioxo-16-fluoromethyl-  4-trimethylsilyloxy-1-octe      ne heptyl] 2-homo-13-trans prostene   cyclopent-2-en-1-one 563 1-trans-tr      i-n-butylstannyl-4-difluoromethyl- 2-[7-phenoxyacetyl dl-16-hydroxy-1-phe      noxymethyl-1,9-dioxo-16-difluoromethyl-  4-trimethylsilyloxy-1-octene      heptyl] 2-homo-13-trans prostene   cyclopent-2-en-1-one 564 1-trans-tri-n      -butylstannyl-4-trifluoromethyl- 2-[7-phenoxyacetyl dl-16-hydroxy-1-pheno      xymethyl-1,9-dioxo-16-trifluoromethyl-  4-trimethylsilyloxy-1-octene      heptyl] 2-homo-13-trans prostene   cyclopent-2-en-1-one 565 1-trans-tri-n      -butylstannyl-4-chloromethyl- 2-[7-phenoxyacetyl dl-16-hydroxy-1-phenoxym      ethyl-1,9-dioxo-16-chloromethyl-  4-trimethylsilyloxy-1-octene heptyl]      2-homo-13-trans prostene   cyclopent-2-en-1-one 566 1-trans-tri-n-butylst      annyl-4-trimethylsilyloxymethyl- 2-[7-phenoxyacetyl dl-16-hydroxy-1-pheno      xymethyl-1,9-dioxo-16-hydroxymethyl-  4-trimethylsilyloxy-1-octene      heptyl] 2-homo-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        567 1-trans-iodo- 2-[7-phenoxyacetyl dl-15a-hydroxy-1-phenoxymethyl-1,9      -dioxo-  3-triphenylmethoxy-1-nonene heptyl] 20-methyl-2-homo-13-trans      prostene   cyclopent-2-en-1-one 568 1-trans-iodo-3-methyl- 2-[7-phenoxyac      etyl dl-15a-hydroxy-1-phenoxymethyl-1,9-dioxo-15-methyl-  3-trimethylsily      loxy-1-nonene heptyl] 20-methyl-2-homo-13-trans prostene   cyclopent-2-en      -1-one 569 1-trans-iodo-4,4-dimethyl 2-[7-phenoxyacetyl dl-15a-hydroxy-1-      phenoxymethyl-1,9-dioxo-  3-trimethylsilyloxy-1-nonene heptyl] 16,16-dime      thyl-20-methyl-2-homo-13-trans prostene   cyclopent-2-en-1-one 570      1-trans-iodo-4,4-trimethylene 2-[7-phenoxyacetyl dl-15a-hydroxy-1-phenoxy      methyl-1,9-dioxo-  3-trimethylsilyloxy-1-nonene heptyl] 16,16-trimethylen      e-20-methyl-2-homo-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE1 SERIES        571 1-trans-tri-n-butylstannyl-3-vinyl- 2-[7-phenoxyacetyl dl-15a-hydro      xy-1-phenoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-nonene      heptyl] 20-methyl-2-homo-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        572 1-trans-iodo- 2-[7-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-      dioxo-  4-triphenylmethoxy-1-nonene heptyl] 20-methyl-2-homo-13-trans      prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE1 SERIES        573 1-trans-tri-n-butylstannyl-4-methyl- 2-[7-phenoxyacetyl dl-16-hydro      xy-1-phenoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-nonene      heptyl] 20-methyl-2-homo-13-trans prostene   cyclopent-2-en-1-one 574      1-trans-tri-n-butylstannyl-5-methyl 2-[7-phenoxyacetyl dl-16-hydroxy-1-ph      enoxymethyl-1,9-dioxo-  4-trimethylsilyloxy-1-nonene heptyl] 17-methyl-20      -methyl-2-homo-13-trans prostene   cyclopent-2-en-1-one 575 1-trans-tri-n      -butylstannyl-4-vinyl- 2-[7-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1      ,9-dioxo-16-vinyl-  4-trimethylsilyloxy-1-nonene heptyl] 20-methyl-2-homo      -13-trans prostene   cyclopent-2-en-1-one 576 1-trans-tri-n-butylstannyl-      4-trimethylsilylethynyl- 2-[7-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl      -1,9-dioxo-16-ethynyl-  4-trimethylsilyloxy-1-nonene heptyl] 20-methyl-2-      homo-13-trans prostene   cyclopent-2-en-1-one 577 1-trans-tri-n-butylstan      nyl-5-methylene 2-[7-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-diox      o-  4-triethylsilyloxy-1-nonene heptyl] 17-methylene-20-methyl-2-homo-13-      trans prostene   cyclopent-2-en-1-one 578 1-trans-tri-n-butylstannyl-4-me      thyl-5-methylene 2-[7-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-dio      xo-16-methyl-  4-trimethylsilyloxy-1-nonene heptyl] 17-methylene-20-methy      l-2-homo-13-trans prostene   cyclopent-2-en-1-one 579 1-trans-tri-n-butyl      stannyl-4-dimethoxymethyl- 2-[7-phenoxyacetyl dl-16-hydroxy-1-phenoxymeth      yl-1,9-dioxo-16-formyl-  4-trimethylsilyloxy-1-nonene heptyl] 20-methyl-2      -homo-13-trans prostene   cyclopent-2-en-1-one 580 1-trans-tri-n-butylsta      nnyl-4-fluoromethyl- 2-[7-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9      -dioxo-16-fluoromethyl-  4-trimethylsilyloxy-1-nonene heptyl] 20-methyl-2      -homo-13-trans prostene   cyclopent-2-en-1-one 581 1-trans-tri-n-butylsta      nnyl-4-difluoromethyl- 2-[7-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1      ,9-dioxo-16-difluoromethyl-  4-trimethylsilyloxy-1-nonene heptyl]      20-methyl-2-homo-13-trans prostene   cyclopent-2-en-1-one 582 1-trans-tri      -n-butylstannyl-4-trifluoromethyl- 2-[7-phenoxyacetyl dl-16-hydroxy-1-phe      noxymethyl-1,9-dioxo-16-trifluoromethyl-  4-trimethylsilyloxy-1-nonene      heptyl] 20-methyl-2-homo-13-trans prostene   cyclopent-2-en-1-one 583      1-trans-tri-n-butylstannyl-4-chloromethyl- 2-[7-phenoxyacetyl dl-16-hydro      xy-1-phenoxymethyl-1,9-dioxo-16-chloromethyl-  4-trimethylsilyloxy-1-none      ne heptyl] 20-methyl-2-homo-13-trans prostene   cyclopent-2-en-1-one 584      1-trans-tri-n-butylstannyl-4-trimethylsilyloxymethyl- 2-[7-phenoxyacetyl      dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-hydroxymethyl-  4-trimethylsil      yloxy-1-nonene heptyl] 20-methyl-2-homo-13-trans prostene   cyclopent-2-e      n-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        585 1-trans-iodo- 2-[7-phenoxyacetyl dl-15a-hydroxy-1-phenoxymethyl-1,9      -dioxo-  3-triphenylmethoxy-1-decene heptyl] 20-ethyl-2-homo-13-trans      prostene   cyclopent-2-en-1-one 586 1-trans-iodo-3-methyl- 2-[7-phenoxyac      etyl dl-15a-hydroxy-1-phenoxymethyl-1,9-dioxo-15-methyl-  3-trimethylsily      loxy-1-decene heptyl] 20-ethyl-2-homo-13-trans prostene   cyclopent-2-en-      1-one 587 1-trans-iodo-4,4-dimethyl 2-[7-phenoxyacetyl dl-15a-hydroxy-1-p      henoxymethyl-1,9-dioxo-  3-trimethylsilyloxy-1-decene heptyl] 16,16-dimet      hyl-20-ethyl-2-homo-13-trans prostene   cyclopent-2-en-1-one 588      1-trans-iodo-4,4-trimethylene 2-[7-phenoxyacetyl dl-15a-hydroxy-1-phenoxy      methyl-1,9-dioxo-  3-trimethylsilyloxy-1-decene heptyl] 16,16-trimethylen      e-20-ethyl-2-homo-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE1 SERIES        589 1-trans-tri-n-butylstannyl-3-vinyl- 2-[7-phenoxyacetyl dl-15a-hydro      xy-1-phenoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-decene      heptyl] 20-ethyl-2-homo-13-trans prostene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        590 1-trans-iodo- 2-[7-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-      dioxo-  4-triphenylmethoxy-1-decene heptyl] 20-ethyl-2-homo-13-trans      prostene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE1 SERIES        591 1-trans-tri-n-butylstannyl-4-methyl- 2-[7-phenoxyacetyl dl-16-hydro      xy-1-phenoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-decene      heptyl] 20-ethyl-2-homo-13-trans prostene   cyclopent-2-en-1-one 592      1-trans-tri-n-butylstannyl-5-methyl 2-[7-phenoxyacetyl dl-16-hydroxy-1-ph      enoxymethyl-1,9-dioxo-  4-trimethylsilyloxy-1-decene heptyl] 17-methyl-20      -ethyl-2-homo-13-trans prostene   cyclopent-2-en-1-one 593 1-trans-tri-n-      butylstannyl-4-vinyl- 2-[7-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,      9-dioxo-16-vinyl-  4-trimethylsilyloxy-1-decene heptyl] 20-ethyl-2-homo-1      3-trans prostene   cyclopent-2-en-1-one 594 1-trans-tri-n-butylstannyl-4-      trimethylsilylethynyl- 2-[7-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1      ,9-dioxo-16-ethynyl-  4-trimethylsilyloxy-1-decene heptyl] 20-ethyl-2-hom      o-13-trans prostene   cyclopent-2-en-1-one 595 1-trans-tri-n-butylstannyl      -5-methylene 2-[7-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-       4-triethylsilyloxy-1-decene heptyl] 17-methylene-20-ethyl-2-homo-13-tran      s prostene   cyclopent-2-en-1-one 596 1-trans-tri-n-butylstannyl-4-methyl      -5-methylene 2-[7-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-1      6-methyl-  4-trimethylsilyloxy-1-decene heptyl] 17-methylene-20-ethyl-2-h      omo-13-trans prostene   cyclopent-2-en-1-one 597 1-trans-tri-n-butylstann      yl-4-dimethoxymethyl- 2-[7-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,      9-dioxo-16-formyl-  4-trimethylsilyloxy-1-decene heptyl] 20-ethyl-2-homo-      13-trans prostene   cyclopent-2-en-1-one 598 1-trans-tri-n-butylstannyl-4      -fluoromethyl- 2-[7-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo      -16-fluoromethyl-  4-trimethylsilyloxy-1-decene heptyl] 20-ethyl-2-homo-1      3-trans prostene   cyclopent-2-en-1-one 599 1-trans-tri-n-butylstannyl-4-      difluoromethyl- 2-[7-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-diox      o-16-difluoromethyl-  4-trimethylsilyloxy-1-decene heptyl] 20-ethyl-2-hom      o-13-trans prostene   cyclopent-2-en-1-one 600 1-trans-tri-n-butylstannyl      -4-trifluoromethyl- 2-[7-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-      dioxo-16-trifluoromethyl-  4-trimethylsilyloxy-1-decene heptyl] 20-ethyl-      2-homo-13-trans prostene   cyclopent-2-en-1-one 601 1-trans-tri-n-butylst      annyl-4-chloromethyl- 2-[7-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,      9-dioxo-16-chloromethyl-  4-trimethylsilyloxy-1-decene heptyl] 20-ethyl-2      -homo-13-trans prostene   cyclopent-2-en-1-one 602 1-trans-tri-n-butylsta      nnyl-4-trimethylsilyloxymethyl- 2-[7-phenoxyacetyl dl-16-hydroxy-1-phenox      ymethyl-1,9-dioxo-16-hydroxymethyl-  4-trimethylsilyloxy-1-decene      heptyl] 20-ethyl-2-homo-13-trans prostene   cyclopent-2-en-1-one

    TABLE IX          PRODUCT PROSTAGLANDIN OF EXAMPLE VINYL TIN CYCLOPENTENONE THE PGE1      SERIES        1 1-trans-tri-n-butylstannyl-7-thia 2-[5-phenoxyacetyl dl-11a,16-dihydr      oxy-1-phenoxymethyl-1,9-dioxo-  4-triethylsilyloxy-1-octene pentyl]-4-tri      methylsiloxy 19-thia-2-nor-13-trans prostene   cyclopent-2-en-1-one 2      1-trans-tri-n-butylstannyl-4-methyl-7-thia 2-[5-phenoxyacetyl dl-11a,16-d      ihydroxy-1-phenoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-octe      ne pentyl]-4-trimethylsiloxy 19-thia-2-nor-13-trans prostene   cyclopent-      2-en-1-one 3 1-trans-tri-n-butylstannyl-7-oxa 2-[5-phenoxyacetyl      dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-  4-triethylsilyloxy-1-octe      ne pentyl]-4-trimethylsiloxy 19-oxa-2-nor-13-trans prostene   cyclopent-2      -en-1-one 4 1-trans-tri-n-butylstannyl-4-methyl-7-oxa 2-[5-phenoxyacetyl      dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-methyl- 4-trimethylsilyl      oxy-1-octene pentyl]-4-trimethylsiloxy 19-oxa-2-nor-13-trans prostene      cyclopent-2-en-1-one 5 1-trans-tri-n-butylstannyl-4-bromomethyl-      2-[5-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-bromo      methyl-  4-trimethylsilyloxy-1-heptene pentyl]-4-trimethylsiloxy      20-nor-2-nor-13-trans prostene   cyclopent-2-en-1-one           PRODUCT PROSTAGLANDIN OF EXAMPLE VINYL IODIDE CYCLOPENTENONE THE      PGE1 SERIES        6 1-trans-iodo-4-allenyl- 2-[5-phenoxyacetyl dl-11a,16-dihydroxy-1-phen      oxymethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-heptene pentyl]-4-      trimethylsiloxy 20-nor-2-nor-13-trans prostene   cyclopent-2-en-1-one           PRODUCT PROSTAGLANDIN OF EXAMPLE VINYL TIN CYCLOPENTENONE THE PGE1      SERIES        7 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[5-phenoxyacetyl      dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-bromomethyl-  4-trimethy      lsilyloxy-1-octene pentyl]-4-trimethylsiloxy 2-nor-13-trans prostene      cyclopent-2-en-1-one           PRODUCT PROSTAGLANDIN OF EXAMPLE VINYL IODIDE CYCLOPENTENONE THE      PGE1 SERIES        8 1-trans-iodo-4-allenyl- 2-[5-phenoxyacetyl dl-11a,16-dihydroxy-1-phen      oxymethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-octene pentyl]-4-t      rimethylsiloxy 2-nor-13-trans prostene   cyclopent-2-en-1-one           PRODUCT PROSTAGLANDIN OF EXAMPLE VINYL TIN CYCLOPENTENONE THE PGE1      SERIES        9 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[5-phenoxyacetyl      dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-bromomethyl-  4-trimethy      lsilyloxy-1-nonene pentyl]-4-trimethylsiloxy 20-methyl-2-nor-13-trans      prostene   cyclopent-2-en-1-one           PRODUCT PROSTAGLANDIN OF EXAMPLE VINYL IODIDE CYCLOPENTENONE THE      PGE1 SERIES        10 1-trans-iodo-4-allenyl- 2-[5-phenoxyacetyl dl-11a,16-dihydroxy-1-phe      noxymethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-nonene pentyl]-4-      trimethylsiloxy 20-methyl-2-nor-13-trans prostene   cyclopent-2-en-1-one           PRODUCT PROSTAGLANDIN OF EXAMPLE VINYL TIN CYCLOPENTENONE THE PGE1      SERIES        11 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[5-phenoxyacetyl      dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-bromomethyl- 4-trimethyl      silyloxy-1-decene pentyl]-4-trimethylsiloxy 20-ethyl-2-nor-13-trans      prostene   cyclopent-2-en-1-one           PRODUCT PROSTAGLANDIN OF EXAMPLE VINYL IODIDE CYCLOPENTENONE THE      PGE1 SERIES        12 1-trans-iodo-4-allenyl- 2-[5-phenoxyacetyl dl-11a,16-dihydroxy-1-phe      noxymethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-decene pentyl]-4-      trimethylsiloxy 20-ethyl-2-nor-13-trans prostene   cyclopent-2-en-1-one           PRODUCT PROSTAGLANDIN OF EXAMPLE VINYL TIN CYCLOPENTENONE THE PGE1      SERIES        13 1-trans-tri-n-butylstannyl-7-thia 2-[6-phenoxyacetyl dl-11a,16-dihyd      roxy-1-phenoxymethyl-1,9-dioxo- 4-triethylsilyoxy-1-octene hexyl-9      -4-trimethylsiloxy 19-thia-13-trans prostene   cyclopent-2-en-1-one 14      1-trans-tri-n-butylstannyl-4-methyl-7-thia 2-[6-phenoxyacetyl dl-11a,16-d      ihydroxy-1-phenoxymethyl-1,9-dioxo-16-methyl- 4-trimethylsilyloxy-1-octen      e hexyl]-4-trimethylsiloxy 19-thia-13-trans prostene   cyclopent-2-en-1-o      ne 15 1-trans-tri-n-butylstannyl-7-oxa 2-[6-phenoxyacetyl dl-11a,16-dihyd      roxy-1-phenoxymethyl-1,9-dioxo- 4-triethylsilyloxy-1-octene hexyl]-4-trim      ethylsiloxy 19-oxa-13-trans prostene   cyclopent-2-en-1-one 16 1-trans-tr      i-n-butylstannyl-4-methyl-7-oxa 2-[6-phenoxyacetyl dl-11a,16-dihydroxy-1-      phenoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-octene      hexyl]-4-trimethylsiloxy 19-oxa-13-trans prostene   cyclopent-2-en-1-one      17 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[6-phenoxyacetyl dl-11a,16      -dihydroxy-1-phenoxymethyl-1,9-dioxo-16-bromomethyl-  4-trimethylsilyloxy      -1-heptene hexyl]-4-trimethylsiloxy 20-nor-13-trans prostene   cyclopent-      2-en-1-one           PRODUCT PROSTAGLANDIN OF EXAMPLE VINYL IODIDE CYCLOPENTENONE THE      PGE1 SERIES        18 1-trans-iodo-4-allenyl- 2-[6-phenoxyacetyl dl-11a,16-dihydroxy-1-phe      noxymethyl-1,9-dioxo-16-allenyl- 4-trimethylsilyloxy-1-heptene hexyl]-4-t      rimethylsiloxy 20-nor-13-trans prostene   cyclopent-2-en-1-one           PRODUCT PROSTAGLANDIN OF EXAMPLE VINYL TIN CYCLOPENTENONE THE PGE1      SERIES        19 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[6-phenoxyacetyl      dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-bromomethyl-  4-trimethy      lsilyloxy-1-octene hexyl]-4-trimethylsiloxy 13-trans prostene   cyclopent      -2-en-1-one           PRODUCT PROSTAGLANDIN OF EXAMPLE VINYL IODIDE CYCLOPENTENONE THE      PGE1 SERIES        20 1-trans-iodo-4-allenyl- 2-[6-phenoxyacetyl dl-11a,16-dihydroxy-1-phe      noxymethyl-1,9-dioxo-16-allenyl- 4-trimethylsiloxy-1-octene hexyl]-4-trim      ethylsiloxy 13-trans prostene   cyclopent-2-en-1-one            PRODUCT PROSTAGLANDIN OF EXAMPLE VINYL TIN CYCLOPENTENONE THE PGE1      SERIES        21 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[6-phenoxyacetyl      dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-bromomethyl-  4-trimethy      lsilyloxy-1-nonene hexyl]-4-trimethylsiloxy 20-methyl-13-trans prostene       cyclopent-2-en-1-one           PRODUCT PROSTAGLANDIN OF EXAMPLE VINYL IODIDE CYCLOPENTENONE THE      PGE1 SERIES        22 1-trans-iodo-4-allenyl- 2-[6-phenoxyacetyl dl-11a,16-dihydroxy-1-phe      noxymethyl-1,9-dioxo-16-allenyl- 4-trimethylsilyoxy-1-nonene hexyl]-4-tri      methylsiloxy 20-methyl-13-trans prostene   cyclopent-2-en-1-one           PRODUCT PROSTAGLANDIN OF EXAMPLE VINYL TIN CYCLOPENTENONE THE PGE1      SERIES        23 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[6-phenoxyacetyl      dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-bromomethyl- 4-trimethyl      silyoxy-1-decene hexyl]-4-trimethylsiloxy 20-ethyl-13-trans prostene      cyclopent-2-en-1-one           PRODUCT PROSTAGLANDIN OF EXAMPLE VINYL IODIDE CYCLOPENTENONE THE      PGE1 SERIES        24 1-trans-iodo-4-allenyl- 2-[6-phenoxyacetyl dl-11a,16-dihydroxy-1-phe      noxymethyl-1,9-dioxo-16-allenyl- 4-trimethylsilyloxy-1-decene hexyl]-4-tr      imethylsiloxy 20-ethyl-13-trans prostene   cyclopent-2-en-1-one           PRODUCT PROSTAGLANDIN OF EXAMPLE VINYL TIN CYCLOPENTENONE THE PGE1      SERIES        25 1-trans-tri-n-butylstannyl-7-thia 2-[7-phenoxyacetyl dl-11a,16-dihyd      roxy-1-phenoxymethyl-1,9-dioxo-  4-triethylsilyloxy-1-octene heptyl]-4-tr      imethylsiloxy 19-thia-2-homo-13-trans prostene   cyclopent-2-en-1-one 26      1-trans-tri-n-butylstannyl-4-methyl-7-thia 2-[7-phenoxyacetyl dl-11a,16-d      ihydroxy-1-phenoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-octe      ne heptyl]-4-trimethylsiloxy 19-thia-2-homo-13-trans prostene   cyclopent      -2-en-1-one 27 1-trans-tri-n-butylstannyl-7-oxa 2-[7-phenoxyacetyl      dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-  4-triethylsilyloxy-1-octe      ne heptyl]-4-trimethylsiloxy 19-oxa-2-homo-13-trans prostene   cyclopent-      2-en-1-one 28 1-trans-tri-n-butylstannyl-4-methyl-7-oxa 2-[7-phenoxyacety      l dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsi      lyloxy-1-octene heptyl]-4-trimethylsiloxy 19-oxa-2-homo-13-trans      prostene   cyclopent-2-en-1-one 29 1-trans-tri-n-butylstannyl-4-bromometh      yl- 2-[7-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-b      romomethyl-  4-trimethylsilyloxy-1-heptene heptyl]-4-trimethylsiloxy      20-nor-2-homo-13-trans prostene   cyclopent-2-en-1-one           PRODUCT PROSTAGLANDIN OF EXAMPLE VINYL IODIDE CYCLOPENTENONE THE      PGE1 SERIES        30 1-trans-iodo-4-allenyl- 2-[7-phenoxyacetyl dl-11a,16-dihydroxy-1-phe      noxymethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-heptene heptyl]-4      -trimethylsiloxy 20-nor-2-homo-13-trans prostene   cyclopent-2-en-1-one           PRODUCT PROSTAGLANDIN OF EXAMPLE VINYL TIN CYCLOPENTENONE THE PGE1      SERIES        31 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[7-phenoxyacetyl      dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-bromomethyl-  4-trimethy      lsilyloxy-1-octene heptyl]-4-trimethylsiloxy 2-homo-13-trans prostene      cyclopent-2-en-1-one           PRODUCT PROSTAGLANDIN OF EXAMPLE VINYL IODIDE CYCLOPENTENONE THE      PGE1 SERIES        32 1-trans-iodo-4-allenyl- 2-[7-phenoxyacetyl dl-11a,16-dihydroxy-1-phe      noxymethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-octene heptyl]-4-      trimethylsiloxy 2-homo-13-trans prostene   cyclopent-2-en-1-one           PRODUCT PROSTAGLANDIN OF EXAMPLE VINYL TIN CYCLOPENTENONE THE PGE1      SERIES        33 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[7-phenoxyacetyl      dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-bromomethyl-  4-trimethy      lsilyloxy-1-nonene heptyl]  -4-trimethylsiloxy 20-methyl-2-homo-13-trans      prostene   cyclopent-2-en-1-one           PRODUCT PROSTAGLANDIN OF EXAMPLE VINYL IODIDE CYCLOPENTENONE THE      PGE1 SERIES        34 1-trans-iodo-4-allenyl- 2-[7-phenoxyacetyl dl-11a,16-dihydroxy-1-phe      noxymethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-nonene heptyl]-4-      trimethylsiloxy 20-methyl-2-homo-13-trans prostene   cyclopent-2-en-1-one           PRODUCT PROSTAGLANDIN OF EXAMPLE VINYL TIN CYCLOPENTENONE THE PGE1      SERIES        35 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[7-phenoxyacetyl      dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-bromomethyl-  4-trimethy      lsilyloxy-1-decene heptyl-]-4-trimethylsiloxy 20-ethyl-2-homo-13-trans      prostene   cyclopent-2-en-1-one           PRODUCT PROSTAGLANDIN OF EXAMPLE VINYL IODIDE CYCLOPENTENONE THE      PGE1 SERIES        36 1-trans-iodo-4-allenyl- 2-[7-phenoxyacetyl dl-11a,16-dihydroxy-1-phe      noxymethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-decene heptyl]-4-      trimethylsiloxy 20-ethyl-2-homo-13-trans prostene   cyclopent-2-en-1-one           PRODUCT PROSTAGLANDIN OF EXAMPLE VINYL TIN CYCLOPENTENONE THE PGE1      SERIES        37 1-trans-tri-n-butylstannyl-7-thia 2-[6-phenoxyacetyl nat-11a,16-dihy      droxy-1-phenoxymethyl-1,9-dioxo-  4-triethylsilyloxy-1-octene hexyl]-4R-t      rimethylsiloxy 19-thia-13-trans prostene   cyclopent-2-en-1-one 38      1-trans-tri-n-butylstannyl-4-methyl-7-thia 2-[6-phenoxyacetyl nat-11a,16-      dihydroxy-1-phenoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-oct      ene hexyl]-4R-trimethylsiloxy 19-thia-13-trans prostene   cyclopent-2-en-      1-one 39 1-trans-tri-n-butylstannyl-7-oxa 2-[6-phenoxyacetyl nat-11a,16-d      ihydroxy-1-phenoxymethyl-1,9-dioxo-  4-triethyslilyoxy-1-octene hexyl]-4R      -trimethylsiloxy 19-oxa-13-trans prostene   cyclopent-2-en-1-one 40      1-trans-tri-n-butylstannyl-4-methyl-7-oxa 2-[6-phenoxyacetyl nat-11a,16-d      ihydroxy-1-phenoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-octe      ne hexyl]-4R-trimethylsiloxy 19-oxa-13-trans prostene   cyclopent-2-en-1-      one 41 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[6-phenoxyacetyl      nat-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-bromomethyl-  4-trimeth      ylsilyloxy-1-heptene hexyl]4R-trimethylsiloxy 20-nor-13-trans prostene      cyclopent-2-en-1-one           PRODUCT PROSTAGLANDIN OF EXAMPLE VINYL IODIDE CYCLOPENTENONE THE      PGE1 SERIES        42 1-trans-iodo-4-allenyl- 2-[6-phenoxyacetyl nat-11a,16-dihydroxy-1-ph      enoxymethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-heptene      hexyl]-4R-trimethylsiloxy 20-nor-13-trans prostene   cyclopent-2-en-1-one           PRODUCT PROSTAGLANDIN OF EXAMPLE VINYL TIN CYCLOPENTENONE THE PGE1      SERIES        43 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[6-phenoxyacetyl      nat-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-bromomethyl-  4-trimeth      ylsilyloxy-1-octene hexyl]4R-trimethylsiloxy 13-trans prostene      cyclopent-2-en-1-one           PRODUCT PROSTAGLANDIN OF EXAMPLE VINYL IODIDE CYCLOPENTENONE THE      PGE1 SERIES        44 1-trans-iodo-4-allenyl- 2-[6-phenoxyacetyl nat-11a,16-dihydroxy-1-ph      enoxymethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-octene hexyl]4R-      trimethylsiloxy 13-trans prostene   cyclopent-2-en-1-one           PRODUCT PROSTAGLANDIN OF EXAMPLE VINYL TIN CYCLOPENTENONE THE PGE1      SERIES        45 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[6-phenoxyacetyl      nat-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-bromomethyl-  4-trimeth      ylsilyloxy-1-nonene hexyl]-4R-trimethylsiloxy 20-methyl-13-trans      prostene   cyclopent-2-en-1-one           PRODUCT PROSTAGLANDIN OF EXAMPLE VINYL IODIDE CYCLOPENTENONE THE      PGE1 SERIES        46 1-trans-iodo-4-allenyl- 2-[6-phenoxyacetyl nat-11a,16-dihydroxy-1-ph      enoxymethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-nonene hexyl]-4R      -trimethylsiloxy 20-methyl-13-trans prostene   cyclopent-2-en-1-one           PRODUCT PROSTAGLANDIN OF EXAMPLE VINYL TIN CYCLOPENTENONE THE PGE1      SERIES        47 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[6-phenoxyacetyl      nat-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-bromomethyl-  4-trimeth      ylsilyloxy-1-decene hexyl]-4R-trimethylsiloxy 20-ethyl-13-trans prostene        cyclopent-2-en-1--one           PRODUCT PROSTAGLANDIN OF EXAMPLE VINYL IODIDE CYCLOPENTENONE THE      PGE1 SERIES        48 1-trans-iodo-4-allenyl- 2-[6-phenoxyacetyl nat-11a,16-dihydroxy-1-ph      enoxymethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-decene hexyl]-4R      -trimethylsiloxy 20-ethyl-13-trans prostene   cyclopent-2-en-1-one           PRODUCT PROSTAGLANDIN OF EXAMPLE VINYL TIN CYCLOPENTENONE THE PGE1      SERIES        49 1-trans-tri-n-butylstannyl-7-thia 2-[5-phenoxyacetyl dl-16-hydroxy-1      -phenoxymethyl-1,9-dioxo-  4-triethylsilyloxy-1-octene phenyl] 19-thia-2-      nor-13-trans prostene   cyclopent-2-en-1-one           PRODUCT PROSTAGLANDIN OF EXAMPLE VINYL TIN CYCLOPENTENONE THE      11-DEOXY PGE1 SERIES        50 1-trans-tri-n-butylstannyl-4-methyl-7-thia 2-[5-phenoxyacetyl      dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1      -ocetene phenyl] 19-thia-2-nor-13-trans prostene   cyclopent-2-en-1-one      51 1-trans-tri-n-butylstannyl-7-oxa 2-[5-phenoxyacetyl dl-16-hydroxy-1-ph      enoxymethyl-1,9-dioxo-  4-triethylsilyloxy-1-octene phenyl] 19-oxa-2-nor-      13-trans prostene   cyclopent-2-en-1-one 52 1-trans-tri-n-butylstannyl-4-      methyl-7-oxa 2-[5-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-1      6-methyl-  4-trimethylsilyloxy-1-ocetene phenyl] 19-oxa-2-nor-13-trans      prostene   cyclopent-2-en-1-one 53 1-trans-tri-n-butylstannyl-4-bromometh      yl- 2-[5-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-bromome      thyl-  4-trimethylsilyloxy-1-heptene phenyl] 20-nor-2-nor-13-trans      prostene   cyclopent-2-en-1-one           PRODUCT PROSTAGLANDIN OF EXAMPLE VINYL IODIDE CYCLOPENTENONE THE      11-DEOXY PGE1 SERIES        54 1-trans-iodo-4-allenyl- 2-[5-phenoxyacetyl dl-16-hydroxy-1-phenoxyme      thyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-heptene phenyl]      20-nor-2-nor-13-trans prostene   cyclopent-2-en-1-one           PRODUCT PROSTAGLANDIN OF EXAMPLE VINYL TIN CYCLOPENTENONE THE      11-DEOXY PGE1 SERIES        55 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[5-phenoxyacetyl      dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-bromomethyl-  4-trimethylsilyl      oxy-1-ocetene phenyl] 2-nor-13-trans prostene   cyclopent-2-en-1-one           PRODUCT PROSTAGLANDIN OF EXAMPLE VINYL IODIDE CYCLOPENTENONE THE      11-DEOXY PGE1 SERIES        56 1-trans-iodo-4-allenyl- 2-[5-phenoxyacetyl dl-16-hydroxy-1-phenoxyme      thyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-ocetene phenyl]      2-nor-13-trans prostene   cyclopent-2-en-1-one           PRODUCT PROSTAGLANDIN OF EXAMPLE VINYL TIN CYCLOPENTENONE THE      11-DEOXY PGE1 SERIES        57 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[5-phenoxyacetyl      dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-bromomethyl-  4-trimethylsilyl      oxy-1-nonene phenyl] 20-methyl-2-nor-13-trans prostene   cyclopent-2-en-1      -one           PRODUCT PROSTAGLANDIN OF EXAMPLE VINYL IODIDE CYCLOPENTENONE THE      11-DEOXY PGE1 SERIES        58 1-trans-iodo-4-allenyl- 2-[5-phenoxyacetyl dl-16-hydroxy-1-phenoxyme      thyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-nonene phenyl]      20-methyl-2-nor-13-trans prostene   cyclopent-2-en-1-one           PRODUCT PROSTAGLANDIN OF EXAMPLE VINYL TIN CYCLOPENTENONE THE      11-DEOXY PGE1 SERIES        59 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[5-phenoxyacetyl      dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-bromomethyl-  4-trimethylsilyl      oxy-1-decene phenyl] 20-ethyl-2-nor-13-trans prostene   cyclopent-2-en-1-      one           PRODUCT PROSTAGLANDIN OF EXAMPLE VINYL IODODE THE 11-DEOXY PGE1      SERIES        60 1-trans-iodo-4-allenyl- 2-[5-phenoxyacetyl dl-16-hydroxy-1-phenoxyme      thyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-decene phenyl]      20-etyyl-2-nor-13-trans prostene   cyclopent-2-en-1-one           PRODUCT PROSTAGLANDIN OF EXAMPLE VINYL TIN CYCLOPENTENONE THE      11-DEOXY PGE1 SERIES        61 1-trans-tri-n-butylstannyl-7-thia 2-[6-phenoxyacetyl dl-16-hydroxy-1      -phenoxymethyl-1,9-dioxo-  4-triethylsiloxy-1-octene hexyl] 19-thia-13-tr      ans prostene   cyclopent-2-en-1-one 62 1-trans-tri-n-butylstannyl-4-methy      l-7-thia 2-[6-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-me      thyl-  4-trimethylsilyloxy-1-ocetene hexyl] 19-thia-13-trans prostene      cyclopent-2-en-1-one63 1-trans-tri-n-butylstannyl-7-oxa 2-[6-phenoxyacety      l dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-  4-triethylsilyloxy-1-octene      hexyl] 19-oxa-13-trans prostene   cyclopent-2-en-1-one 64 1-trans-tri-n-b      utylstannyl-4-methyl-7-oxa 2-[6-phenoxyacetyl dl-16-hydroxy-1-phenoxymeth      yl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-ocetene hexyl] 19-oxa-13-t      rans prostene   cyclopent-2-en-1-one 65 1-trans-tri-n-butylstannyl-4-brom      omethyl- 2-[6-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-br      omomethyl-  4-trimethylsilyloxy-1-heptene hexyl] 20-nor-13-trans      prostene   cyclopent-2-en-1-one           PRODUCT PROSTAGLANDIN OF EXAMPLE VINYL IODIDE CYCLOPENTENONE THE      11-DEOXY PGE1 SERIES        66 1-trans-iodo-4-allenyl- 2-[6-phenoxyacetyl dl-16-hydroxy-1-phenoxyme      thyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-heptene hexyl]      20-nor-13-trans prostene   cyclopent-2-en-1-one           PRODUCT PROSTAGLANDIN OF EXAMPLE VINYL TIN CYCLOPENTENONE THE      11-DEOXY PGE1 SERIES        67 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[6-phenoxyacetyl      dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-bromomethyl-  4-trimethylsilyl      oxy-1-octene hexyl] 13-trans prostene   cyclopent-2-en-1-one           PRODUCT PROSTAGLANDIN OF EXAMPLE VINYL IODIDE CYCLOPENTENONE THE      11-DEOXY PGE1 SERIES        68 1-trans-iodo-4-allenyl- 2-[6-phenoxyacetyl dl-16-hydroxy-1-phenoxyme      thyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-octene hexyl] 13-trans      prostene   cyclopent-2-en-1-one           PRODUCT PROSTAGLANDIN OF EXAMPLE VINYL TIN CYCLOPENTENONE THE      11-DEOXY PGE1 SERIES        69 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[6-phenoxyacetyl      dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-bromomethyl-  4-trimethylsilyl      oxy-1-nonene hexyl] 20-methyl-13-trans prostene   cyclopent-2-en-1-one           PRODUCT PROSTAGLANDIN OF EXAMPLE VINYL IODIDE CYCLOPENTENONE THE      11-DEOXY PGE1 SERIES        70 1-trans-iodo-4-allenyl- 2-[6-phenoxyacetyl dl-16-hydroxy-1-phenoxyme      thyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-nonene hexyl] 20-methyl      -13-trans prostene   cyclopent-2-en-1-one           PRODUCT PROSTAGLANDIN OF EXAMPLE VINYL TIN CYCLOPENTENONE THE      11-DEOXY PGE1 SERIES        71 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[6-phenoxyacetyl      dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-bromomethyl-  4-trimethylsilyl      oxy-1-decene hexyl] 20-ethyl-13-trans prostene   cyclopent-2-en-1-one           PRODUCT PROSTAGLANDIN OF EXAMPLE VINYL IODIDE CYCLOPENTENONE THE      11-DEOXY PGE1 SERIES        72 1-trans-iodo-4-allenyl- 2-[6-phenoxyacetyl dl-16-hydroxy-1-phenoxyme      thyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-decene hexyl] 20-ethyl-      13-trans prostene   cyclopent-2-en-1-one           PRODUCT PROSTAGLANDIN OF EXAMPLE VINYL TIN CYCLOPENTENONE THE      11-DEOXY PGE1 SERIES        73 1-trans-tri-n-butylstannyl-7-thia 2-[7-phenoxyacetyl dl-16-hydroxy-1      -phenoxymethyl-1,9-dioxo-  4-trimethylsilyloxy-1-octene heptyl] 19-thia-2      -homo-13-trans prostene   cyclopent-2-en-1-one 74 1-trans-tri-n-butylstan      nyl-4-methyl-7-thia 2-[7-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-      dioxo-16-methyl-  4-trimethylsilyloxy-1-octene heptyl] 19-thia-2-homo-13-      trans prostene   cyclopent-2-en-1-one 75 1-trans-tri-n-butylstannyl-7-oxa       2-[7-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-  4-trimethyl      silyloxy-1-octene heptyl] 19-oxa-2-homo-13-trans prostene   cyclopent-2-e      n-1-one 76 1-trans-tri-n-butylstannyl-4-methyl-7-oxa 2-[7-phenoxyacetyl      dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1      -octene heptyl] 19-oxa-2-homo-13-trans prostene   cyclopent-2-en-1-one77      1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[7-phenoxyacetyl dl-16-hydrox      y-1-phenoxymethyl-1,9-dioxo-16-bromomethyl-  4-trimethylsilyloxy-1-hepten      e heptyl] 20-nor-2-homo-13-trans prostene   cyclopent-2-en-1-one           PRODUCT PROSTAGLANDIN OF EXAMPLE VINYL IODIDE CYCLOPENTENONE THE      11-DEOXY PGE1 SERIES        78 1-trans-iodo-4-allenyl- 2-[7-phenoxyacetyl dl-16-hydroxy-1-phenoxyme      thyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-heptene heptyl]      20-nor-2-homo-13-trans prostene   cyclopent-2-en-1-one           PRODUCT PROSTAGLANDIN OF EXAMPLE VINYL TIN CYCLOPENTENONE THE      11-DEOXY PGE1 SERIES        79 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[7-phenoxyacetyl      dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-bromomethyl-  4-trimethylsilyl      oxy-1-octene heptyl] 2-homo-13-trans prostene   cyclopent-2-en-1-one           PRODUCT PROSTAGLANDIN OF EXAMPLE VINYL IODIDE CYCLOPENTENONE THE      11-DEOXY PGE1 SERIES        80 1-trans-iodo-4-allenyl- 2-[7-phenoxyacetyl dl-16-hydroxy-1-phenoxyme      thyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-octene heptyl]      2-homo-13-trans prostene   cyclopent-2-en-1-one           PRODUCT PROSTAGLANDIN OF EXAMPLE VINYL TIN CYCLOPENTENONE THE      11-DEOXY PGE1 SERIES        81 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[7-phenoxyacetyl      dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-bromomethyl-  4-trimethylsilyl      oxy-1-nonene heptyl] 20-methyl-2-homo-13-trans prostene   cyclopent-2-en-      1-one           PRODUCT PROSTAGLANDIN OF EXAMPLE VINYL IODIDE CYCLOPENTENONE THE      11-DEOXY PGE1 SERIES        82 1-trans-iodo-4-allenyl- 2-[7-phenoxyacetyl dl-16-hydroxy-1-phenoxyme      thyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-nonene heptyl]      20-methyl-2-homo-13-trans prostene   cyclopent-2-en-1-one           PRODUCT PROSTAGLANDIN OF EXAMPLE VINYYL TIN CYCLOPENTENONE THE      11-DEOXY PGE1 SERIES        83 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[7-phenoxyacetyl      dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-bromomethyl-  4-trimethylsilyl      oxy-1-decene heptyl] 20-ethyl-2-homo-13-trans prostene   cyclopent-2-en-1      -one           PRODUCT PROSTAGLANDIN OF EXAMPLE VINYL IODIDE CYCLOPENTENONE THE      11-DEOXY PGE1 SERIES        84 1-trans-iodo-4-allenyl- 2-[7-phenoxyacetyl dl-16-hydroxy-1-phenoxyme      thyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-decene heptyl]      20-ethyl-2-homo-13-trans prostene   cyclopent-2-en-1-one

    TABLE X       EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES       1 1-trans-tri-n-butylstannyl-7-thia 2-[5-phenoxyacetyl dl-11a,16-dihydro      xy-1-phenoxymethyl-1,9-dioxo-  4-triethylsilyloxy-1-octene pent-2-cis-eny      l]-4-trimethylsiloxy 19-thia-2-nor-5-cis-13-trans prostadiene   cyclopent      -2-en-1-one       2 1-trans-tri-n-butylstannyl-4-methyl-7-thia 2-[5-phenoxyacetyl      dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsily      loxy-1-octene pent-2-cis-enyl]-4-trimethylsiloxy 19-thia-2-nor-5-cis-13-t      rans prostadiene   cyclopent-2-en-1-one       3 1-trans-tri-n-butylstannyl-7-oxa 2-[5-phenoxyacetyl dl-11a,16-dihydrox      y-1-phenoxymethyl-1,9-dioxo-  4-triethylsilyloxy-1-octene pent-2-cis-enyl      ]-4-trimethylsiloxy 19-oxa-2-nor-5-cis-13-trans prostadiene   cyclopent-2      -en-1-one       4 1-trans-tri-n-butylstannyl-4-methyl-7-oxa 2-[5-phenoxyacetyl dl-11a,16      -dihydroxy-1-phenoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-oc      tene pent-2-cis-enyl]-4-trimethylsiloxy 19-oxa-2-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one       5 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[5-phenoxyacetyl dl-11a,16      -dihydroxy-1-phenoxymethyl-1,9-dioxo-16-bromomethyl-  4-trimethylsilyloxy      -1-heptene pent-2-cis-enyl]-4-trimethylsiloxy 20-nor-2-nor-5-cis-13-trans       prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES       6 1-trans-iodo-4-allenyl- 2-[5-phenoxyacetyl dl-11a,16-dihydroxy-1-pheno      xymethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-heptene pent-2-cis-      enyl]-4-trimethylsiloxy 20-nor-2-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES         7 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[5-phenoxyacetyl      dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-bromomethyl-  4-trimethy      lsilyloxy-1-octene pent-2-cis-enyl]-4-trimethylsiloxy 2-nor-5-cis-13-tran      s prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES       8 1-trans-iodo-4-allenyl- 2-[5-phenoxyacetyl dl-11a,16-dihydroxy-1-pheno      xymethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-octene pent-2-cis-e      nyl]-4-trimethylsiloxy 2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-      1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES         9 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[5-phenoxyacetyl      dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-bromomethyl-  4-trimethy      lsilyloxy-1-nonene pent-2-cis-enyl]-4-trimethylsiloxy 20-methyl-2-nor-5-c      is-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        10 1-trans-iodo-4-allenyl- 2-[5-phenoxyacetyl dl-11a,16-dihydroxy-1-phe      noxymethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-nonene pent-2-cis      -enyl]-4-trimethylsiloxy 20-methyl-2-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        11 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[5-phenoxyacetyl      dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-bromomethyl-  4-trimethy      lsilyloxy-1-decene pent-2-cis-enyl]-4-trimethylsiloxy 20-ethyl-2-nor-5-ci      s-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        12 1-trans-iodo-4-allenyl- 2-[5-phenoxyacetyl dl-11a,16-dihydroxy-1-phe      noxymethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-decene pent-2-cis      -enyl]-4-trimethylsiloxy 20-ethyl-2-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        13 1-trans-tri-n-butylstannyl-7-thia 2-[6-phenoxyacetyl dl-11a,16-dihyd      roxy-1-phenoxymethyl-1,9-dioxo-  4-triethylsilyloxy-1-octene hex-2-cis-en      yl]-4-trimethylsiloxy 19-thia-5-cis-13-trans prostadiene   cyclopent-2-en      -1-one 14 1-trans-tri-n-butylstannyl-4-methyl-7-thia 2-[6-phenoxyacetyl      dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsily      loxy-1-octene hex-2-cis-enyl]-4-trimethylsiloxy 19-thia-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 15 1-trans-tri-n-butylstannyl-7-oxa      2-[6-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-      4-triethylsilyloxy-1-octene hex-2-cis-enyl]-4-trimethylsiloxy 19-oxa-5-ci      s-13-trans prostadiene   cyclopent-2-en-1-one 16 1-trans-tri-n-butylstann      yl-4-methyl-7-oxa 2-[6-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymethyl-      1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-octene hex-2-cis-enyl]-4-trim      ethylsiloxy 19-oxa-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 17      1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[6-phenoxyacetyl dl-11a,16-di      hydroxy-1-phenoxymethyl-1,9-dioxo-16-bromomethyl-  4-trimethylsilyloxy-1-      heptene hex-2-cis-enyl]-4-trimethylsiloxy 20-nor-5-cis-13-trans prostadie      ne   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        18 1-trans-iodo-4-allenyl- 2-[6-phenoxyacetyl dl-11a,16-dihydroxy-1-phe      noxymethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-heptene hex-2-cis      -enyl]-4-trimethylsiloxy 20-nor-5-cis-13-trans prostadiene   cyclopent-2-      en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        19 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[6-phenoxyacetyl      dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-bromomethyl-  4-trimethy      lsilyloxy-1-octene hex-2-cis-enyl]-4-trimethylsiloxy 5-cis-13-trans      prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        20 1-trans-iodo-4-allenyl- 2-[6-phenoxyacetyl dl-11a,16-dihydroxy-1-phe      noxymethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-octene hex-2-cis-      enyl]-4-trimethylsiloxy 5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        21 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[6-phenoxyacetyl      dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-bromomethyl-  4-trimethy      lsilyloxy-1-nonene hex-2-cis-enyl-]-4-trimethylsiloxy 20-methyl-5-cis-13-      trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        22 1-trans-iodo-4-allenyl- 2-[6-phenoxyacetyl dl-11a,16-dihydroxy-1-phe      noxymethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-nonene hex-2-cis-      enyl]-4-trimethylsiloxy 20-methyl-5-cis-13-trans prostadiene   cyclopent-      2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        23 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[6-phenoxyacetyl      dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-bromomethyl-  4-trimethy      lsilyloxy-1-decene hex-2-cis-enyl]-4-trimethylsiloxy 20-ethyl-5-cis-13-tr      ans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        24 1-trans-iodo-4-allenyl- 2-[6-phenoxyacetyl dl-11a,16-dihydroxy-1-phe      noxymethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-decene hex-2-cis-      enyl]-4-trimethylsiloxy 20-ethyl-5-cis-13-trans prostadiene   cyclopent-2      -en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        25 1-trans-tri-n-butylstannyl-7-thia 2-[7-phenoxyacetyl dl-11a,16-dihyd      roxy-1-phenoxymethyl-1,9-dioxo-  4-triethylsilyloxy-1-octene hept-2-cis-e      nyl]-4-trimethylsiloxy 19-thia-2-homo-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 26 1-trans-tri-n-butylstannyl-4-methyl-7-thia      2-[7-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-methy      l-  4-trimethylsilyloxy-1-octene hept-2-cis-enyl]-4-trimethylsiloxy      19-thia-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 27      1-trans-tri-n-butylstannyl-7-oxa 2-[7-phenoxyacetyl dl-11a,16-dihydroxy-1      -phenoxymethyl-1,9-dioxo-  4-triethylsilyloxy-1-octene hept-2-cis-enyl]-4      -trimethylsiloxy 19-oxa-2-homo-5-cis-13-trans prostadiene   cyclopent-2-e      n-1-one 28 1-trans-tri-n-butylstannyl-4-methyl-7-oxa 2-[7-phenoxyacetyl      dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsily      loxy-1-octene hept-2-cis-enyl]-4-trimethylsiloxy 19-oxa-2-homo-5-cis-13-t      rans prostadiene   cyclopent-2-en-1-one 29 1-trans-tri-n-butylstannyl-4-b      romomethyl- 2-[7-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-di      oxo-16-bromomethyl-  4-trimethylsilyloxy-1-heptene hept-2-cis-enyl]-4-tri      methylsiloxy 20-nor-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-      one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        30 1-trans-iodo-4-allenyl- 2-[7-phenoxyacetyl dl-11a,16-dihydroxy-1-phe      noxymethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-heptene hept-2-ci      s-enyl]-4-trimethylsiloxy 20-nor-2-homo-5-cis-13-trans prostadiene      cyclopent-2-en-1-one       EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        31 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[7-phenoxyacetyl      dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-bromomethyl-  4-trimethy      lsilyloxy-1-octene hept-2-cis-enyl]-4-trimethylsiloxy 2-homo-5-cis-13-tra      ns prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        32 1-trans-iodo-4-allenyl- 2-[7-phenoxyacetyl dl-11a,16-dihydroxy-1-phe      noxymethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-octene hept-2-cis      -enyl]-4-trimethylsiloxy 2-homo-5-cis-13-trans prostadiene   cyclopent-2-      en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        33 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[7-phenoxyacetyl      dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-bromomethyl-  4-trimethy      lsilyloxy-1-nonene hept-2-cis-enyl]-4-trimethylsiloxy 20-methyl-2-homo-5-      cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        34 1-trans-iodo-4-allenyl- 2-[7-phenoxyacetyl dl-11a,16-dihydroxy-1-phe      noxymethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-nonene hept-2-cis      -enyl]-4-trimethylsiloxy 20-methyl-2-homo-5-cis-13-trans prostadiene      cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        35 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[7-phenoxyacetyl      dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-bromomethyl-  4-trimethy      lsilyloxy-1-decene hept-2-cis-enyl]-4-trimethylsiloxy 20-ethyl-2-homo-5-c      is-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        36 1-trans-iodo-4-allenyl- 2-[7-phenoxyacetyl dl-11a,16-dihydroxy-1-phe      noxymethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-decene hept-2-cis      -enyl]-4-trimethylsiloxy 20-ethyl-2-homo-5-cis-13-trans prostadiene      cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        37 1-trans-tri-n-butylstannyl-7-thia 2-[6-phenoxyacetyl nat-11a,16-dihy      droxy-1-phenoxymethyl-1,9-dioxo-  4-triethylsilyloxy-1-octene hex-2-cis-e      nyl]-4R-trimethylsiloxy 19-thia-5-cis-13-trans prostadiene   cyclopent-2-      en-1-one 38 1-trans-tri-n-butylstannyl-4-methyl-7-thia 2-[6-phenoxyacetyl       nat-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsi      lyloxy-1-octene hex-2-cis-enyl]-4R-trimethylsiloxy 19-thia-5-cis-13-trans       prostadiene   cyclopent-2-en-1-one 39 1-trans-tri-n-butylstannyl-7-oxa      2-[6-phenoxyacetyl nat-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-      4-triethylsilyloxy-1-octene hex-2-cis-enyl]-4R-trimethylsiloxy 19-oxa-5-c      is-13-trans prostadiene   cyclopent-2-en-1-one 40 1-trans-tri-n-butylstan      nyl-4-methyl-7-oxa 2-[6-phenoxyacetyl nat-11a,16-dihydroxy-1-phenoxymethy      l-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-octene hex-2-cis-enyl]-4R-t      rimethylsiloxy 19-oxa-5-cis-13-trans prostadiene   cyclopent-2-en-1-one      41 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[6-phenoxyacetyl nat-11a,1      6-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-bromomethyl-  4-trimethylsilylox      y-1-heptene hex-2-cis-enyl]-4R-trimethylsiloxy 20-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        42 1-trans-iodo-4-allenyl- 2-[6-phenoxyacetyl nat-11a,16-dihydroxy-1-ph      enoxymethyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-heptene      hex-2-cis-enyl]-4R-trimethylsiloxy 20-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        43 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[6-phenoxyacetyl      nat-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-bromomethyl-  4-trimeth      ylsilyloxy-1-octene hex-2-cis-enyl]-4R-trimethylsiloxy 5-cis-13-trans      prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        44 1-trans-iodo-4-allenyl- 2-[6-phenoxyacetyl nat-11a,16-dihydroxy-1-ph      enoxymethyl-1,9-dioxo-16-allenyl-  4-trimethylsiloxy-1-octene hex-2-cis-e      nyl]-4R-trimethylsiloxy 5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        45 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[6-phenoxyacetyl      nat-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-bromomethyl-  4-trimeth      ylsilyloxy-1-nonene hex-2-cis-enyl]-4R-trimethylsiloxy 20-methyl-5-cis-13      -trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        46 1-trans-iodo-4-allenyl- 2-[5-phenoxyacetyl dl-16-hydroxy-1-phenoxyme      thyl-1,9-dioxo-  4-trimethylsilyloxy-1-nonene pent-2-cis-enyl] 19-thia-2-      nor-5-cis-13-trans prostadiene  1-trans-tri-n-butylstannyl-7-thia      cyclopent-2-en-1-one  4-triethylsilyloxy-1-octene        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        50 1-trans-tri-n-butylstannyl-4-methyl-7-thia 2-[5-phenoxyacetyl      dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1      -octene pent-2-cis-enyl] 19-thia-2-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 51 1-trans-tri-n-butylstannyl-7-oxa 2-[5-phenoxyacet      yl dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-  4-triethylsilyloxy-1-octene      pent-2-cis-enyl] 19-oxa-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en      -1-one 52 1-trans-tri-n-butylstannyl-4-methyl-7-oxa 2-[5-phenoxyacetyl      dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1      -octene pent-2-cis-enyl] 19-oxa-2-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 53 1-trans-tri-n-butylstannyl-4-bromomethyl-      2-[5-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-bromomethyl      -  4-trimethylsilyloxy-1-heptene pent-2-cis-enyl] 20-nor-2-nor-5-cis-13-t      rans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        54 1-trans-iodo-4-allenyl- 2-[5-phenoxyacetyl dl-16-hydroxy-1-phenoxyme      thyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-heptene pent-2-cis-enyl      ]   20-nor-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        55 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[5-phenoxyacetyl      dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-bromomethyl-  4-trimethylsilyl      oxy-1-octene pent-2-cis-enyl] 2-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        56 1-trans-iodo-4-allenyl- 2-[5-phenoxyacetyl dl-16-hydroxy-1-phenoxyme      thyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-octene pent-2-cis-enyl]       2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLENDIN OF THE 11-DEOXY      PGE2 SERIES        57 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[5 phenoxyacetyl      dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-bromomethyl-  4-trimethylsilyl      oxy-1-nonene pent-2-cis-enyl] 20-methyl-2-nor-5-cis-13-trans prostadiene        cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        58 1-trans-iodo-4-allenyl- 2-[5-phenoxyacetyl dl-16-hydroxy-1-phenoxyme      thyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-nonene pent-2-cis-enyl]       20-methyl-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        59 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[5-phenoxyacetyl      dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-bromomethyl-  4-trimethylsilyl      oxy-1-decene pent-2-cis-enyl] 20-ethyl-2-nor-5-cis-13-trans prostadiene       cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        60 1-trans-iodo-4-allenyl- 2-[5-phenoxyacetyl dl-16-hydroxy-1-phenoxyme      thyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-decene pent-2-cis-enyl]         20-ethyl-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        61 1-trans-tri-n-butylstannyl-7-thia 2-[6-phenoxyacetyl dl-16-hydroxy-1      -phenoxymethyl-1,9-dioxo-  4-triethylsilyloxy-1-octene hex-2-cis-enyl]      19-thia-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 62 1-trans-tri-      n-butylstannyl-4-methyl-7-thia 2-[6-phenoxyacetyl dl-16-hydroxy-1-phenoxy      methyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-octene hex-2-cis-enyl]       19-thia-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 63 1-trans-tri      -n-butylstannyl-7-oxa 2-[6-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,      9-dioxo-  4-triethylsilyloxy-1-octene hex-2-cis-enyl] 19-oxa-5-cis-13-tra      ns prostadiene   cyclopent 2-en-1-one 64 1-trans-tri-n-butylstannyl-4-met      hyl-7-oxa 2-[6-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-m      ethyl-  4-trimethylsilyloxy-1-octene hex-2-cis-enyl] 19-oxa-5-cis-13-tran      s prostadiene   cyclopent-2-en-1-one 65 1-trans-tri-n-butylstannyl-4-brom      omethyl- 2-[6-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-br      omomethyl-  4-trimethylsilyloxy-1-heptene hex-2-cis-enyl] 20-nor-5-cis-13      -trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        66 1-trans-iodo-4-allenyl- 2-[6-phenoxyacetyl dl-16-hydroxy-1-phenoxyme      thyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-heptene hex-2-cis-enyl]       20-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        67 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[6-phenoxyacetyl      dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-bromomethyl-  4-trimethylsilyl      oxy-1-octene hex-2-cis-enyl] 5-cis-13-trans prostadiene   cyclopent-2-en-      1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        68 1-trans-iodo-4-allenyl- 2-[6-phenoxyacetyl dl-16-hydroxy-1-phenoxyme      thyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-octene hex-2-cis-enyl]      5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        69 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[6-phenoxyacetyl      dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-bromomethyl-  4-trimethylsilyl      oxy-1-nonene hex-2-cis-enyl] 20-methyl-5-cis-13-trans prostadiene      cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        70 1-trans-iodo-4-allenyl- 2-[6-phenoxyacetyl dl-16-hydroxy-1-phenoxyme      thyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-nonene hex-2-cis-enyl]      20-methyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        71 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[6-phenoxyacetyl      dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-bromomethyl-  4-trimethylsilyl      oxy-1-decene hex-2-cis-enyl] 20-ethyl-5-cis-13-trans prostadiene      cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        72 1-trans-iodo-4-allenyl- 2-[6-phenoxyacetyl dl-16-hydroxy-1-phenoxyme      thyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-decene hex-2-cis-enyl]      20-ethyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        73 1-trans-tri-n-butylstannyl-7-thia 2-[7-phenoxyacetyl dl-16-hydroxy-1      -phenoxymethyl-1,9-dioxo-  4-triethylsilyloxy-1-octene hept-2-cis-enyl]      19-thia-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 74      1-trans-tri-n-butylstannyl-4-methyl-7-thia 2-[7-phenoxyacetyl dl-16-hydro      xy-1-phenoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-octene      hept-2-cis-enyl] 19-thia-2-homo-5-cis-trans prostadiene   cyclopent-2-en-      1-one 75 1-trans-tri-n-butylstannyl-7-oxa 2-[7-phenoxyacetyl dl-16-hydrox      y-1-phenoxymethyl-1,9-dioxo-  4-triethylsilyloxy-1-octene hept-2-cis-enyl      ] 19-oxa-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 76      1-trans-tri-n-butylstannyl-4-methyl-7-oxa 2-[7-phenoxyacetyl dl-16-hydrox      y-1-phenoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-octene      hept-2-cis-enyl] 19-oxa-2-homo-5-cis-13-trans prostadiene   cyclopent-2-e      n-1-one 77 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[7-phenoxyacetyl      dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-bromomethyl-  4-trimethylsilyl      oxy-1-heptene hept-2-cis-enyl] 20-nor-2-homo-5-cis-13-trans prostadiene       cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        78 1-trans-iodo-4-allenyl- 2-[7-phenoxyacetyl dl-16-hydroxy-1-phenoxyme      thyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-heptene hept-2-cis-enyl      ] 20-nor-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        79 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[7-phenoxyacetyl      dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-bromomethyl-  4-trimethylsilyl      oxy-1-octene hept-2-cis-enyl] 2-homo-5-cis-13-trans prostadiene      cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        80 1-trans-iodo-4-allenyl- 2-[7-phenoxyacetyl dl-16-hydroxy-1-phenoxyme      thyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-octene hept-2-cis-enyl]       2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        81 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[7-phenoxyacetyl      dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-bromomethyl-  4-trimethylsilyl      oxy-1-nonene hept-2-cis-enyl] 20-methyl-2-homo-5-cis-13-trans prostadiene         cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        82 1-trans-iodo-4-allenyl- 2-[7-phenoxyacetyl dl-16-hydroxy-1-phenoxyme      thyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-nonene hept-2-cis-enyl]       20-methyl-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES       83 1-trans-tri-n-butylstannyl-4-bromomethyl- 2-[7-phenoxyacetyl      dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-bromomethyl-  4-trimethylsilyl      oxy-1-decene hept-2-cis-enyl] 20-ethyl-2-homo-5-cis-13-trans prostadiene        cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        84 1-trans-iodo-4-allenyl- 2-[7-phenoxyacetyl dl-16-hydroxy-1-phenoxyme      thyl-1,9-dioxo-16-allenyl-  4-trimethylsilyloxy-1-decene hept-2-cis-enyl]       20-ethyl-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one

    TABLE XI       EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES       1 1-trans-iodo- 2-[5-phenoxyacetyl dl-11a,15a-dihydroxy-1-phenoxymethyl-      1,9-dioxo-  3-triphenylmethoxy-1-heptene pent-2-cis-enyl]-4-trimethylsilo      xy 20-nor-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one  2      1-trans-iodo-3-methyl- 2-[5-phenoxyacetyl dl-11a,15a-dihydroxy-1-phenoxym      ethyl-1,9-dioxo-15-methyl-  3-trimethylsilyloxy-1-heptene pent-2-cis-enyl      ]-4-trimethylsiloxy 20-nor-2-nor-5-cis-13-trans prostadiene   cyclopent-2      -en-1-one       3 1-trans-iodo-4,4-dimethyl 2-[5-phenoxyacetyl dl-11a,15a-dihydroxy-1-ph      enoxymethyl-1,9-dioxo-  3-trimethylsilyloxy-1-heptene pent-2-cis-enyl]-4-      trimethylsiloxy 16,16-dimethyl-20-nor-2-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one  4 1-trans-iodo-5,5-dimethyl 2-[5-phenoxyacetyl      dl,11a,15a-dihydroxy-1-phenoxymethyl-1,9-dioxo-  3-triphenylmethoxy-1-oct      ene pent-2-cis-enyl]-4-trimethylsiloxy 17,17-dimethyl-2-nor-5-cis-13-tran      s prostadiene   cyclopent-2-en-1-one       5 1-trans-iodo-4-methyl 2-[5-phenoxyacetyl dl-11a,15a-dihydroxy-1-phenox      ymethyl-1,9-dioxo-  3-triphenylmethoxy-1-octene pent-2-cis-enyl]-4-trimet      hylsiloxy 16-methyl-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-o      ne       6 1-trans-iodo-4,4-trimethylene 2-[5-phenoxyacetyl dl-11a,15a-dihydroxy-      1-phenoxymethyl-1,9-dioxo-  3-trimethylsilyloxy-1-heptene pent-2-cis-enyl      ]-4-trimethylsiloxy 16,16-trimethylene-20-nor-2-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES       7 1-trans-tri-n-butylstannyl-3-vinyl- 2-[5-phenoxyacetyl dl-11a,15a-dihy      droxy-1-phenoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-heptene      pent-2-cis-enyl]-4-trimethylsiloxy 20-nor-2-nor-5-cis-13-trans prostadien      e   cyclopent-2-en-1-one  8 1-trans-tri-n-butylstannyl-4-phenoxy      2-[5-phenoxyacetyl dl-11a,15a-dihydroxy-1-phenoxymethyl-1,9-dioxo-      3-triethylsilyloxy-1-butene pent-2-cis-enyl]-4-trimethylsiloxy 16-phenoxy      -2-nor-17-20-tetranor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one      9 1-trans-tri-n-butylstannyl-4-(p-fluorophenoxy) 2-[5-phenoxyacetyl      dl-11a,15a-dihydroxy-1-phenoxymethyl-1,9-dioxo-  3-triethylsilyloxy-1-but      ene pent-2-cis-enyl]-4-trimethylsiloxy 16-(p-fluorophenoxy)-2-nor-17-20-t      etranor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one       10 1-trans-tri-n-butylstannyl-4-(m-chlorophenoxy) 2-[5-phenoxyacetyl      dl-11a,15a-dihydroxy-1-phenoxymethyl-1,9-dioxo-  3-triethylsilyloxy-1-but      ene pent-2-cis-enyl]-4-trimethylsiloxy 16-(m-chlorophenoxy)-2-nor-17-20-t      etranor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one       11 1-trans-tri-n-butylstannyl-4-(m-trifluoromethylphenoxy) 2-[5-phenoxya      cetyl dl-11a,15a-dihydroxy-1-phenoxymethyl-1,9-dioxo-  3-triethylsilyloxy      -1-butene pent-2-cis-enyl]-4-trimethylsiloxy 16-(m-trifluoromethylphenoxy      )-2-nor-17-20-tetranor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES       12 1-trans-iodo-5-phenyl 2-[5-phenoxyacetyl dl-11a,15a-dihydroxy-1-pheno      xymethyl-1,9-dioxo-  3-triethylsilyloxy-1-pentene pent-2-cis-enyl]-4-trim      ethylsiloxy 17-phenyl-2-nor-18-20-trinor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one       13 1-trans-iodo-4,4-dimethyl-5-phenyl 2-[5-phenoxyacetyl dl-11a,15a-dihy      droxy-1-phenoxymethyl-1,9-dioxo-  3-triethylsilyloxy-1-pentene pent-2-cis      -enyl]-4-trimethylsiloxy 16,16-dimethyl-17-phenyl-2-nor-18-20-trinor-5-ci      s-13-trans prostadiene   cyclopent-2-en-1-one       14 1-trans-iodo-4-cyclopentyl 2-[5-phenoxyacetyl dl-11a,15a-dihydroxy-1-      phenoxymethyl-1,9-dioxo-  3-triphenylmethoxy-1-butene pent-2-cis-enyl]-4-      trimethylsiloxy 16-cyclopentyl-2-nor-17-20-tetranor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one  15 1-trans-iodo-4-cyclohexyl      2-[5-phenoxyacetyl dl-11a,15a-dihydroxy-1-phenoxymethyl-1,9-dioxo-      3-triphenylmethoxy-1-butene pent-2-cis-enyl]-4-trimethylsiloxy 16-cyclohe      xyl-2-nor-17-20-tetranor-5-cis-13-trans prostadiene   cyclopent-2-en-1-on      e       16 1-trans-iodo- 2-[5-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymethyl-      1,9-dioxo-  4-triphenylmethoxy-1-heptene pent-2-cis-enyl]-4-trimethylsilo      xy 20-nor-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES       17 1-trans-tri-n-butylstannyl-4-methyl- 2-[5-phenoxyacetyl dl-11a,16-dih      ydroxy-1-phenoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-hepten      e pent-2-cis-enyl]-4-trimethylsiloxy 20-nor-2-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one       18 1-trans-tri-n-butylstannyl-4-ethyl- 2-[5-phenoxyacetyl dl-11a,16-dihy      droxy-1-phenoxymethyl-1,9-dioxo-16-ethyl-  4-trimethylsilyloxy-1-octene      pent-2-cis-enyl]-4-trimethylsiloxy 2-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one       19 1-trans-tri-n-butylstannyl-5-methyl 2-[5-phenoxyacetyl dl-11a,16-dihy      droxy-1-phenoxymethyl-1,9-dioxo-  4-trimethylsilyloxy-1-heptene pent-2-ci      s-enyl]-4-trimethylsiloxy 17-methyl-20-nor-2-nor-5-cis-13-trans prostadie      ne   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES       20 1-trans-iodo-5,5-dimethyl 2-[5-phenoxyacetyl dl-11a,16-dihydroxy-1-ph      enoxymethyl-1,9-dioxo-  4-trimethylsilyloxy-1-octene pent-2-cis-enyl]-4-t      rimethylsiloxy 17,17-dimethyl-2-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES       21 1-trans-tri-n-butylstannyl-4-vinyl- 2-[5-phenoxyacetyl dl-11a,16-dihy      droxy-1-phenoxymethyl-1,9-dioxo-16-vinyl-  4-trimethylsilyloxy-1-heptene      pent-2-cis-enyl]-4-trimethylsiloxy 20-nor-2-nor-5-cis-13-trans prostadien      e   cyclopent-2-en-1-one  22 1-trans-tri-n-butylstannyl-4-cyclopropyl-      2-[5-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-cyclo      propyl-  4-trimethylsilyloxy-1-octene pent-2-cis-enyl]-4-trimethylsiloxy      2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one       23 1-trans-tri-n-butylstannyl-4-trimethylsilylethynyl- 2-[5-phenoxyacety      l dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-ethynyl-  4-trimethyls      ilyloxy-1-heptene pent-2-cis-enyl]-4-trimethylsiloxy 20-nor-2-nor-5-cis-1      3-trans prostadiene   cyclopent-2-en-1-one       24 1-trans-tri-n-butylstannyl-5-methylene 2-[5-phenoxyacetyl dl-11a,16-d      ihydroxy-1-phenoxymethyl-1,9-dioxo-  4-triethylsilyloxy-1-heptene      pent-2-cis-enyl]-4-trimethylsiloxy 17-methylene-20-nor-2-nor-5-cis-13-tra      ns prostadiene   cyclopent-2-en-1-one       25 1-trans-tri-n-butylstannyl-4-methyl-5-methylene 2-[5-phenoxyacetyl      dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsily      loxy-1-heptene pent-2-cis-enyl]-4-trimethylsiloxy 17-methylene-20-nor-2-n      or-5-cis-13-trans prostadiene   cyclopent-2-en-1-one       26 1-trans-tri-n-butylstannyl-4-dimethoxymethyl- 2-[5-phenoxyacetyl      dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-formyl-  4-trimethylsily      loxy-1-heptene pent-2-cis-enyl]-4-trimethylsiloxy 20-nor-2-nor-5-cis-13-t      rans prostadiene   cyclopent-2-en-1-one       27 1-trans-tri-n-butylstannyl-4-fluoromethyl- 2-[5-phenoxyacetyl      dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-fluoromethyl-  4-trimeth      ylsilyloxy-1-heptene pent-2-cis-enyl]-4-trimethylsiloxy 20-nor-2-nor-5-ci      s-13-trans prostadiene   cyclopent-2-en-1-one       28 1-trans-tri-n-butylstannyl-4-difluoromethyl- 2-[5-phenoxyacetyl      dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-difluoromethyl-      4-trimethylsilyloxy-1-heptene pent-2-cis-enyl]  -4-trimethylsiloxy      20-nor-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one  29      1-trans-tri-n-butylstannyl-4-trifluoromethyl- 2-[5-phenoxyacetyl      dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-trifluoromethyl-      4-trimethylsilyloxy-1-heptene pent-2-cis-enyl]-4-trimethylsiloxy      20-nor-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one  30      1-trans-tri-n-butylstannyl-4-chloromethyl- 2-[5-phenoxyacetyl dl-11a,16-d      ihydroxy-1-phenoxymethyl-1,9-dioxo-16-chloromethyl-  4-trimethylsilyloxy-      1-heptene pent-2-cis-enyl]-4-trimethylsiloxy 20-nor-2-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one       31 1-trans-tri-n-butylstannyl-4-trimethylsilyloxymethyl- 2-[5-phenoxyace      tyl dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-hydroxymethyl-      4-trimethylsilyloxy-1-heptene pent-2-cis-enyl]-4-trimethylsiloxy      20-nor-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES       32 1-trans-iodo-4-methyl-7-chloro 2-[5-phenoxyacetyl dl-11a,16-dihydroxy      -1-phenoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-heptene      pent-2-cis-enyl]-4-trimethylsiloxy 19-chloro-2-nor-20-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one  33 1-trans-iodo- 2-[5-phenoxyacetyl      dl-11a,15a-dihydroxy-1-phenoxymethyl-1,9-dioxo-  3-triphenylmethoxy-1-oct      ene pent-2-cis-enyl]-4-trimethylsiloxy 2-nor-5-cis-13-trans prostadiene       cyclopent-2-en-1-one  34 1-trans-iodo-3-methyl- 2-[5-phenoxyacetyl      dl-11a,15a-dihydroxy-1-phenoxymethyl-1,9-dioxo-15-methyl-  3-trimethylsil      yloxy-1-octene pent-2-cis-enyl]-4-trimethylsiloxy 2-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one  35 1-trans-iodo-4,4-dimethyl      2-[5-phenoxyacetyl dl-11a,15a-dihydroxy-1-phenoxymethyl-1,9-dioxo-      3-trimethylsilyloxy-1-octene pent-2-cis-enyl]-4-trimethylsiloxy 16,16-dim      ethyl-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one  36      1-trans-iodo-4,4-trimethylene 2-[5-phenoxyacetyl dl-11a,15a-dihydroxy-1-p      henoxymethyl-1,9-dioxo-  3-trimethylsilyloxy-1-octene pent-2-cis-enyl]-4-      trimethylsiloxy 16,16-trimethylene-2-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES       37 1-trans-tri-n-butylstannyl-3-vinyl- 2-[5-phenoxyacetyl dl-11a,15a-dih      ydroxy-1-phenoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-octene      pent-2-cis-enyl]-4-trimethylsiloxy 2-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES       38 1-trans-iodo- 2-[5-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymethyl-      1,9-dioxo-  4-triphenylmethoxy-1-octene pent-2-cis-enyl]-4-trimethylsilox      y 2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES       39 1-trans-tri-n-butylstannyl-4-methyl- 2-[5-phenoxyacetyl dl-11a,16-dih      ydroxy-1-phenoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-octene       pent-2-cis-enyl]-4-trimethylsiloxy 2-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one       40 1-trans-tri-n-butylstannyl-5-methyl 2-[5-phenoxyacetyl dl-11a,16-dihy      droxy-1-phenoxymethyl-1,9-dioxo-  4-trimethylsilyloxy-1-octene pent-2-cis      -enyl]-4-trimethylsiloxy 17-methyl-2-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one       41 1-trans-tri-n-butylstannyl-4-vinyl- 2-[5-phenoxyacetyl dl-11a,16-dihy      droxy-1-phenoxymethyl-1,9-dioxo-16-vinyl-  4-trimethylsilyloxy-1-octene      pent-2-cis-enyl]-4-trimethylsiloxy 2-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one       42 1-trans-tri-n-butylstannyl-4-trimethylsilylethynyl- 2-[5-phenoxyacety      l dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-ethynyl-  4-trimethyls      ilyloxy-1-octene pent-2-cis-enyl]-4-trimethylsiloxy 2-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one       43 1-trans-tri-n-butylstannyl-5-methylene 2-[5-phenoxyacetyl dl-11a,16-d      ihydroxy-1-phenoxymethyl-1,9-dioxo-  4-triethylsilyloxy-1-octene      pent-2-cis-enyl]-4-trimethylsiloxy 17-methylene-2-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one       44 1-trans-tri-n-butylstannyl-4-methyl-5-methylene 2-[5-phenoxyacetyl      dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsily      loxy-1-octene pent-2-cis-enyl]-4-trimethylsiloxy 17-methylene-2-nor-5-cis      -13-trans prostadiene   cyclopent-2-en-1-one       45 1-trans-tri-n-butylstannyl-4-dimethoxymethyl- 2-[5-phenoxyacetyl      dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-formyl-  4-trimethylsily      loxy-1-octene pent-2-cis-enyl]-4-trimethylsiloxy 2-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one       46 1-trans-tri-n-butylstannyl-4-fluoromethyl- 2-[5-phenoxyacetyl      dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-fluoromethyl-  4-trimeth      ylsilyloxy-1-octene pent-2-cis-enyl]-4-trimethylsiloxy 2-nor-5-cis-13-tra      ns prostadiene   cyclopent-2-en-1-one       47 1-trans-tri-n-butylstannyl-4-difluoromethyl- 2-[5-phenoxyacetyl      dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-difluoromethyl-      4-trimethylsilyloxy-1-octene pent-2-cis-enyl]-4-trimethylsiloxy 2-nor-5-c      is-13-trans prostadiene   cyclopent-2-en-1-one       48 1-trans-tri-n-butylstannyl-4-trifluoromethyl- 2-[5-phenoxyacetyl      dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-trifluoromethyl-      4-trimethylsilyloxy-1-octene pent-2-cis-enyl]-4-trimethylsiloxy 2-nor-5-c      is-13-trans prostadiene   cyclopent-2-en-1-one       49 1-trans-tri-n-butylstannyl-4-chloromethyl- 2-[5-phenoxyacetyl      dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-chloromethyl-  4-trimeth      ylsilyloxy-1-octene pent-2-cis-enyl]-4-trimethylsiloxy 2-nor-5-cis-13-tra      ns prostadiene   cyclopent-2-en-1-one       50 1-trans-tri-n-butylstannyl-4-trimethylsilyloxymethyl- 2-[5-phenoxyace      tyl dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-hyroxymethyl-      4-trimethylsilyloxy-1-octene pent-2-cis-enyl]-4-trimethylsiloxy 2-nor-5-c      is-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES       51 1-trans-iodo- 2-[5-phenoxyacetyl dl-11a,15a-dihydroxy-1-phenoxymethyl      -1,9-dioxo-  3-triphenylmethoxy-1-nonene pent-2-cis-enyl]-4-trimethylsilo      xy 20-methyl-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one  52      1-trans-iodo-3-methyl- 2-[5-phenoxyacetyl dl-11a,15a-dihydroxy-1-phenoxym      ethyl-1,9-dioxo-15-methyl-  3-trimethylsilyloxy-1-nonene pent-2-cis-enyl]      -4-trimethylsiloxy 20-methyl-2-nor-5-cis-13-trans prostadiene   cyclopent      -2-en-1-one       53 1-trans-iodo-4,4-dimethyl 2-[5-phenoxyacetyl dl-11a,15a-dihydroxy-1-p      henoxymethyl-1,9-dioxo-  3-trimethylsilyloxy-1-nonene pent-2-cis-enyl]-4-      trimethylsiloxy 16,16-dimethyl-20-methyl-2-nor-5-cis-13-trans prostadiene         cyclopent-2-en-1-one       54 1-trans-iodo-4,4-trimethylene 2-[5-phenoxyacetyldl-11a,15a-dihydroxy-      1-phenoxymethyl-1,9-dioxo-  3-trimethylsilyloxy-1-nonene pent-2-cis-enyl]      -4-trimethylsiloxy 16,16-trimethylene-20-methyl-2-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES       55 1-trans-tri-n-butylstannyl-3-vinyl- 2-[5-phenoxyacetyldl-11a,15a-dihy      droxy-1-phenoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-nonene      pent-2-cis-enyl]-4-trimethylsiloxy 20-methyl-2-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES       56 1-trans-iodo- 2-[5-phenoxyacetyldl-11a,16-dihydroxy-1-phenoxymethyl-1      ,9-dioxo-  4-triphenylmethoxy-1-nonene pent-2-cis-enyl]  -4-trimethylsilo      xy 20-methyl-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES       57 1-trans-tri-n-butylstannyl-4-methyl- 2-[5-phenoxyacetyldl-11a,16-dihy      droxy-1-phenoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-nonene      pent-2-cis-enyl]-4-trimethylsiloxy 20-methyl-2-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one       58 1-trans-tri-n-butylstannyl-5-methyl 2-[5-phenoxyacetyl dl-11a,16-dihy      droxy-1-phenoxymethyl-1,9-dioxo-  4-trimethylsilyloxy-1-nonene pent-2-cis      -enyl]-4-trimethylsiloxy 17-methyl-20-methyl-2-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one       59 1-trans-tri-n-butylstannyl-4-vinyl- 2-[5-phenoxyacetyl dl-11a,16-dihy      droxy-1-phenoxymethyl-1,9-dioxo-16-vinyl-  4-trimethylsilyloxy-1-nonene      pent-2-cis-enyl]-4-trimethylsiloxy 20-methyl-2-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one       60 1-trans-tri-n-butylstannyl-4-trimethylsilylethynyl- 2-[5-phenoxyacety      l dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-ethynyl-  4-trimethyls      ilyloxy-1-nonene pent-2-cis-enyl]-4-trimethysiloxy 20-methyl-2-nor-5-cis-      13-trans prostadiene   cyclopent-2-en-1-one       61 1-trans-tri-n-butylstannyl-5-methylene 2-[5-phenoxyacetyl dl-11a,16-d      ihydroxy-1-phenoxymethyl-1,9-dioxo-  4-triethylsilyloxy-1-nonene      pent-2-cis-enyl]-4-trimethylsiloxy 17-methylene-20-methyl-2-nor-5-cis-13-      trans prostadiene   cyclopent-2-en-1-one       62 1-trans-tri-n-butylstannyl-4-methyl-5-methylene 2-[5-phenoxyacetyl      dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsily      loxy-1-nonene pent-2-cis-enyl]-4-trimethylsiloxy 17-methylene-20-methyl-2      -nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one       63 1-trans-tri-n-butylstannyl-4-dimethoxymethyl- 2-[5-phenoxyacetyl      dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-formyl-  4-trimethylsily      loxy-1-nonene pent-2-cis-enyl]-4-trimethylsiloxy 20-methyl-2-nor-5-cis-13      -trans prostadiene   cyclopent-2-en-1-one       64 1-trans-tri-n-butylstannyl-4-fluoromethyl- 2-[5-phenoxyacetyl      dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-fluoromethyl-  4-trimeth      ylsilyloxy-1-nonene pent-2-cis-enyl]-4-trimethylsiloxy 20-methyl-2-nor-5-      cis-13-trans prostadiene   cyclopent-2-en-1-one       65 1-trans-tri-n-butylstannyl-4-difluoromethyl- 2-[5-phenoxyacetyl      dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-difluoromethyl-      4-trimethylsilyloxy-1-nonene pent-2-cis-enyl]-4-trimethylsiloxy 20-methyl      -2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one       66 1-trans-tri-n-butylstannyl-4-trifluoromethyl- 2-[5-phenoxyacetyl      dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-trifluoromethyl-      4-trimethylsilyloxy-1-nonene pent-2-cis-enyl]-4-trimethylsiloxy 20-methyl      -2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one       67 1-trans-tri-n-butylstannyl-4-chloromethyl- 2-[5-phenoxyacetyl      dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-chloromethyl-  4-trimeth      ylsilyloxy-1-nonene pent-2-cis-enyl]-4-trimethylsiloxy 20-methyl-2-nor-5-      cis-13-trans prostadiene   cyclopent-2-en-1-one       68 1-trans-tri-n-butylstannyl-4-trimethylsilyloxymethyl- 2-[5-phenoxyace      tyl dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-hydroxymethyl-      4-trimethylsilyloxy-1-nonene pent-2-cis-enyl]-4-trimethylsiloxy 20-methyl      -2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES       69 1-trans-iodo- 2-[5-phenoxyacetyl dl-11a,15a-dihydroxy-1-phenoxymethyl      -1,9-dioxo-  3-triphenylmethoxy-1-decene pent-2-cis-enyl]-4-trimethylsilo      xy 20-ethyl-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one  70      1-trans-iodo-3-methyl- 2-[5-phenoxyacetyl dl-11a,15a-dihydroxy-1-phenoxym      ethyl-1,9-dioxo-15-methyl-  3-trimethylsilyloxy-1-decene pent-2-cis-enyl]      -4-trimethylsiloxy 20-ethyl-2-nor-5-cis-13-trans prostadiene   cyclopent-      2-en-1-one       71 1-trans-iodo-4,4-dimethyl 2-[5-phenoxyacetyl dl-11a,15a-dihydroxy-1-p      henoxymethyl-1,9-dioxo-  3-trimethylsilyloxy-1-decene pent-2-cis-enyl]-4-      trimethylsiloxy 16,16-dimethyl-20-ethyl-2-nor-5-cis-13-trans prostadiene        cyclopent-2-en-1-one       72 1-trans-iodo-4,4-trimethylene 2-[5-phenoxyacetyl dl-11a,15a-dihydroxy      -1-phenoxymethyl-1,9-dioxo-  3-trimethylsilyloxy-1-decene pent-2-cis-enyl      ]-4-trimethylsiloxy 16,16-trimethylene-20-ethyl-2-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES       73 1-trans-tri-n-butylstannyl-3-vinyl- 2-[5-phenoxyacetyl dl-11a,15a-dih      ydroxy-1-phenoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-decene      pent-2-cis-enyl]-4-trimethylsiloxy 20-ethyl-2-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES       74 1-trans-iodo- 2-[5-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymethyl-      1,9-dioxo-  4-triphenylmethoxy-1-decene pent-2-cis-enyl]-4-trimethylsilox      y 20-ethyl-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one       EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES       75 1-trans-tri-n-butylstannyl-4-methyl- 2-[5-phenoxyacetyl dl-11a,16-dih      ydroxy-1-phenoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-decene       pent-2-cis-enyl]-4-trimethylsiloxy 20-ethyl-2-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one       76 1-trans-tri-n-butylstannyl-5-methyl 2-[5-phenoxyacetyl dl-11a,16-dihy      droxy-1-phenoxymethyl-1,9-dioxo-  4-trimethylsilyloxy-1-decene pent-2-cis      -enyl]-4-trimethylsiloxy 17-methyl-20-ethyl-2-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one       77 1-trans-tri-n-butylstannyl-4-vinyl- 2-[5-phenoxyacetyl dl-11a,16-dihy      droxy-1-phenoxymethyl-1,9-dioxo-16-vinyl-  4-trimethylsilyloxy-1-decene      pent-2-cis-enyl]-4-trimethylsiloxy 20-ethyl-2-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one       78 1-trans-tri-n-butylstannyl-4-trimethylsilylethynyl- 2-[5-phenoxyacety      l dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-ethynyl-  4-trimethyls      ilyloxy-1-decene pent-2-cis-enyl]-4-trimethylsiloxy 20-ethyl-2-nor-5-cis-      13-trans prostadiene   cyclopent-2-en-1-one       79 1-trans-tri-n-butylstannyl-5-methylene 2-[5-phenoxyacetyl dl-11a,16-d      ihydroxy-1-phenoxymethyl-1,9-dioxo-  4-triethylsilyloxy-1-decene      pent-2-cis-enyl]-4-trimethylsiloxy 17-methylene-20-ethyl-2-nor-5-cis-13-t      rans prostadiene   cyclopent-2-en-1-one       80 1-trans-tri-n-butylstannyl-4-methyl-5-methylene 2-[5-phenoxyacetyl      dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsily      loxy-1-decene pent-2-cis-enyl]-4-trimethylsiloxy 17-methylene-20-ethyl-2-      nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one       81 1-trans-tri-n-butylstannyl-4-dimethoxymethyl- 2-[5-phenoxyacetyl      dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-formyl-  4-trimethylsily      loxy-1-decene pent-2-cis-enyl]-4-trimethylsiloxy 20-ethyl-2-nor-5-cis-13-      trans prostadiene   cyclopent-2-en-1-one       82 1-trans-tri-n-butylstannyl-4-fluoromethyl- 2-[5-phenoxyacetyl      dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-fluoromethyl-  4-trimeth      ylsilyloxy-1-decene pent-2-cis-enyl]-4-trimethylsiloxy 20-ethyl-2-nor-5-c      is-13-trans prostadiene   cyclopent-2-en-1-one       83 1-trans-tri-n-butylstannyl-4-difluoromethyl- 2-[5-phenoxyacetyl      dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-difluoromethyl-      4-trimethylsilyloxy-1-decene pent-2-cis-enyl]-4-trimethylsiloxy 20-ethyl-      2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one       84 1-trans-tri-n-butylstannyl-4-trifluoromethyl- 2-[5-phenoxyacetyl      dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-trifluoromethyl-      4-trimethylsilyloxy-1-decene pent-2-cis-enyl]-4-trimethylsiloxy 20-ethyl-      2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one       85 1-trans-tri-n-butylstannyl-4-chloromethyl- 2-[5-phenoxyacetyl      dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-chloromethyl-  4-trimeth      ylsilyloxy-1-decene pent-2-cis-enyl]-4-trimethylsiloxy 20-ethyl-2-nor-5-c      is-13-trans prostadiene   cyclopent-2-en-1-one       86 1-trans-tri-n-butylstannyl-4-trimethylsilyloxymethyl- 2-[5-phenoxyace      tyl dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-hydroxymethyl-      4-trimethylsilyloxy-1-decene pent-2-cis-enyl]-4-trimethylsiloxy 20-ethyl-      2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES       87 1-trans-iodo- 2-[6-phenoxyacetyl dl-11a,15a-dihydroxy-1-phenoxymethyl      -1,9-dioxo-  3-triphenylmethoxy-1-heptene hex-2-cis-enyl]-4-trimethylsilo      xy 20-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one       88 1-trans-iodo-3-methyl- 2-[6-phenoxyacetyl dl-11a,15a-dihydroxy-1-phen      oxymethyl-1,9-dioxo-15-methyl-  3-trimethylsilyloxy-1-heptene hex-2-cis-e      nyl]-4-trimethylsiloxy 20-nor-5-cis-13-trans prostadiene   cyclopent-2-en      -1-one       89 1-trans-iodo-4,4-dimethyl 2-[6-phenoxyacetyl dl-11a,15a-dihydroxy-1-p      henoxymethyl-1,9-dioxo-  3-trimethylsilyloxy-1-heptene hex-2-cis-enyl]-4-      trimethylsiloxy 16,16-dimethyl-20-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one  90 1-trans-iodo-5,5-dimethyl- 2-[6-phenoxyacetyl      dl-11a,15a-dihydroxy-1-phenoxymethyl-1,9-dioxo-  3-triphenylmethoxy-1-oct      ene hex-2-cis-enyl]-4-trimethylsiloxy 17,17-dimethyl-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one       91 1-trans-iodo-4-methyl 2-[6-phenoxyacetyl dl-11a,15a-dihydroxy-1-pheno      xymethyl-1,9-dioxo-  3-triphenylmethoxy-1-octene hex-2-cis-enyl]-4-trimet      hylsiloxy 16-methyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one      92 1-trans-iodo-4,4-trimethylene 2-[6-phenoxyacetyl dl-11a,15a-dihydroxy-      1-phenoxymethyl-1,9-dioxo-  3-trimethylsilyloxy-1-heptene hex-2-cis-enyl]      -4-trimethylsiloxy 16,16-trimethylene-20-nor-5-cis-13-trans prostadiene       cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES       93 1-trans-tri-n-butylstannyl-3-vinyl- 2-[6-phenoxyacetyl dl-11a,15a-dih      ydroxy-1-phenoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-heptene       hex-2-cis-enyl]-4-trimethylsiloxy 20-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one       94 1-trans-tri-n-butylstannyl-4-phenoxy 2-[6-phenoxyacetyl dl-11a,15a-di      hydroxy-1-phenoxymethyl-1,9-dioxo-  3-triethylsilyloxy-1-butene hex-2-cis      -enyl]-4-trimethylsiloxy 16-phenoxy-17-20-tetranor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one       95 1-trans-tri-n-butylstannyl-4-(p-fluorophenoxy) 2-[6-phenoxyacetyl      dl-11a,15a-dihydroxy-1-phenoxymethyl-1,9-dioxo-  3-triethylsilyloxy-1-but      ene hex-2-cis-enyl]-4-trimethylsiloxy 16-(p-fluorophenoxy)-17-20-tetranor      -5-cis-13-trans prostadiene   cyclopent-2-en-1-one       96 1-trans-tri-n-butylstannyl-4-(m-chlorophenoxy) 2-[6-phenoxyacetyl      dl-11a,15a-dihydroxy-1-phenoxymethyl-1,9-dioxo-  3-triethylsilyloxy-1-but      ene hex-2-cis-enyl]-4-trimethylsiloxy 16-(m-chlorophenoxy)-17-20-tetranor      -5-cis-13-trans prostadiene   cyclopent-2-en-1-one       97 1-trans-tri-n-butylstannyl-4-(m-trifluoromethylphenoxy) 2-[6-phenoxya      cetyl dl-11a,15a-dihydroxy-1-phenoxymethyl-1,9-dioxo-  3-triethylsilyloxy      -1-butene hex-2-cis-enyl]-4-trimethylsiloxy 16-(m-trifluoromethylphenoxy)      -17-20-tetranor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES       98 1-trans-iodo-5-phenyl 2-[6-phenoxyacetyl dl-11a,15a-dihydroxy-1-pheno      xymethyl-1,9-dioxo-  3-triethylsilyloxy-1-pentene hex-2-cis-enyl]-4-trime      thylsiloxy 17-phenyl-18-20-trinor-5-cis-13-trans prostadiene   cyclopent-      2-en-1-one  99 1-trans-iodo-4,4-dimethyl-5-phenyl 2-[6-phenoxyacetyl      dl-11a,15a-dihydroxy-1-phenoxymethyl-1,9-dioxo-  3-triethylsilyloxy-1-pen      tene hex-2-cis-enyl]-4-trimethylsiloxy 16,16-dimethyl-17-phenyl-18-20-tri      nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 100 1-trans-iodo-4-      cyclopentyl 2-[6-phenoxyacetyl dl-11a,15a-dihydroxy-1-phenoxymethyl-1,9-d      ioxo-  3-triphenylmethoxy-1-butene hex-2-cis-enyl]-4-trimethylsiloxy      16-cyclopentyl-17-20-tetranor-5-cis-13-trans prostadiene   cyclopent-2-en      -1-one101 1-trans-iodo-4-cyclohexyl 2-[6-phenoxyacetyl dl-11a,15a-dihydro      xy-1-phenoxymethyl-1,9-dioxo-  3-triphenylmethoxy-1-butene hex-2-cis-enyl      ]-4-trimethylsiloxy 16-cyclohexyl-17-20-tetranor-5-cis-13-trans prostadie      ne   cyclopent-2-en-1-one 102 1-trans-iodo- 2-[6-phenoxyacetyl dl-11a,16-      dihydroxy-1-phenoxymethyl-1,9-dioxo-  4-triphenylmethoxy-1-heptene      hex-2-cis-enyl]-4-trimethylsiloxy 20-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        103 1-trans-tri-n-butylstannyl-4-methyl- 2-[6-phenoxyacetyl dl-11a,16-d      ihydroxy-1-phenoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-hept      ene hex-2-cis-enyl]-4-trimethylsiloxy 20-nor-5-cis-13-trans prostadiene       cyclopent-2-en-1-one 104 1-trans-tri-n-butylstannyl-4-ethyl- 2-[6-phenox      yacetyl dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-ethyl-      4-trimethylsilyloxy-1-octene hex-2-cis-enyl]-4-trimethylsiloxy 5-cis-13-t      rans prostadiene   cyclopent-2-en-1-one 105 1-trans-tri-n-butylstannyl-5-      methyl 2-[6-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-       4-trimethylsilyloxy-1-heptene hex-2-cis-enyl]-4-trimethylsiloxy      17-methyl-20-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        106 1-trans-iodo-5,5-dimethyl 2-[6-phenoxyacetyl dl-11a,16-dihydroxy-1-      phenoxymethyl-1,9-dioxo-  4-trimethylsilyloxy-1-octene hex-2-cis-enyl]-4-      trimethylsiloxy 17,17-dimethyl-5-cis-13-trans prostadiene   cyclopent-2-e      n-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        107 1-trans-tri-n-butylstannyl-4-vinyl- 2-[6-phenoxyacetyl dl-11a,16-di      hydroxy-1-phenoxymethyl-1,9-dioxo-16-vinyl-  4-trimethylsilyloxy-1-hepten      e hex-2-cis-enyl]-4-trimethylsiloxy 20-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 108 1-trans-tri-n-butylstannyl-4-cyclopropyl-      2-[6-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-cyclo      propyl-  4-trimethylsilyloxy-1-octene hex-2-cis-enyl]-4-trimethylsiloxy      5-cis-13-trans prostadiene   cyclopent-2-en-1-one 109 1-trans-tri-n-butyl      stannyl-4-trimethylsilylethynyl- 2-[6-phenoxyacetyl dl-11a,16-dihydroxy-1      -phenoxymethyl-1,9-dioxo-16-ethynyl-  4-trimethylsilyloxy-1-heptene      hex-2-cis-enyl]-4-trimethylsiloxy 20-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 110 1-trans-tri-n-butylstannyl-5-methylene 2-[6-phen      oxyacetyl dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-  4-triethylsilyl      oxy-1-heptene hex-2-cis-enyl]-4-trimethylsiloxy 17-methylene-20-nor-5-cis      -13-trans prostadiene   cyclopent-2-en-1-one 111 1-trans-tri-n-butylstann      yl-4-methyl-5-methylene 2-[6-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxym      ethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-heptene hex-2-cis-enyl]      -4-trimethylsiloxy 17-methylene-20-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 112 1-trans-tri-n-butylstannyl-4-dimethoxymethyl-      2-[6-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-formy      l-  4-trimethylsilyloxy-1-heptene hex-2-cis-enyl]-4-trimethylsiloxy      20-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 113 1-trans-tri-      n-butylstannyl-4-fluoromethyl- 2-[6-phenoxyacetyl dl-11a,16-dihydroxy-1-p      henoxymethyl-1,9-dioxo-16-fluoromethyl-  4-trimethylsilyloxy-1-heptene      hex-2-cis-enyl]-4-trimethylsiloxy 20-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 114 1-trans-tri-n-butylstannyl-4-difluoromethyl-      2-[6-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-diflu      oromethyl-  4-trimethylsilyloxy-1-heptene hex-2-cis-enyl]-4-trimethylsilo      xy 20-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 115 1-trans-t      ri-n-butylstannyl-4-trifluoromethyl- 2-[6-phenoxyacetyl dl-11a,16-dihydro      xy-1-phenoxymethyl-1,9-dioxo-16-trifluoromethyl-  4-trimethylsilyloxy-1-h      eptene hex-2-cis-enyl]-4-trimethylsiloxy 20-nor-5-cis-13-trans prostadien      e   cyclopent-2-en-1-one 116 1-trans-tri-n-butylstannyl-4-chloromethyl-      2-[6-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-chlor      omethyl-  4-trimethylsilyloxy-1-heptene hex-2-cis-enyl]-4-trimethylsiloxy       20-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 117 1-trans-tri      -n-butylstannyl-4-trimethylsilyloxymethyl- 2-[6-phenoxyacetyl dl-11a,16-d      ihydroxy-1-phenoxymethyl-1,9-dioxo-16-hydroxymethyl-  4-trimethylsilyloxy      -1-heptene hex-2-cis-enyl]-4-trimethylsiloxy 20-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        118 1-trans-iodo-4-methyl-7-chloro- 2-[6-phenoxyacetyl dl-11a,16-dihydr      oxy-1-phenoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-heptene      hex-2-cis-enyl]-4-trimethylsiloxy 19-chloro-20-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 119 1-trans-iodo- 2-[6-phenoxyacetyl      dl-11a,15a-dihydroxy-1-phenoxymethyl-1,9-dioxo-  3-triphenylmethoxy-1-oct      ene hex-2-cis-enyl]-4-trimethylsiloxy 5-cis-13-trans prostadiene      cyclopent-2-en-1-one 120 1-trans-iodo-3-methyl- 2-[6-phenoxyacetyl      dl-11a,15a-dihydroxy-1-phenoxymethyl-1,9-dioxo-15-methyl-  3-trimethylsil      yloxy-1-octene hex-2-cis-enyl]-4-trimethylsiloxy 5-cis-13-trans prostadie      ne   cyclopent-2-en-1-one 121 1-trans-iodo-4,4-dimethyl 2-[6-phenoxyacety      l dl-11a,15a-dihydroxy-1-phenoxymethyl-1,9-dioxo-  3-trimethylsilyloxy-1-      octene hex-2-cis-enyl]-4-trimethylsiloxy 16,16-dimethyl-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 122 1-trans-iodo-4,4-trimethylene      2-[6-phenoxyacetyl dl-11a,15a-dihydroxy-1-phenoxymethyl-1,9-dioxo-      3-trimethylsilyloxy-1-octene hex-2-cis-enyl]-4-trimethylsiloxy 16,16-trim      ethylene-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        123 1-trans-tri-n-butylstannyl-3-vinyl- 2-[6-phenoxyacetyl dl-11a,15a-d      ihydroxy-1-phenoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-octen      e hex-2-cis-enyl]-4-trimethylsiloxy 5-cis-13-trans prostadiene      cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        124 1-trans-iodo- 2-[6-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymethy      l-1,9-dioxo-  4-triphenylmethoxy-1-octene hex-2-cis-enyl]-4-trimethylsilo      xy 5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        125 1-trans-tri-n-butylstannyl-4-methyl- 2-[6-phenoxyacetyl dl-11a,16-d      ihydroxy-1-phenoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-octe      ne hex-2-cis-enyl]-4-trimethylsiloxy 5-cis-13-trans prostadiene      cyclopent-2-en-1-one 126 1-trans-tri-n-butylstannyl-5-methyl- 2-[6-phenox      yacetyl dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-  4-trimethylsilylo      xy-1-octene hex-2-cis-enyl]-4-trimethylsiloxy 17-methyl-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 127 1-trans-tri-n-butylstannyl-4-vinyl      - 2-[6-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-vin      yl-  4-trimethylsilyloxy-1-octene hex-2-cis-enyl]-4-trimethylsiloxy      5-cis-13-trans prostadiene   cyclopent-2-en-1-one 128 1-trans-tri-n-butyl      stannyl-4-trimethylsilylethynyl- 2-[6-phenoxyacetyl dl-11a,16-dihydroxy-1      -phenoxymethyl-1,9-dioxo-16-ethynyl-  4-trimethylsilyloxy-1-octene      hex-2-cis-enyl]-4-trimethylsiloxy 5-cis-13-trans prostadiene   cyclopent-      2-en-1-one 129 1-trans-tri-n-butylstannyl-5-methylene 2-[6-phenoxyacetyl      dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-  4-triethylsilyloxy-1-octe      ne hex-2-cis-enyl]-4-trimethylsiloxy 17-methylene-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 130 1-trans-tri-n-butylstannyl-4-methy      l-5-methylene 2-[6-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-      dioxo-16-methyl-  4-trimethylsilyloxy-1-octene hex-2-cis-enyl]-4-trimethy      lsiloxy 17-methylene-5-cis-13-trans prostadiene   cyclopent-2-en-1-one      131 1-trans-tri-n-butylstannyl-4-dimethoxymethyl- 2-[6-phenoxyacetyl      dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-formyl-  4-trimethylsily      loxy-1-octene hex-2-cis-enyl]-4-trimethylsiloxy 5-cis-13-trans prostadien      e   cyclopent-2-en-1-one 132 1-trans-tri-n-butylstannyl-4-fluoromethyl-      2-[6-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-fluor      omethyl-  4-trimethylsilyloxy-1-octene hex-2-cis-enyl]-4-trimethylsiloxy      5-cis-13-trans prostadiene   cyclopent-2-en-1-one 133 1-trans-tri-n-butyl      stannyl-4-difluoromethyl- 2-[6-phenoxyacetyl dl-11a,16-dihydroxy-1-phenox      ymethyl-1,9-dioxo-16-difluoromethyl-  4-trimethylsilyloxy-1-octene      hex-2-cis-enyl]-4-trimethylsiloxy 5-cis-13-trans prostadiene   cyclopent-      2-en-1-one 134 1-trans-tri-n-butylstannyl-4-trifluoromethyl- 2-[6-phenoxy      acetyl dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-trifluoromethyl-       4-trimethylsilyloxy-1-octene hex-2-cis-enyl]-4-trimethylsiloxy 5-cis-13-      trans prostadiene   cyclopent-2-en-1-one 135 1-trans-tri-n-butylstannyl-4      -chloromethyl- 2-[6-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymethyl-1,9      -dioxo-16-chloromethyl-  4-trimethylsilyloxy-1-octene hex-2-cis-enyl]-4-t      rimethylsiloxy 5-cis-13-trans prostadiene   cyclopent-2-en-1-one 136      1-trans-tri-n-butylstannyl-4-trimethylsilyloxymethyl- 2-[6-phenoxyacetyl      dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-hydroxymethyl-      4-trimethylsilyloxy-1-octene hex-2-cis-enyl]-4-trimethylsiloxy 5-cis-13-t      rans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        137 1-trans-iodo- 2-[6-phenoxyacetyl dl-11a,15a-dihydroxy-1-phenoxymeth      yl-1,9-dioxo-  3-triphenylmethoxy-1-nonene hex-2-cis-enyl]-4-trimethylsil      oxy 20-methyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 138      1-trans-iodo-3-methyl- 2-[6-phenoxyacetyl dl-11a,15a-dihydroxy-1-phenoxym      ethyl-1,9-dioxo-15-methyl-  3-trimethylsilyloxy-1-nonene hex-2-cis-enyl]-      4-trimethylsiloxy 20-methyl-5-cis-13-trans prostadiene   cyclopent-2-en-1      -one 139 1-trans-iodo-4,4-dimethyl 2-[6-phenoxyacetyl dl-11a,15a-dihydrox      y-1-phenoxymethyl-1,9-dioxo-  3-trimethylsilyloxy-1-nonene hex-2-cis-enyl      ]-4-trimethylsiloxy 16,16-dimethyl-20-methyl-5-cis-13-trans prostadiene       cyclopent-2-en-1-one 140 1-trans-iodo-4,4-trimethylene 2-[6-phenoxyacety      l dl-11a,15a-dihydroxy-1-phenoxymethyl-1,9-dioxo-  3-trimethylsilyloxy-1-      nonene hex-2-cis-enyl]-4-trimethylsiloxy 16,16-trimethylene-20-methyl-5-c      is-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        141 1-trans-tri-n-butylstannyl-3-vinyl- 2-[6-phenoxyacetyl dl-11a,15a-d      ihydroxy-1-phenoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-nonen      e hex-2-cis-enyl]-4-trimethylsiloxy 20-methyl-5-cis-13-trans prostadiene        cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        142 1-trans-iodo- 2-[6-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymethy      l-1,9-dioxo-  4-triphenylmethoxy-1-nonene hex-2-cis-enyl]-4-trimethylsilo      xy 20-methyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        143 1-trans-tri-n-butylstannyl-4-methyl- 2-[6-phenoxyacetyl dl-11a,16-d      ihydroxy-1-phenoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-none      ne hex-2-cis-enyl]-4-trimethylsiloxy 20-methyl-5-cis-13-trans prostadiene         cyclopent-2-en-1-one 144 1-trans-tri-n-butylstannyl-5-methyl 2-[6-phen      oxyacetyl dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-  4-trimethylsily      loxy-1-nonene hex-2-cis-enyl]-4-trimethylsiloxy 17-methyl-20-methyl-5-cis      -13-trans prostadiene   cyclopent-2-en-1-one 145 1-trans-tri-n-butylstann      yl-4-vinyl- 2-[6-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-di      oxo-16-vinyl-  4-trimethylsilyloxy-1-nonene hex-2-cis-enyl]-4-trimethylsi      loxy 20-methyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 146      1-trans-tri-n-butylstannyl-4-trimethylsilylethynyl- 2-[6-phenoxyacetyl      dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-ethynyl-  4-trimethylsil      yloxy-1-nonene hex-2-cis-enyl]-4-trimethylsiloxy 20-methyl-5-cis-13-trans       prostadiene   cyclopent-2-en-1-one 147 1-trans-tri-n-butylstannyl-5-meth      ylene2-[6-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-      4-triethylsilyloxy-1-nonene hex-2-cis-enyl]-4-trimethylsiloxy 17-methylen      e-20-methyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 148      1-trans-tri-n-butylstannyl-4-methyl-5-methylene 2-[6-phenoxyacetyl      dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsily      loxy-1-nonene hex-2-cis-enyl]-4-trimethylsiloxy 17-methylene-20-methyl-5-      cis-13-trans prostadiene   cyclopent-2-en-1-one 149 1-trans-tri-n-butylst      annyl-4-dimethoxymethyl- 2-[6-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxy      methyl-1,9-dioxo-16-formyl-  4-trimethylsilyloxy-1-nonene hex-2-cis-enyl]      -4-trimethylsiloxy 20-methyl-5-cis-13-trans prostadiene   cyclopent-2-en-      1-one 150 1-trans-tri-n-butylstannyl-4-fluoromethyl- 2-[6-phenoxyacetyl      dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-fluoromethyl-  4-trimeth      ylsilyloxy-1-nonene hex-2-cis-enyl]-4-trimethylsiloxy 20-methyl-5-cis-13-      trans prostadiene   cyclopent-2-en-1-one 151 1-trans-tri-n-butylstannyl-4      -difluoromethyl- 2-[6-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymethyl-1      ,9-dioxo-16-difluoromethyl-  4-trimethylsilyloxy-1-nonene hex-2-cis-enyl]      -4-trimethylsiloxy 20-methyl-5-cis-13-trans prostadiene   cyclopent-2-en-      1-one 152 1-trans-tri-n-butylstannyl-4-trifluoromethyl- 2-[6-phenoxyacety      l dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-trifluoromethyl-      4-trimethylsilyloxy-1-nonene hex-2-cis-enyl]-4-trimethylsiloxy 20-methyl-      5-cis-13-trans prostadiene   cyclopent-2-en-1-one 153 1-trans-tri-n-butyl      stannyl-4-chloromethyl- 2-[6-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxym      ethyl-1,9-dioxo-16-chloromethyl-  4-trimethylsilyloxy-1-nonene hex-2-cis-      enyl]-4-trimethylsiloxy 20-methyl-5-cis-13-trans prostadiene   cyclopent-      2-en-1-one 154 1-trans-tri-n-butylstannyl-4-trimethylsilyloxymethyl-      2-[6-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-hydro      xymethyl-  4-trimethylsilyloxy-1-nonene hex-2-cis-enyl]-4-trimethylsiloxy       20-methyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        155 1-trans-iodo- 2-[6-phenoxyacetyl dl-11a,15a-dihydroxy-1-phenoxymeth      yl-1,9-dioxo-  3-triphenylmethoxy-1-decene hex-2-cis-enyl]-4-trimethylsil      oxy 20-ethyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 156      1-trans-iodo-3-methyl- 2-[6-phenoxyacetyl dl-11a,15a-dihydroxy-1-phenoxym      ethyl-1,9-dioxo-15-methyl-  3-trimethylsilyloxy-1-decene hex-2-cis-enyl]-      4-trimethylsiloxy 20-ethyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-      one 157 1-trans-iodo-4,4-dimethyl 2-[6-phenoxyacetyl dl-11a,15a-dihydroxy      -1-phenoxymethyl-1,9-dioxo-  3-trimethylsilyloxy-1-decene hex-2-cis-enyl]      -4-trimethylsiloxy 16,16-dimethyl-20-ethyl-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 158 1-trans-iodo-4,4-trimethylene 2-[6-phenoxyacetyl       dl-11a,15a-dihydroxy-1-phenoxymethyl-1,9-dioxo-  3-trimethylsilyloxy-1-d      ecene hex-2-cis-enyl]-4-trimethylsiloxy 16,16-trimethylene-20-ethyl-5-cis      -13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        159 1-trans-tri-n-butylstannyl-3-vinyl- 2-[6-phenoxyacetyl dl-11a,15a-d      ihydroxy-1-phenoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-decen      e hex-2-cis-enyl]-4-trimethylsiloxy 20-ethyl-5-cis-13-trans prostadiene       cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        160 1-trans-iodo- 2-[6-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymethy      l-1,9-dioxo-  4-triphenylmethoxy-1-decene hex-2-cis-enyl]-4-trimethylsilo      xy 20-ethyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        161 1-trans-tri-n-butylstannyl-4-methyl- 2-[6-phenoxyacetyl dl-11a,16-d      ihydroxy-1-phenoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-dece      ne hex-2-cis-enyl]-4-trimethylsiloxy 20-ethyl-5-cis-13-trans prostadiene        cyclopent-2-en-1-one 162 1-trans-tri-n-butylstannyl-5-methyl 2-[6-pheno      xyacetyl dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-  4-trimethylsilyl      oxy-1-decene hex-2-cis-enyl]-4-trimethylsiloxy 17-methyl-20-ethyl-5-cis-1      3-trans prostadiene   cyclopent-2-en-1-one 163 1-trans-tri-n-butylstannyl      -4-vinyl- 2-[6-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-diox      o-16-vinyl-  4-trimethylsilyloxy-1-decene hex-2-cis-enyl]-4-trimethylsilo      xy 20-ethyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 164      1-trans-tri-n-butylstannyl-4-trimethylsilylethynyl- 2-[6-phenoxyacetyl        dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-ethynyl-  4-trimethyls      ilyloxy-1-decene hex-2-cis-enyl]-4-trimethylsiloxy 20-ethyl-5-cis-13-tran      s protadiene   cyclopent-2-en-1-one 165 1-trans-tri-n-butylstannyl-5-meth      ylene 2-[6-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-      4-triethylsilyloxy-1-decene hex-2-cis-enyl]-4-trimethylsiloxy 17-methylen      e-20-ethyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 166      1-trans-tri-n-butylstannyl-4-methyl-5-methylene 2-[6-phenoxyacetyl      dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsily      loxy-1-decene hex-2-cis-enyl]-4-trimethylsiloxy 17-methylene-20-ethyl-5-c      is-13-trans prostadiene   cyclopent-2-en-1-one 167 1-trans-tri-n-butylsta      nnyl-4-dimethoxymethyl- 2-[6-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxym      ethyl-1,9-dioxo-16-formyl-  4-trimethylsilyloxy-1-decene hex-2-cis-enyl]-      4-trimethylsiloxy 20-ethyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-      one 168 1-trans-tri-n-butylstannyl-4-fluoromethyl- 2-[6-phenoxyacetyl      d1-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-fluoromethyl-  4-trimeth      ylsilyloxy-1-decene hex-2-cis-enyl]-4-trimethylsiloxy 20-ethyl-5-cis-13-t      rans prostadiene   cyclopent-2-en-1-one 169 1-trans-tri-n-butylstannyl-4-      difluoromethyl- 2-[6-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymethyl-1,      9-dioxo-16-difluoromethyl-  4-trimethylsilyloxy-1-decene hex-2-cis-enyl]-      4-trimethylsiloxy 20-ethyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-      one 170 1-trans-tri-n-butylstannyl-4-trifluoromethyl- 2-[6-phenoxyacetyl      dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-trifluoromethyl-      4-trimethylsilyloxy-1-decene hex-2-cis-enyl]-4-trimethylsiloxy 20-ethyl-5      -cis-13-trans prostadiene   cyclopent-2-en-1-one 171 1-trans-tri-n-butyls      tannyl-4-chloromethyl- 2-[6-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxyme      thyl-1,9-dioxo-16-chloromethyl-  4-trimethylsilyloxy-1-decene hex-2-cis-e      nyl]-4-trimethylsiloxy 20-ethyl-5-cis-13-trans prostadiene   cyclopent-2-      en-1-one 172 1-trans-tri-n-butylstannyl-4-trimethylsilyloxymethyl-      2-[6-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-hydro      xymethyl-  4-trimethylsilyloxy-1-decene hex-2-cis-enyl]-4-trimethylsiloxy       20-ethyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        173 1-trans-iodo- 2-[7-phenoxyacetyl dl-11a,15a-dihydroxy-1-phenoxymeth      yl-1,9-dioxo-  3-triphenylmethoxy-1-heptene hept-2-cis-enyl]-4-trimethyls      iloxy 20-nor-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one      174 1-trans-iodo-3-methyl- 2-[7-phenoxyacetyl dl-11a,15a-dihydroxy-1-phen      oxymethyl-1,9-dioxo-15-methyl-  3-trimethylsilyloxy-1-heptene hept-2-cis-      enyl]-4-trimethylsiloxy 20-nor-2-homo-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 175 1-trans-iodo-4,4-dimethyl 2-[7-phenoxyacetyl      dl-11a,15a-dihydroxy-1-phenoxymethyl-1,9-dioxo-  3-trimethylsilyloxy-1-he      ptene hept-2-cis-enyl]-4-trimethylsiloxy 16,16-dimethyl-20-nor-2-homo-5-c      is-13-trans prostadiene   cyclopent-2-en-1-one 176 1-trans-iodo-5,5-dimet      hyl 2-[7-phenoxyacetyl dl-11a,15a-dihydroxy-1-phenoxymethyl-1,9-dioxo-      3-triphenylmethoxy-1-octene hept-2-cis-enyl]-4-trimethylsiloxy 17,17-dime      thyl-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 177      1-trans-iodo-4-methyl 2-[7-phenoxyacetyl dl-11a,15a-dihydroxy-1-phenoxyme      thyl-1,9-dioxo-  3-triphenylmethoxy-1-octene hept-2-cis-enyl]-4-trimethyl      siloxy 16-methyl-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one       178 1-trans-iodo-4,4-trimethylene 2-[7-phenoxyacetyl dl-11a,15a-dihydrox      y-1-phenoxymethyl-1,9-dioxo-  3-trimethylsilyloxy-1-heptene hept-2-cis-en      yl]-4-trimethylsiloxy 16,16-trimethylene-20-nor-2-homo-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        179 1-trans-tri-n-butylstannyl-3-vinyl- 2-[7-phenoxyacetyl dl-11a,15a-d      ihydroxy-1-phenoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-hepte      ne hept-2-cis-enyl]-4-trimethylsiloxy 20-nor-2-homo-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 180 1-trans-tri-n-butylstannyl-4-pheno      xy 2-[7-phenoxyacetyl dl-11a,15a-dihydroxy-1-phenoxymethyl-1,9-dioxo-      3-triethylsilyloxy-1-butene hept-2-cis-enyl]-4-trimethylsiloxy 16-phenoxy      -2-homo-17-20-tetranor-5-cis-13-trans prostadiene  cyclopent-2-en-1-one      181 1-trans-tri-n-butylstannyl-4-(p-fluorophenoxy) 2-[7-phenoxyacetyl      dl-11a,15a-dihydroxy-1-phenoxymethyl-1,9-dioxo-  3-triethylsilyloxy-1-but      ene hept-2-cis-enyl]-4-trimethylsiloxy 16-(p-fluorophenoxy)-2-homo-17-20-      tetranor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 182 1-trans-tr      i-n-butylstannyl-4-(m-chlorophenoxy) 2-[7-phenoxyacetyl dl-11a,15a-dihydr      oxy-1-phenoxymethyl-1,9-dioxo-  3-triethylsilyloxy-1-butene hept-2-cis-en      yl]-4-trimethylsiloxy 16-(m-chlorophenoxy)-2-homo-17-20-tetranor-5-cis-13      -trans prostadiene   cyclopent-2-en-1-one 183 1-trans-tri-n-butylstannyl-      4-(m-trifluoromethylphenoxy) 2-[7-phenoxyacetyl dl-11a,15a-dihydroxy-1-ph      enoxymethyl-1,9-dioxo-  3-triethylsilyloxy-1-butene hept-2-cis-enyl]-4-tr      imethylsiloxy 16-(m-trifluoromethylphenoxy)-2-homo-17-20-tetranor-5-cis-1      3-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        184 1-trans-iodo-5-phenyl 2-[7-phenoxyacetyl dl-11a,15a-dihydroxy-1-phe      noxymethyl-1,9-dioxo-  3-triethylsilyloxy-1-pentene hept-2-cis-enyl]-4-tr      imethylsiloxy 17-phenyl-2-homo-18-20-trinor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 185 1-trans-iodo-4,4-dimethyl-5-phenyl 2-[7-phenoxya      cetyl dl-11a,15a-dihydroxy-1-phenoxymethyl-1,9-dioxo-  3-triethylsilyloxy      -1-pentene hept-2-cis-enyl]-4-trimethylsiloxy 16,16-dimethyl-17-phenyl-2-      homo-18-20-trinor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 186      1-trans-iodo-4-cyclopentyl 2-[7-phenoxyacetyl dl-11a,15a-dihydroxy-1-phen      oxymethyl-1,9-dioxo-  3-triphenylmethoxy-1-butene hept-2-cis-enyl]-4-trim      ethysiloxy 16-cyclopentyl-2-homo-17-20-tetranor-5-cis-13-trans prostadien      e   cyclopent-2-en-1-one 187 1-trans-iodo-4-cyclohexyl 2-[7-phenoxyacetyl       dl-11a,15a-dihydroxy-1-phenoxymethyl-1,9-dioxo-  3-triphenylmethoxy-1-bu      tene hept-2-cis-enyl]-4-trimethylsiloxy 16-cyclohexyl-2-homo-17-20-tetran      or-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 188 1-trans-iodo-      2[7-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-      4-triphenylmethoxy-1-heptene hept-2-cis-enyl]-4-trimethylsiloxy 20-nor-2-      homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        189 1-trans-tri-n-butylstannyl-4-methyl- 2-[7-phenoxyacetyl dl-11a,16-d      ihydroxy-1-phenoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-hept      ene hept-2-cis-enyl]-4-trimethylsiloxy 20-nor-2-homo-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 190 1-trans-tri-n-butylstannyl-4-ethyl      - 2-[7-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-eth      yl-  4-trimethylsilyloxy-1-octene hept-2-cis-enyl]-4-trimethylsiloxy      2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 191 1-trans-tri-      n-butylstannyl-5-methyl 2-[7-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxym      ethyl-1,9-dioxo-  4-trimethylsilyloxy-1-heptene hept-2-cis-enyl]-4-trimet      hylsiloxy 17-methyl-20-nor-2-homo-5-cis-13-trans prostadiene   cyclopent-      2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        192 1-trans-iodo-5,5-dimethyl 2-[7-phenoxyacetyl dl-11a,16-dihydroxy-1-      phenoxymethyl-1,9-dioxo-  4-trimethylsilyloxy-1-octene hept-2-cis-enyl]-4      -trimethylsiloxy 17,17-dimethyl-2-homo-5-cis-13-trans prostadiene      cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        193 1-trans-tri-n-butylstannyl-4-vinyl- 2[7-phenoxyacetyl dl-11a,16-dih      ydroxy-1-phenoxymethyl-1,9-dioxo-16-vinyl-  4-trimethylsilyloxy-1-heptene       hept-2-cis-enyl]-4-trimethylsiloxy 20-nor-2-homo-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 194 1-trans-tri-n-butylstannyl-4-cyclo      propyl- 2-[7-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-      16-cyclopropyl-  4-trimethylsilyloxy-1-octene hept-2-cis-enyl]-4-trimethy      lsiloxy 2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 195      1-trans-tri-n-butylstannyl-4-trimethylsilylethynyl- 2-[7-phenoxyacetyl      dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-ethynyl-  4-trimethylsil      yloxy-1-heptene hept-2-cis-enyl]-4-trimethylsiloxy 20-nor-2-homo-5-cis-13      -trans prostadiene   cyclopent-2-en-1-one 196 1-trans-tri-n-butylstannyl-      5-methylene 2-[7-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-di      oxo-  4-triethylsilyloxy-1-heptene hept-2-cis-enyl]-4-trimethylsiloxy      17-methylene-20-nor-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-      one 197 1-trans-tri-n-butylstannyl-4-methyl-5-methylene 2-[7-phenoxyacety      l dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsi      lyloxy-1-heptene hept-2-cis-enyl]-4-trimethylsiloxy 17-methylene-20-nor-2      -homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 198 1-trans-tri-n      -butylstannyl-4-dimethoxymethyl- 2-[7-phenoxyacetyl dl-11a,16-dihydroxy-1      -phenoxymethyl-1,9-dioxo-16-formyl-  4-trimethylsilyloxy-1-heptene      hept-2-cis-enyl]-4-trimethylsiloxy 20-nor-2-homo-5-cis-13-trans prostadie      ne   cyclopent-2-en-1-one 199 1-trans-tri-n-butylstannyl-4-fluoromethyl-      2-[7-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-fluor      omethyl-  4-trimethylsilyloxy-1-heptene hept-2-cis-enyl]-4-trimethylsilox      y 20-nor-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 200      1-trans-tri-n-butylstannyl-4-difluoromethyl- 2-[7-phenoxyacetyl dl-11a,16      -dihydroxy-1-phenoxymethyl-1,9-dioxo-16-difluoromethyl-  4-trimethylsilyl      oxy-1-heptene hept-2-cis-enyl]-4-trimethylsiloxy 20-nor-2-homo-5-cis-13-t      rans prostadiene   cyclopent-2-en-1-one 201 1-trans-tri-n-butylstannyl-4-      trifluoromethyl- 2-[7-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymethyl-1      ,9-dioxo-16-trifluoromethyl-  4-trimethylsilyloxy-1-heptene hept-2-cis-en      yl]-4-trimethylsiloxy 20-nor-2-homo-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 202 1-trans-tri-n-butylstannyl-4-chloromethyl-      2-[7-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-chlor      omethyl-  4-trimethylsilyloxy-1-heptene hept-2-cis-enyl]-4-trimethylsilox      y 20-nor-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 203      1-trans-tri-n-butylstannyl-4-trimethylsilyloxymethyl- 2-[7-phenoxyacetyl      dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-hydroxymethyl-      4-trimethylsilyloxy-1-heptene hept-2-cis-enyl]-4-trimethylsiloxy      20-nor-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        204 1-trans-iodo-4-methyl-7-chloro 2-[7-phenoxyacetyl dl-11a,16-dihydro      xy-1-phenoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-heptene      hept-2-cis-enyl]-4-trimethylsiloxy 19-chloro-2-homo-20-nor-5-cis-13-trans       prostadiene   cyclopent-2-en-1-one 205 1-trans-iodo- 2-[7-phenoxyacetyl      dl-11a,15a-dihydroxy-1-phenoxymethyl-1,9-dioxo-  3-triphenylmethoxy-1-oct      ene hept-2-cis-enyl]-4-trimethylsiloxy 2-homo-5-cis-13-trans prostadiene        cyclopent-2-en-1-one 206 1-trans-iodo-3-methyl- 2-[7-phenoxyacetyl      dl-11a,15a-dihydroxy-1-phenoxymethyl-1,9-dioxo-15-methyl-  3-trimethylsil      yloxy-1-octene hept-2-cis-enyl]-4-trimethylsiloxy 2-homo-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 207 1-trans-iodo-4,4-dimethyl      2-[7-phenoxyacetyl dl-11a,15-dihydroxy-1-phenoxymethyl-1,9-dioxo-      3-trimethylsilyloxy-1-octene hept-2-cis-enyl]-4-trimethylsiloxy 16,16-dim      ethyl-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 208      1-trans-iodo-4,4-trimethylene 2-[7-phenoxyacetyl dl-11a,15a-dihydroxy-1-p      henoxymethyl-1,9-dioxo-  3-trimethylsilyloxy-1-octene hept-2-cis-enyl]-4-      trimethylsiloxy 16,16-trimethylene-2-homo-5-cis-13-trans prostadiene      cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        209 1-trans-tri-n-butylstannyl-3-vinyl- 2-[7-phenoxyacetyl dl-11a,15a-d      ihydroxy-1-phenoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-octen      e hept-2-cis-enyl]-4-trimethylsiloxy 2-homo-5-cis-13-trans prostadiene      cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        210 1-trans-iodo- 2-[7-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymethy      l-1,9-dioxo-  4-triphenylmethoxy-1-octene hept-2-cis-enyl]-4-trimethylsil      oxy 2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        211 1-trans-tri-n-butylstannyl-4-methyl- 2-[7-phenoxyacetyl dl-11a,16-d      ihydroxy-1-phenoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-octe      ne hept-2-cis-enyl]-4-trimethylsiloxy 2-homo-5-cis-13-trans prostadiene       cyclopent-2-en-1-one 212 1-trans-tri-n-butylstannyl-5-methyl- 2-[7-pheno      xyacetyl dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-  4-trimethylsilyl      oxy-1-octene hept-2-cis-enyl]-4-trimethylsiloxy 17-methyl-2-homo-5-cis-13      -trans prostadiene   cyclopent-2-en-1-one 213 1-trans-tri-n-butylstannyl-      4-vinyl- 2-[7-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo      -16-vinyl-  4-trimethylsilyloxy-1-octene hept-2-cis-enyl]-4-trimethylsilo      xy 2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 214 1-trans-t      ri-n-butylstannyl-4-trimethylsilylethynyl- 2-[7-phenoxyacetyl dl-11a,16-d      ihydroxy-1-phenoxymethyl-1,9-dioxo-16-ethynyl-  4-trimethylsilyloxy-1-oct      ene hept-2-cis-enyl]-4-trimethylsiloxy 2-homo-5-cis-13-trans prostadiene        cyclopent-2-en-1-one 215 1-trans-tri-n-butylstannyl-5-methylene      2-[7-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-      4-triethylsilyloxy-1-octene hept-2-cis-enyl]-4-trimethylsiloxy 17-methyle      ne-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 216 1-trans-t      ri-n-butylstannyl-4-methyl-5-methylene 2-[7-phenoxyacetyl dl-11a,16-dihyd      roxy-1-phenoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-octene      hept-2-cis-enyl]-4-trimethylsiloxy 17-methylene-2-homo-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 217 1-trans-tri-n-butylstannyl-4-dimet      hoxymethyl- 2-[7-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-di      oxo-16-formyl-  4-trimethylsilyloxy-1-octene hept-2-cis-enyl]-4-trimethyl      siloxy 2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 218      1-trans-tri-n-butylstannyl-4-fluoromethyl- 2-[7-phenoxyacetyl dl-11a,16-d      ihydroxy-1-phenoxymethyl-1,9-dioxo-16-fluoromethyl-  4-trimethylsilyloxy-      1-octene hept-2-cis-enyl]-4-trimethylsiloxy 2-homo-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 219 1-trans-tri-n-butylstannyl-4-diflu      oromethyl- 2-[7-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dio      xo-16-difluoromethyl-  4-trimethylsilyloxy-1-octene hept-2-cis-enyl]-4-tr      imethylsiloxy 2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one      220 1-trans-tri-n-butylstannyl-4-trifluoromethyl- 2-[7-phenoxyacetyl      dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-trifluoromethyl-      4-trimethylsilyloxy-1-octene hept-2-cis-enyl]-4-trimethylsiloxy 2-homo-5-      cis-13-trans prostadiene   cyclopent-2-en-1-one 221 1-trans-tri-n-butylst      annyl-4-chloromethyl- 2-[7-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymet      hyl-1,9-dioxo-16-chloromethyl-  4-trimethylsilyloxy-1-octene hept-2-cis-e      nyl]-4-trimethylsiloxy 2-homo-5-cis-13-trans prostadiene   cyclopent-2-en      -1-one 222 1-trans-tri-n-butylstannyl-4-trimethylsilyloxymethyl-      2-[7-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-hydro      xymethyl-  4-trimethylsilyloxy-1-octene hept-2-cis-enyl]-4-trimethylsilox      y 2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        223 1-trans-iodo- 2-[7-phenoxyacetyl dl-11a,15a-dihydroxy-1-phenoxymeth      yl-1,9-dioxo-  3-triphenylmethoxy-1-nonene hept-2-cis-enyl]-4-trimethylsi      loxy 20-methyl-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one      224 1-trans-iodo-3-methyl- 2-[7-phenoxyacetyl dl-11a,15a-dihydroxy-1-phen      oxymethyl-1,9-dioxo-15-methyl-  3-trimethylsilyloxy-1-nonene hept-2-cis-e      nyl]-4-trimethylsiloxy 20-methyl-2-homo-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 225 1-trans-iodo-4,4-dimethyl 2-[7-phenoxyacetyl      dl-11a,15a-dihydroxy-1-phenoxymethyl-1,9-dioxo-  3-trimethylsilyloxy-1-no      nene hept-2-cis-enyl]-4-trimethylsiloxy 16,16-dimethyl-20-methyl-2-homo-5      -cis-13-trans prostadiene   cyclopent-2-en-1-one 226 1-trans-iodo-4,4-tri      methylene 2-[7-phenoxyacetyl dl-11a,15a-dihydroxy-1-phenoxymethyl-1,9-dio      xo-  3-trimethylsilyloxy-1-nonene hept-2-cis-enyl]-4-trimethylsiloxy      16,16-trimethylene-20-methyl-2-homo-5-cis-13-trans prostadiene      cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        227 1-trans-tri-n-butylstannyl-3-vinyl- 2-[7-phenoxyacetyl dl-11a,15a-d      ihydroxy-1-phenoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-nonen      e hept-2-cis-enyl]-4-trimethylsiloxy 20-methyl-2-homo-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        228 1-trans-iodo- 2-[7-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymethy      l-1,9-dioxo-  4-triphenylmethoxy-1-nonene hept-2-cis-enyl]-4-trimethylsil      oxy 20-methyl-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        229 1-trans-tri-n-butylstannyl-4-methyl- 2-[7-phenoxyacetyl dl-11a,16-d      ihydroxy-1-phenoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-none      ne hept-2-cis-enyl]-4-trimethylsiloxy 20-methyl-2-homo-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 230 1-trans-tri-n-butylstannyl-5-methy      l- 2-[7-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-      4-trimethylsilyloxy-1-nonene hept-2-cis-enyl]-4-trimethylsiloxy 17-methyl      -20-methyl-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 231      1-trans-tri-n-butylstannyl-4-vinyl- 2-[7-phenoxyacetyl dl-11a,16-dihydrox      y-1-phenoxymethyl-1,9-dioxo-16-vinyl-  4-trimethylsilyloxy-1-nonene      hept-2-cis-enyl]-4-trimethylsiloxy 20-methyl-2-homo-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 232 1-trans-tri-n-butylstannyl-4-trime      thylsilylethynyl- 2-[7-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymethyl-      1,9-dioxo-16-ethynyl-  4-trimethylsilyloxy-1-nonene hept-2-cis-enyl]-4-tr      imethylsiloxy 20-methyl-2-homo-5-cis-13-trans prostadiene   cyclopent-2-e      n-1-one 233 1-trans-tri-n-butylstannyl-5-methylene 2-[7-phenoxyacetyl      dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-  4-trimethylsilyloxy-1-non      ene hept-2-cis-enyl]-4-trimethylsiloxy 17-methylene-20-methyl-2-homo-5-ci      s-13-trans prostadiene   cyclopent-2-en-1-one 234 1-trans-tri-n-butylstan      nyl-4-methyl-5-methylene 2-[7-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxy      methyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-nonene hept-2-cis-enyl      ]-4-trimethylsiloxy 17-methylene-20-methyl-2-homo-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 235 1-trans-tri-n-butylstannyl-4-dimet      hoxymethyl- 2-[7-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-di      oxo-16-formyl-  4-trimethylsilyloxy-1-nonene hept-2-cis-enyl]-4-trimethyl      siloxy 20-methyl-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one       236 1-trans-tri-n-butylstannyl-4-fluoromethyl- 2-[7-phenoxyacetyl      dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-fluoromethyl-  4-trimeth      ylsilyloxy-1-nonene hept-2-cis-enyl]-4-trimethylsiloxy 20-methyl-2-homo-5      -cis-13-trans prostadiene   cyclopent-2-en-1-one 237 1-trans-tri-n-butyls      tannyl-4-difluoromethyl- 2-[7-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxy      methyl-1,9-dioxo-16-difluoromethyl-  4-trimethylsilyloxy-1-nonene      hept-2-cis-enyl]-4-trimethylsiloxy 20-methyl-2-homo-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 238 1-trans-tri-n-butylstannyl-4-trifl      uoromethyl- 2-[7-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-di      oxo-16-trifluoromethyl-  4-trimethylsilyloxy-1-nonene hept-2-cis-enyl]-4-      trimethylsiloxy 20-methyl-2-homo-5-cis-13-trans prostadiene   cyclopent-2      -en-1-one 239 1-trans-tri-n-butylstannyl-4-chloromethyl- 2-[7-phenoxyacet      yl dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-chloromethyl-      4-trimethylsilyloxy-1-nonene hept-2-cis-enyl]-4-trimethylsiloxy 20-methyl      -2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 240 1-trans-tri      -n-butylstannyl-4-trimethylsilyloxymethyl- 2-[7-phenoxyacetyl dl-11a,16-d      ihydroxy-1-phenoxymethyl-1,9-dioxo-16-hydroxymethyl-  4-trimethylsilyloxy      -1-nonene hept-2-cis-enyl]-4-trimethylsiloxy 20-methyl-2-homo-5-cis-13-tr      ans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES         241 1-trans-iodo- 2-[7-phenoxyacetyl dl-11a,15a-dihydroxy-1-phenoxymet      hyl-1,9-dioxo-  3-triphenylmethoxy-1-decene hept-2-cis-enyl]-4-trimethyls      iloxy 20-ethyl-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one      242 1-trans-iodo-3-methyl- 2-[7-phenoxyacetyl dl-11a,15a-dihydroxy-1-phen      oxymethyl-1,9-dioxo-15-methyl-  3-trimethylsilyloxy-1-decene hept-2-cis-e      nyl]-4-trimethylsiloxy 20-ethyl-2-homo-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 243 1-trans-iodo-4,4-dimethyl 2-[7-phenoxyacetyl      dl-11a,15a-dihydroxy-1-phenoxymethyl-1,9-dioxo-  3-trimethylsilyloxy-1-de      cene hept-2-cis-enyl]-4-trimethylsiloxy 16,16-dimethyl-20-ethyl-2-homo-5-      cis-13-trans prostadiene   cyclopent-2-en-1-one 244 1-trans-iodo-4,4-trim      ethylene 2-[7-phenoxyacetyl dl-11a,15a-dihydroxy-1-phenoxymethyl-1,9-diox      o-  3-trimethylsilyloxy-1-decene hept-2-cis-enyl]-4-trimethylsiloxy      16,16-trimethylene-20-ethyl-2-homo-5-cis-13-trans prostadiene   cyclopent      -2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        245 1-trans-tri-n-butylstannyl-3-vinyl- 2-[7-phenoxyacetyl dl-11a,15a-d      ihydroxy-1-phenoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-decen      e hept-2-cis-enyl]-4-trimethylsiloxy 20-ethyl-2-homo-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        246 1-trans-iodo- 2-[7-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymethy      l-1,9-dioxo-  4-triphenylmethoxy-1-decene hept-2-cis-enyl]-4-trimethylsil      oxy 20-ethyl-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        247 1-trans-tri-n-butylstannyl-4-methyl- 2-[7-phenoxyacetyl dl-11a,16-d      ihydroxy-1-phenoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-dece      ne hept-2-cis-enyl]-4-trimethylsiloxy 20-ethyl-2-homo-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 248 1-trans-tri-n-butylstannyl-5-methy      l 2-[7-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-      4-trimethylsilyloxy-1-decene hept-2-cis-enyl]-4-trimethylsiloxy 17-methyl      -20-ethyl-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 249      1-trans-tri-n-butylstannyl-4-vinyl- 2-[7-phenoxyacetyl dl-11a,16-dihydrox      y-1-phenoxymethyl-1,9-dioxo-16-vinyl-  4-trimethylsilyloxy-1-decene      hept-2-cis-enyl]-4-trimethylsiloxy 20-ethyl-2-homo-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 250 1-trans-tri-n-butylstannyl-4-trime      thylsilylethynyl- 2-[7-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymethyl-      1,9-dioxo-16-ethynyl-  4-trimethylsilyloxy-1-decene hept-2-cis-enyl]-4-tr      imethylsiloxy 20-ethyl-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en      -1-one 251 1-trans-tri-n-butylstannyl-5-methylene 2-[7-phenoxyacetyl      dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-  4-triethylsilyloxy-1-dece      ne hept-2-cis-enyl]-4-trimethylsiloxy 17-methylene-20-ethyl-2-homo-5-cis-      13-trans prostadiene   cyclopent-2-en-1-one 252 1-trans-tri-n-butylstanny      l-4-methyl-5-methylene 2-[7-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxyme      thyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-decene hept-2-cis-enyl]-      4-trimethylsiloxy 17-methylene-20-ethyl-2-homo-5-cis-13-trans prostadiene         cyclopent-2-en-1-one 253 1-trans-tri-n-butylstannyl-4-dimethoxymethyl-       2-[7-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-form      yl-  4-trimethylsilyloxy-1-decene hept-2-cis-enyl]-4-trimethylsiloxy      20-ethyl-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 254      1-trans-tri-n-butylstannyl-4-fluoromethyl- 2-[7-phenoxyacetyl dl-11a,16-d      ihydroxy-1-phenoxymethyl-1,9-dioxo-16-fluoromethyl-  4-trimethylsilyloxy-      1-decene hept-2-cis-enyl]-4-trimethylsiloxy 20-ethyl-2-homo-5-cis-13-tran      s prostadiene   cyclopent-2-en-1-one 255 1-trans-tri-n-butylstannyl-4-dif      luoromethyl- 2-[7-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-d      ioxo-16-difluoromethyl-  4-trimethylsilyloxy-1-decene hept-2-cis-enyl]-4-      trimethylsiloxy 20-ethyl-2-homo-5-cis-13-trans prostadiene   cyclopent-2-      en-1-one 256 1-trans-tri-n-butylstannyl-4-trifluoromethyl- 2-[7-phenoxyac      etyl dl-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-trifluoromethyl-      4-trimethylsilyloxy-1-decene hept-2-cis-enyl]-4-trimethylsiloxy 20-ethyl-      2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 257 1-trans-tri-      n-butylstannyl-4-chloromethyl- 2-[7-phenoxyacetyl dl-11a,16-dihydroxy-1-p      henoxymethyl-1,9-dioxo-16-chloromethyl-  4-trimethylsilyloxy-1-decene      hept-2-cis-enyl]-4-trimethylsiloxy 20-ethyl-2-homo-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 258 1-trans-tri-n-butylstannyl-4-trime      thylsilyloxymethyl- 2-[7-phenoxyacetyl dl-11a,16-dihydroxy-1-phenoxymethy      l-1,9-dioxo-16-hydroxymethyl-  4-trimethylsilyloxy-1-decene hept-2-cis-en      yl]-4-trimethylsiloxy 20-ethyl-2-homo-5-cis-13-trans prostadiene      cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        259 1-trans-iodo- 2-[6-phenoxyacetyl nat-11a,15a-dihydroxy-1-phenoxymet      hyl-1,9-dioxo-  3-triphenylmethoxy-1-heptene hex-2-cis-enyl]-4R-trimethyl      siloxy 20-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 260      1-trans-iodo-3-methyl- 2-[6-phenoxyacetyl nat-11a,15a-dihydroxy-1-phenoxy      methyl-1,9-dioxo-15-methyl-  3-trimethylsilyloxy-1-heptene hex-2-cis-enyl      ]-4R-trimethylsiloxy 20-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1      -one 261 1-trans-iodo-4,4-dimethyl- 2-[6-phenoxyacetyl nat-11a,15a-dihydr      oxy-1-phenoxymethyl-1,9-dioxo-  3-trimethylsilyloxy-1-heptene hex-2-cis-e      nyl]-4R-trimethylsiloxy 16,16-dimethyl-20-nor-5-cis-13-trans prostadiene        cyclopent-2-en-1-one 262 1-trans-iodo-5,5-dimethyl- 2-[6-phenoxyacetyl      nat-11a,15a-dihydroxy-1-phenoxymethyl-1,9-dioxo-  3-triphenylmethoxy-1-oc      tene hex-2-cis-enyl]-4R-trimethylsiloxy 17,17-dimethyl-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 263 1-trans-iodo-4-methyl 2-[6-phenoxy      acetyl nat-11a,15a-dihydroxy-1-phenoxymethyl-1,9-dioxo-  3-triphenylmetho      xy-1-octene hex-2-cis-enyl]-4R-trimethylsiloxy 16-methyl-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 264 1-trans-iodo-4,4-trimethylene      2-[6-phenoxyacetyl nat-11a,15a-dihydroxy-1-phenoxymethyl-1,9-dioxo-      3-trimethylsilyloxy-1-heptene hex-2-cis-enyl]-4R-trimethylsiloxy      16,16-trimethylene-20-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-o      ne        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        265 1-trans-tri-n-butylstannyl-3-vinyl- 2-[6-phenoxyacetyl nat-11a,15a-      dihydroxy-1-phenoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-hept      ene hex-2-cis-enyl]-4R-trimethylsiloxy 20-nor-5-cis-13-trans prostadiene        cyclopent-2-en-1-one 266 1-trans-tri-n-butylstannyl-4-phenoxy 2-[6-phen      oxyacetyl nat-11a,15a-dihydroxy-1-phenoxymethyl-1,9-dioxo-  3-triethylsil      yloxy-1-butene hex-2-cis-enyl]-4R-trimethylsiloxy 16-phenoxy-17-20-tetran      or-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 267 1-trans-tri-n-bu      tylstannyl-4-(p-fluorophenoxy) 2-[6-phenoxyacetyl nat-11a,15a-dihydroxy-1      -phenoxymethyl-1,9-dioxo-  3-triethylsilyloxy-1-butene hex-2-cis-enyl]-4R      -trimethylsiloxy 16-(p-fluorophenoxy)-17-20-tetranor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 268 1-trans-tri-n-butylstannyl-4-(m-ch      lorophenoxy) 2-[6-phenoxyacetyl nat-11a,15a-dihydroxy-1-phenoxymethyl-1,9      -dioxo-  3-triethylsilyloxy-1-butene hex-2-cis-enyl]-4R-trimethylsiloxy      16-(m-chlorophenoxy)-17-20-tetranor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 269 1-trans-tri-n-butylstannyl-4-(m-trifluoromethylp      henoxy) 2-[6-phenoxyacetyl nat-11a,15a-dihydroxy-1-phenoxymethyl-1,9-diox      o-  3-triethylsilyloxy-1-butene hex-2-cis-enyl]-4R-trimethylsiloxy      16-(m-trifluoromethylphenoxy)-17-20-tetranor-5-cis-13-trans prostadiene       cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        270 1-trans-iodo-5-phenyl 2-[6-phenoxyacetyl nat-11a,15a-dihydroxy-1-ph      enoxymethyl-1,9-dioxo-  3-triethylsilyloxy-1-pentene hex-2-cis-enyl]-4R-t      rimethylsiloxy 17-phenyl-18-20-trinor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 271 1-trans-iodo-4,4-dimethyl-5-phenyl 2-[6-phenoxya      cetyl nat-11a,15a-dihydroxy-1-phenoxymethyl-1,9-dioxo-  3-triethylsilylox      y-1-pentene hex-2-cis-enyl]-4R-trimethylsiloxy 16,16-dimethyl-17-phenyl-1      8-20-trinor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 272      1-trans-iodo-4-cyclopentyl 2-[6-phenoxyacetyl nat-11a,15a-dihydroxy-1-phe      noxymethyl-1,9-dioxo-  3-triphenylmethoxy-1-butene hex-2-cis-enyl]-4R-tri      methylsiloxy 16-cyclopentyl-17-20-tetranor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 273 1-trans-iodo-4-cyclohexyl 2-[6-phenoxyacetyl      nat-11a,15a-dihydroxy-1-phenoxymethyl-1,9-dioxo-  3-triphenylmethoxy-1-bu      tene hex-2-cis-enyl]-4R-trimethylsiloxy 16-cyclohexyl-17-20-tetranor-5-ci      s-13-trans prostadiene   cyclopent-2-en-1-one 274 1-trans-iodo- 2-[6-phen      oxyacetyl nat-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-  4-triphenylmet      hoxy-1-heptene hex-2-cis-enyl]-4R-trimethylsiloxy 20-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        275 1-trans-tri-n-butylstannyl-4-methyl- 2-[6-phenoxyacetyl nat-11a,16-      dihydroxy-1-phenoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-hep      tene hex-2-cis-enyl]-4R-trimethylsiloxy 20-nor-5-cis-13-trans prostadiene         cyclopent-2-en-1-one 276 1-trans-tri-n-butylstannyl-4-ethyl- 2-[6-phen      oxyacetyl nat-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-ethyl-      4-trimethylsilyloxy-1-octene hex-2-cis-enyl]-4R-trimethylsiloxy 5-cis-13-      trans prostadiene   cyclopent-2-en-1-one 277 1-trans-tri-n-butylstannyl-5      -methyl 2-[6-phenoxyacetyl nat-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo      -  4-trimethylsilyloxy-1-heptene hex-2-cis-enyl]-4R-trimethylsiloxy      17-methyl-20-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        278 1-trans-iodo-5,5-dimethyl 2-[6-phenoxyacetyl nat-11a,16-dihydroxy-1      -phenoxymethyl-1,9-dioxo-  4-trimethylsilyloxy-1-octene hex-2-cis-enyl]-4      R-trimethylsiloxy 17,17-dimethyl-5-cis-13-trans prostadiene   cyclopent-2      -en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        279 1-trans-tri-n-butylstannyl-4-vinyl- 2-[6-phenoxyacetyl nat-11a,16-d      ihydroxy-1-phenoxymethyl-1,9-dioxo-16-vinyl-  4-trimethylsilyloxy-1-hepte      ne hex-2-cis-enyl]-4R-trimethylsiloxy 20-nor-5-cis-13-trans prostadiene       cyclopent-2-en-1-one 280 1-trans-tri-n-butylstannyl-4-cyclopropyl-      2-[6-phenoxyacetyl nat-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-cycl      opropyl-  4-trimethylsilyloxy-1-octene hex-2-cis-enyl]-4R-trimethylsiloxy       5-cis-13-trans prostadiene   cyclopent-2-en-1-one 281 1-trans-tri-n-buty      lstannyl-4-trimethylsilylethynyl- 2-[6-phenoxyacetyl nat-11a,16-dihydroxy      -1-phenoxymethyl-1,9-dioxo-16-ethynyl-  4-trimethylsilyloxy-1-heptene      hex-2-cis-enyl]-4R-trimethylsiloxy 20-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 282 1-trans-tri-n-butylstannyl-5-methylene 2-[6-phen      oxyacetyl nat-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-  4-triethylsily      loxy-1-heptene hex-2-cis-enyl]-4R-trimethylsiloxy 17-methylene-20-nor-5-c      is-13-trans prostadiene   cyclopent-2-en-1-one 283 1-trans-tri-n-butylsta      nnyl-4-methyl-5-methylene 2-[6-phenoxyacetyl nat-11a,16-dihydroxy-1-pheno      xymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-heptene hex-2-cis-en      yl]-4R-trimethylsiloxy 17-methylene-20-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 284 1-trans-tri-n-butylstannyl-4-dimethoxymethyl-      2-[6-phenoxyacetyl nat-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-form      yl-  4-trimethylsilyloxy-1-heptene hex-2-cis-enyl]-4R-trimethylsiloxy      20-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 285 1-trans-tri-      n-butylstannyl-4-fluoromethyl- 2-[6-phenoxyacetyl nat-11a,16-dihydroxy-1-      phenoxymethyl-1,9-dioxo-16-fluoromethyl-  4-trimethylsilyloxy-1-heptene      hex-2-cis-enyl]-4R-trimethylsiloxy 20-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 286 1-trans-tri-n-butylstannyl-4-difluoromethyl-      2-[6-phenoxyacetyl nat-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-difl      uoromethyl-  4-trimethylsilyloxy-1-heptene hex-2-cis-enyl]-4R-trimethylsi      loxy 20-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 287      1-trans-tri-n-butylstannyl-4-trifluoromethyl- 2-[6-phenoxyacetyl      nat-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-trifluoromethyl-      4-trimethylsilyloxy-1-heptene hex-2-cis-enyl]-4R-trimethylsiloxy      20-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 288 1-trans-tri-      n-butylstannyl-4-chloromethyl- 2-[6-phenoxyacetyl nat-11a,16-dihydroxy-1-      phenoxymethyl-1,9-dioxo-16-chloromethyl-  4-trimethylsilyloxy-1-heptene      hex-2-cis-enyl]-4R-trimethylsiloxy 20-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 289 1-trans-tri-n-butylstannyl-4-trimethylsilyloxyme      thyl- 2-[6-phenoxyacetyl nat-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-1      6-hydroxymethyl-  4-trimethylsilyloxy-1-heptene hex-2-cis-enyl]-4R-trimet      hylsiloxy 20-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        290 1-trans-iodo-4-methyl-7-chloro 2-[6-phenoxyacetyl nat-11a,16-dihydr      oxy-1-phenoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-heptene      hex-2-cis-enyl]-4R-trimethylsiloxy 19-chloro-20-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 291 1-trans-iodo- 2-[6-phenoxyacetyl      nat-11a,15a-dihydroxy-1-phenoxymethyl-1,9-dioxo-  3-triphenylmethoxy-1-oc      tene hex-2-cis-enyl]-4R-trimethylsiloxy 5-cis-13-trans prostadiene      cyclopent-2-en-1-one 292 1-trans-iodo-3-methyl- 2-[6-phenoxyacetyl      nat-11a,15a-dihydroxy-1-phenoxymethyl-1,9-dioxo-15-methyl-  3-trimethylsi      lyloxy-1-octene hex-2-cis-enyl]-4R-trimethylsiloxy 5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 293 1-trans-iodo-4,4-dimethyl      2-[6-phenoxyacetyl nat-11a,15a-dihydroxy-1-phenoxymethyl-1,9-dioxo-      3-trimethylsilyloxy-1-octene hex-2-cis-enyl]-4R-trimethylsiloxy 16,16-dim      ethyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 294 1-trans-iodo-      4,4-trimethylene 2-[6-phenoxyacetyl nat-11a,15a-dihydroxy-1-phenoxymethyl      -1,9-dioxo-  3-trimethylsilyloxy-1-octene hex-2-cis-enyl]-4R-trimethylsil      oxy 16,16-trimethylene-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        295 1-trans-tri-n-butylstannyl-3-vinyl- 2-[6-phenoxyacetyl nat-11a,15a-      dihydroxy-1-phenoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-octe      ne hex-2-cis-enyl]-4R-trimethylsiloxy 5-cis-13-trans prostadiene      cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        296 1-trans-iodo- 2-[6-phenoxyacetyl nat-11a,16-dihydroxy-1-phenoxymeth      yl-1,9-dioxo-  4-triphenylmethoxy-1-octene hex-2-cis-enyl]-4R-trimethylsi      loxy 5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        297 1-trans-tri-n-butylstannyl-4-methyl- 2-[6-phenoxyacetyl nat-11a,16-      dihydroxy-1-phenoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-oct      ene hex-2-cis-enyl]-4R-trimethylsiloxy 5-cis-13-trans prostadiene      cyclopent-2-en-1-one 298 1-trans-tri-n-butylstannyl-5-methyl- 2-[6-phenox      yacetyl nat-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-  4-trimethylsilyl      oxy-1-octene hex-2-cis-enyl]-4R-trimethylsiloxy 17-methyl-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 299 1-trans-tri-n-butylstannyl-4-vinyl      - 2-[6-phenoxyacetyl nat-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-vi      nyl-  4-trimethylsilyloxy-1-octene hex-2-cis-enyl]-4R-trimethylsiloxy      5-cis-13-trans prostadiene   cyclopent-2-en-1-one 300 1-trans-tri-n-butyl      stannyl-4-trimethylsilylethynyl- 2-[6-phenoxyacetyl nat-11a,16-dihydroxy-      1-phenoxymethyl-1,9-dioxo-16-ethynyl-  4-trimethylsilyloxy-1-octene      hex-2-cis-enyl]-4R-trimethylsiloxy 5-cis-13-trans prostadiene   cyclopent      -2-en-1-one 301 1-trans-tri-n-butylstannyl-5-methylene 2-[6-phenoxyacetyl       nat-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-  4-triethylsilyloxy-1-oc      tene hex-2-cis-enyl]-4R-trimethylsiloxy 17-methylene-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 302 1-trans-tri-n-butylstannyl-4-methy      l-5-methylene 2-[6-phenoxyacetyl nat-11a,16-dihydroxy-1-phenoxymethyl-1,9      -dioxo-16-methyl-  4-trimethylsilyloxy-1-octene hex-2-cis-enyl]-4R-trimet      hylsiloxy 17-methylene-5-cis-13-trans prostadiene   cyclopent-2-en-1-one      303 1-trans-tri-n-butylstannyl-4-dimethoxymethyl- 2-[6-phenoxyacetyl      nat-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-formyl-  4-trimethylsil      yloxy-1-octene hex-2-cis-enyl]-4R-trimethylsiloxy 5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 304 1-trans-tri-n-butylstannyl-4-fluor      omethyl- 2-[6-phenoxyacetyl nat-11a,16-dihydroxy-1-phenoxymethyl-1,9-diox      o-16-fluoromethyl-  4-trimethylsilyloxy-1-octene hex-2-cis-enyl]-4R-trime      thylsiloxy 5-cis-13-trans prostadiene   cyclopent-2-en-1-one 305      1-trans-tri-n-butylstannyl-4-difluoromethyl- 2-[6-phenoxyacetyl nat-11a,1      6-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-difluoromethyl-  4-trimethylsily      loxy-1-octene hex-2-cis-enyl]-4R-trimethylsiloxy 5-cis-13-trans prostadie      ne   cyclopent-2-en-1-one 306 1-trans-tri-n-butylstannyl-4-trifluoromethy      l- 2-[6-phenoxyacetyl nat-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-t      rifluoromethyl-  4-trimethylsilyloxy-1-octene hex-2-cis-enyl]-4R-trimethy      lsiloxy 5-cis-13-trans prostadiene   cyclopent-2-en-1-one 307 1-trans-tri      -n-butylstannyl-4-chloromethyl- 2-[6-phenoxyacetyl nat-11a,16-dihydroxy-1      -phenoxymethyl-1,9-dioxo-16-chloromethyl-  4-trimethylsilyloxy-1-octene      hex-2-cis-enyl]-4R-trimethylsiloxy 5-cis-13-trans prostadiene   cyclopent      -2-en-1-one 308 1-trans-tri-n-butylstannyl-4-trimethylsilyloxymethyl-      2-[6-phenoxyacetyl nat-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-hydr      oxymethyl-  4-trimethylsilyloxy-1-octene hex-2-cis-enyl]-4R-trimethylsilo      xy 5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        309 1-trans-iodo- 2-[6-phenoxyacetyl nat-11a,15a-dihydroxy-1-phenoxymet      hyl-1,9-dioxo-  3-triphenylmethoxy-1-nonene hex-2-cis-enyl]-4R-trimethyls      iloxy 20-methyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 310      1-trans-iodo-3-methyl- 2-[6-phenoxyacetyl nat-11a,15a-dihydroxy-1-phenoxy      methyl-1,9-dioxo-15-methyl-  3-trimethylsilyloxy-1-nonene hex-2-cis-enyl]      -4R-trimethylsiloxy 20-methyl-5-cis-13-trans prostadiene   cyclopent-2-en      -1-one 311 1-trans-iodo-4,4-dimethyl 2-[6-phenoxyacetyl nat-11a,15a-dihyd      roxy-1-phenoxymethyl-1,9-dioxo-  3-trimethylsilyloxy-1-nonene hex-2-cis-e      nyl]-4R-trimethylsiloxy 16,16-dimethyl-20-methyl-5-cis-13-trans prostadie      ne   cyclopent-2-en-1-one 312 1-trans-iodo-4,4-trimethylene 2-[6-phenoxya      cetyl nat-11a,15a-dihydroxy-1-phenoxymethyl-1,9-dioxo-  3-trimethylsilylo      xy-1-nonene hex-2-cis-enyl]-4R-trimethylsiloxy 16,16-trimethylene-20-meth      yl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        313 1-trans-tri-n-butylstannyl-3-vinyl- 2-[6-phenoxyacetyl nat-11a,15a-      dihydroxy-1-phenoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-none      ne hex-2-cis-enyl]-4R-trimethylsiloxy 20-methyl-5-cis-13-trans prostadien      e   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        314 1-trans-iodo- 2-[6-phenoxyacetyl nat-11a,16-dihydroxy-1-phenoxymeth      yl-1,9-dioxo-  4-triphenylmethoxy-1-nonene hex-2-cis-enyl]-4R-trimethylsi      loxy 20-methyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        315 1-trans-tri-n-butylstannyl-4-methyl- 2-[6-phenoxyacetyl nat-11a,16-      dihydroxy-1-phenoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-non      ene hex-2-cis-enyl]-4R-trimethylsiloxy 20-methyl-5-cis-13-trans prostadie      ne   cyclopent-2-en-1-one 316 1-trans-tri-n-butylstannyl-5-methyl      2-[6-phenoxyacetyl nat-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-      4-trimethylsilyloxy-1-nonene hex-2-cis-enyl]-4R-trimethylsiloxy 17-methyl      -20-methyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 317      1-trans-tri-n-butylstannyl-4-vinyl- 2-[6-phenoxyacetyl nat-11a,16-dihydro      xy-1-phenoxymethyl-1,9-dioxo-16-vinyl-  4-trimethylsilyloxy-1-nonene      hex-2-cis-enyl]-4R-trimethylsiloxy 20-methyl-5-cis-13-trans prostadiene       cyclopent-2-en-1-one 318 1-trans-tri-n-butylstannyl-4-trimethylsilylethy      nyl- 2-[6-phenoxyacetyl nat-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16      -ethynyl-  4-trimethylsilyloxy-1-nonene hex-2-cis-enyl]-4R-trimethylsilox      y 20-methyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 319      1-trans-tri-n-butylstannyl-5-methylene 2-[6-phenoxyacetyl nat-11a,16-dihy      droxy-1-phenoxymethyl-1,9-dioxo-  4-triethylsilyloxy-1-nonene hex-2-cis-e      nyl]-4R-trimethylsiloxy 17-methylene-20-methyl-5-cis-13-trans prostadiene         cyclopent-2-en-1-one 320 1-trans-tri-n-butylstannyl-4-methyl-5-methyle      ne 2-[6-phenoxyacetyl nat-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-m      ethyl-  4-trimethylsilyloxy-1-nonene hex-2-cis-enyl]-4R-trimethylsiloxy      17-methylene-20-methyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one      321 1-trans-tri-n-butylstannyl-4-dimethoxymethyl- 2-[6-phenoxyacetyl      nat-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-formyl-  4-trimethylsil      yloxy-1-nonene hex-2-cis-enyl]-4R-trimethylsiloxy 20-methyl-5-cis-13-tran      s prostadiene   cyclopent-2-en-1-one 322 1-trans-tri-n-butylstannyl-4-flu      oromethyl- 2-[6-phenoxyacetyl nat-11a,16-dihydroxy-1-phenoxymethyl-1,9-di      oxo-16-fluoromethyl-  4-trimethylsilyloxy-1-nonene hex-2-cis-enyl]-4R-tri      methylsiloxy 20-methyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one      323 1-trans-tri-n-butylstannyl-4-difluoromethyl- 2-[6-phenoxyacetyl      nat-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-difluoromethyl-      4-trimethylsilyloxy-1-nonene hex-2-cis-enyl]-4R-trimethylsiloxy 20-methyl      -5-cis-13-trans prostadiene   cyclopent-2-en-1-one 324 1-trans-tri-n-buty      lstannyl-4-trifluoromethyl- 2-[6-phenoxyacetyl nat-11a,16-dihydroxy-1-phe      noxymethyl-1,9-dioxo-16-trifluoromethyl-  4-trimethylsilyloxy-1-nonene      hex-2-cis-enyl]-4R-trimethylsiloxy 20-methyl-5-cis-13-trans prostadiene       cyclopent-2-en-1-one 325 1-trans-tri-n-butylstannyl-4-chloromethyl-      2-[6-phenoxyacetyl nat-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-chlo      romethyl-  4-trimethylsilyloxy-1-nonene hex-2-cis-enyl]-4R-trimethylsilox      y 20-methyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 326      1-trans-tri-n-butylstannyl-4-trimethylsilyloxymethyl- 2-[6-phenoxyacetyl      nat-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-hydroxymethyl-      4-trimethylsilyloxy-1-nonene hex-2-cis-enyl]-4R-trimethylsiloxy 20-methyl      -5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        327 1-trans-iodo- 2-[6-phenoxyacetyl nat-11a,15a-dihydroxy-1-phenoxymet      hyl-1,9-dioxo-  3-triphenylmethoxy-1-decene hex-2-cis-enyl]-4R-trimethyls      iloxy 20-ethyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 328      1-trans-iodo-3-methyl- 2-[6-phenoxyacetyl nat-11a,15a-dihydroxy-1-phenoxy      methyl-1,9-dioxo-15-methyl-  3-trimethylsilyloxy-1-decene hex-2-cis-enyl]      -4R-trimethylsiloxy 20-ethyl-5-cis-13-trans prostadiene   cyclopent-2-en-      1-one 329 1-trans-iodo-4,4-dimethyl 2-[6-phenoxyacetyl nat-11a,15a-dihydr      oxy-1-phenoxymethyl-1,9-dioxo-  3-trimethylsilyloxy-1-decene hex-2-cis-en      yl]-4R-trimethylsiloxy 16,16-dimethyl-20-ethyl-5-cis-13-trans prostadiene         cyclopent-2-en-1-one 330 1-trans-iodo-4,4-trimethylene 2-[6-phenoxyace      tyl nat-11a,15a-dihydroxy-1-phenoxymethyl-1,9-dioxo-  3-trimethylsilyloxy      -1-decene hex-2-cis-enyl]-4R-trimethylsiloxy 16,16-trimethylene-20-ethyl-      5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        331 1-trans-tri-n-butylstannyl-3-vinyl- 2-[6-phenoxyacetyl nat-11a,15a-      dihydroxy-1-phenoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-dece      ne hex-2-cis-enyl]-4R-trimethylsiloxy 20-ethyl-5-cis-13-trans prostadiene         cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        332 1-trans-iodo- 2-[6-phenoxyacetyl nat-11a,16-dihydroxy-1-phenoxymeth      yl-1,9-dioxo-  4-triphenylmethoxy-1-decene hex-2-cis-enyl]-4R-trimethylsi      loxy 20-ethyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        333 1-trans-tri-n-butylstannyl-4-methyl- 2-[6-phenoxyacetyl nat-11a,16-      dihydroxy-1-phenoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-dec      ene hex-2-cis-enyl]-4R-trimethylsiloxy 20-ethyl-5-cis-13-trans prostadien      e   cyclopent-2-en-1-one 334 1-trans-tri-n-butylstannyl-5-methyl      2-[6-phenoxyacetyl nat-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-      4-trimethylsilyloxy-1-decene hex-2-cis-enyl]-4R-trimethylsiloxy 17-methyl      -20-ethyl-5-cis-13-transprostadiene   cyclopent-2-en-1-one 335 1-trans-tr      i-n-butylstannyl-4-vinyl- 2-[6-phenoxyacetyl nat-11a,16-dihydroxy-1-pheno      xymethyl-1,9-dioxo-16-vinyl-  4-trimethylsilyloxy-1-decene hex-2-cis-enyl      ]-4R-trimethylsiloxy 20-ethyl-5-cis-13-trans prostadiene   cyclopent-2-en      -1-one 336 1-trans-tri-n-butylstannyl-4-trimethylsilylethynyl- 2-[6-pheno      xyacetyl nat-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-ethynyl-      4-trimethylsilyloxy-1-decene hex-2-cis-enyl]-4R-trimethylsiloxy 20-ethyl-      5-cis-13-trans prostadiene   cyclopent-2-en-1-one 337 1-trans-tri-n-butyl      stannyl-5-methylene 2-[6-phenoxyacetyl nat-11a,16-dihydroxy-1-phenoxymeth      yl-1,9-dioxo-  4-triethylsilyloxy-1-decene hex-2-cis-enyl]-4R-trimethylsi      loxy 17-methylene-20-ethyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-      one 338 1-trans-tri-n-butylstannyl-4-methyl-5-methylene 2-[6-phenoxyacety      l nat-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-methyl-  4-trimethyls      ilyloxy-1-decene hex-2-cis-enyl]-4R-trimethylsiloxy 17-methylene-20-ethyl      -5-cis-13-trans prostadiene   cyclopent-2-en-1-one 339 1-trans-tri-n-buty      lstannyl-4-dimethoxymethyl- 2-[6-phenoxyacetyl nat-11a,16-dihydroxy-1-phe      noxymethyl-1,9-dioxo-16-formyl-  4-trimethylsilyloxy-1-decene hex-2-cis-e      nyl]-4R-trimethylsiloxy 20-ethyl-5-cis-13-trans prostadiene   cyclopent-2      -en-1-one 340 1-trans-tri-n-butylstannyl-4-fluoromethyl- 2-[6-phenoxyacet      yl nat-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-fluoromethyl-      4-trimethylsilyloxy-1-decene hex-2-cis-enyl]-4R-trimethylsiloxy 20-ethyl-      5-cis-13-trans prostadiene   cyclopent-2-en-1-one 341 1-trans-tri-n-butyl      stannyl-4-difluoromethyl- 2-[6-phenoxyacetyl nat-11a,16-dihydroxy-1-pheno      xymethyl-1,9-dioxo-16-difluoromethyl-  4-trimethylsilyloxy-1-decene      hex-2-cis-enyl]-4R-trimethylsiloxy 20-ethyl-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 342 1-trans-tri-n-butylstannyl-4-trifluoromethyl-      2-[6-phenoxyacetyl nat-11a,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-trif      luoromethyl-  4-trimethylsilyloxy-1-decene hex-2-cis-enyl]-4R-trimethylsi      loxy 20-ethyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 343      1-trans-tri-n-butylstannyl-4-chloromethyl- 2-[6-phenoxyacetyl nat-11a,16-      dihydroxy-1-phenoxymethyl-1,9-dioxo-16-chloromethyl-  4-trimethylsilyloxy      -1-decene hex-2-cis-enyl-]-4R-trimethylsiloxy 20-ethyl-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 344 1-trans-tri-n-butylstannyl-4-trime      thylsilyloxymethyl- 2-[6-phenoxyacetyl nat-11a,16-dihydroxy-1-phenoxymeth      yl-1,9-dioxo-16-hydroxymethyl-  4-trimethylsilyloxy-1-decene hex-2-cis-en      yl]-4R-trimethylsiloxy 20-ethyl-5-cis-13-trans prostadiene   cyclopent-2-      en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        345 1-trans-iodo- 2-[5-phenoxyacetyl dl-15a-hydroxy-1-phenoxymethyl-1,9      -dioxo-  3-triphenylmethoxy-1-heptene pent-2-cis-enyl] 20-nor-2-nor-5-cis      -13-trans prostadiene   cyclopent-2-en-1-one 346 1-trans-iodo-3-methyl-      2-[5-phenoxyacetyl dl-15a-hydroxy-1-phenoxymethyl-1,9-dioxo-15-methyl-      3-trimethylsilyloxy-1-heptene pent-2-cis-enyl] 20-nor-2-nor-5-cis-13-tran      s prostadiene   cyclopent-2-en-1-one 347 1-trans-iodo-4,4-dimethyl      2-[5-phenoxyacetyl dl-15a-hydroxy-1-phenoxymethyl-1,9-dioxo-  3-trimethyl      silyloxy-1-heptene pent-2-cis-enyl] 16,16-dimethyl-20-nor-2-nor-5-cis-13-      trans prostadiene   cyclopent-2-en-1-one 348 1-trans-iodo-5,5-dimethyl      2-[5-phenoxyacetyl dl-15a-hydroxy-1-phenoxymethyl-1,9-dioxo-  3-triphenyl      methoxy-1-octene pent-2-cis-enyl] 17,17-dimethyl-2-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 349 1-trans-iodo-4-methyl 2-[5-phenoxy      acetyl dl-15a-hydroxy-1-phenoxymethyl-1,9-dioxo-  3-triphenylmethoxy-1-oc      tene pent-2-cis-enyl] 16-methyl-2-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 350 1-trans-iodo-4,4-trimethylene 2-[5-phenoxyacetyl       dl-15a-hydroxy-1-phenoxymethyl-1,9-dioxo-  3-trimethylsilyloxy-1-heptene       pent-2-cis-enyl] 16,16-trimethylene-20-nor-2-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        351 1-trans-tri-n-butylstannyl-3-vinyl- 2-[5-phenoxyacetyl dl-15a-hydro      xy-1-phenoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-heptene      pent-2-cis-enyl] 20-nor-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en      -1-one 352 1-trans-tri-n-butylstannyl-4-phenoxy 2-[5-phenoxyacetyl      dl-15a-hydroxy-1-phenoxymethyl-1,9-dioxo-  3-triethylsilyloxy-1-butene      pent-2-cis-enyl] 16-phenoxy-2-nor-17-20-tetranor-5-cis-13-trans prostadie      ne   cyclopent-2-en-1-one 353 1-trans-tri-n-butylstannyl-4-(p-fluoropheno      xy) 2-[5-phenoxyacetyl dl-15a-hydroxy-1-phenoxymethyl-1,9-dioxo-      3-triethylsilyloxy-1-butene pent-2-cis-enyl] 16-(p-fluorophenoxy)-2-nor-1      7-20-tetranor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 354      1-trans-tri-n-butylstannyl-4-(m-chlorophenoxy) 2-[5-phenoxyacetyl      dl-15a-hydroxy-1-phenoxymethyl-1,9-dioxo-  3-triethylsilyloxy-1-butene      pent-2-cis-enyl] 16-(m-chlorophenoxy)-2-nor-17-20-tetranor-5-cis-13-trans       prostadiene   cyclopent-2-en-1-one 355 1-trans-tri-n-butylstannyl-4-(m-t      rifluoromethylphenoxy) 2-[5-phenoxyacetyl dl-15a-hydroxy-1-phenoxymethyl-      1,9-dioxo-  3-triethylsilyloxy-1-butene pent-2-cis-enyl] 16-(m-trifluorom      ethylphenoxy)-2-nor-17-20-tetranor-5-cis-13-trans prostadiene   cyclopent      -2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        356 1-trans-iodo-5-phenyl 2-[5-phenoxyacetyl dl-15a-hydroxy-1-phenoxyme      thyl-1,9-dioxo-  3-triethylsilyloxy-1-pentene pent-2-cis-enyl] 17-phenyl-      2-nor-18-20-trinor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 357      1-trans-iodo-4,4-dimethyl-5-phenyl 2-[5-phenoxyacetyl dl-15a-hydroxy-1-ph      enoxymethyl-1,9-dioxo-  3-triethylsilyloxy-1-pentene pent-2-cis-enyl]      16,16-dimethyl-17-phenyl-2-nor-18-20-trinor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 358 1-trans-iodo-4-cyclopentyl 2-[5-phenoxyacetyl      dl-15a-hydroxy-1-phenoxymethyl-1,9-dioxo-  3-triphenylmethoxy-1-butene      pent-2-cis-enyl] 16-cyclopentyl-2-nor-17-20-tetranor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 359 1-trans-iodo-4-cyclohexyl      2-[5-phenoxyacetyl dl-15a-hydroxy-1-phenoxymethyl-1,9-dioxo-  3-triphenyl      methoxy-1-butene pent-2-cis-enyl] 16-cyclohexyl-2-nor-17-20-tetranor-5-ci      s-13-trans prostadiene   cyclopent-2-en-1-one 360 1-trans-iodo- 2-[5-phen      oxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-  4-triphenylmethoxy-1-      heptene pent-2-cis-enyl] 20-nor-2-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        361 1-trans-tri-n-butylstannyl-4-methyl- 2-[5-phenoxyacetyl dl-16-hydro      xy-1-phenoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-heptene      pent-2-cis-enyl] 20-nor-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en      -1-one 362 1-trans-tri-n-butylstannyl-4-ethyl- 2-[5-phenoxyacetyl      dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-ethyl-  4-trimethylsilyloxy-1-      octene pent-2-cis-enyl] 2-nor-5-cis-13-trans prostadiene   cyclopent-2-en      -1-one 363 1-trans-tri-n-butylstannyl-5-methyl 2-[5-phenoxyacetyl      dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-  4-trimethylsilyloxy-1-heptene      pent-2-cis-enyl] 17-methyl-20-nor-2-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        364 1-trans-iodo-5,5-dimethyl 2-[5-phenoxyacetyl dl-16-hydroxy-1-phenox      ymethyl-1,9-dioxo-  4-trimethylsilyloxy-1-octene pent-2-cis-enyl]17,17-di      methyl-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        365 1-trans-tri-n-butylstannyl-4-vinyl- 2-[5-phenoxyacetyl dl-16-hydrox      y-1-phenoxymethyl-1,9-dioxo-16-vinyl-  4-trimethylsilyloxy-1-heptene      pent-2-cis-enyl] 20-nor-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en      -1-one 366 1-trans-tri-n-butylstannyl-4-cyclopropyl- 2-[5-phenoxyacetyl      dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-cyclopropyl-  4-trimethylsilyl      oxy-1-octene pent-2-cis-enyl] 2-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 367 1-trans-tri-n-butylstannyl-4-trimethylsilylethyn      yl- 2-[5-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-ethynyl      -  4-trimethylsilyloxy-1-heptene pent-2-cis-enyl] 20-nor-2-nor-5-cis-13-t      rans prostadiene   cyclopent-2-en-1-one 368 1-trans-tri-n-butylstannyl-4-      methylene 2-[5-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-      4-triethylsilyloxy-1-heptene pent-2-cis-enyl] 17-methylene-20-nor-2-nor-5      -cis-13-trans prostadiene   cyclopent-2-en-1-one 369 1-trans-tri-n-butyls      tannyl-4-methyl-5-methylene 2-[5-phenoxyacetyl dl-16-hydroxy-1-phenoxymet      hyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-heptene pent-2-cis-enyl]      17-methylene-20-nor-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-o      ne 370 1-trans-tri-n-butylstannyl-4-dimethoxymethyl- 2-[5-phenoxyacetyl      dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-formyl-  4-trimethylsilyloxy-1      -heptene pent-2-cis-enyl] 20-nor-2-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 371 1-trans-tri-n-butylstannyl-4-fluoromethyl-      2-[5-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-fluoromethy      l-  4-trimethylsilyloxy-1-heptene pent-2-cis-enyl] 20-nor-2-nor-5-cis-13-      trans prostadiene   cyclopent-2-en-1-one 372 1-trans-tri-n-butylstannyl-4      -difluoromethyl- 2-[5-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-dio      xo-16-difluoromethyl-  4-trimethylsilyloxy-1-heptene pent-2-cis-enyl]      20-nor-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 373      1-trans-tri-n-butylstannyl-4-trifluoromethyl- 2-[5-phenoxyacetyl      dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-trifluoromethyl-  4-trimethyls      ilyloxy-1-heptene pent-2-cis-enyl] 20-nor-2-nor-5-cis-13-trans prostadien      e   cyclopent-2-en-1-one 374 1-trans-tri-n-butylstannyl-4-chloromethyl-      2-[5-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-chloromethy      l-  4-trimethylsilyloxy-1-heptene pent-2-cis-enyl] 20-nor-2-nor-5-cis-13-      trans prostadiene   cyclopent-2-en-1-one 375 1-trans-tri-n-butylstannyl-4      -trimethylsilyloxymethyl- 2-[5-phenoxyacetyl dl-16-hydroxy-1-phenoxymethy      l-1,9-dioxo-16-hydroxymethyl-  4-trimethylsilyloxy-1-heptene pent-2-cis-e      nyl] 20-nor-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        376 1-trans-iodo-4-methyl-7-chloro 2-[5-phenoxyacetyl dl-16-hydroxy-1-p      henoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-heptene      pent-2-cis-enyl] 19-chloro-2-nor-20-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 377 1-trans-iodo- 2-[5-phenoxyacetyl dl-15a-hydroxy-      1-phenoxymethyl-1,9-dioxo-  3-triphenylmethoxy-1-octene pent-2-cis-enyl]      2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 378 1-trans-iodo-      3-methyl- 2-[5-phenoxyacetyl dl-15a-hydroxy-1-phenoxymethyl-1,9-dioxo-15-      methyl-  3-trimethylsilyloxy-1-octene pent-2-cis-enyl] 2-nor-5-cis-13-tra      ns prostadiene   cyclopent-2-en-1-one 379 1-trans-iodo-4,4-dimethyl      2-[5-phenoxyacetyl dl-15a-hydroxy-1-phenoxymethyl-1,9-dioxo-  3-trimethyl      silyloxy-1-octene pent-2-cis-enyl] 16,16-dimethyl-2-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 380 1-trans-iodo-4,4-trimethylene      2-[5-phenoxyacetyl dl-15a-hydroxy-1-phenoxymethyl-1,9-dioxo-  3-trimethyl      silyloxy-1-octene pent-2-cis-enyl] 16,16-trimethylene-2-nor-5-cis-13-tran      s prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        381 1-trans-tri-n-butylstannyl-3-vinyl- 2-[5-phenoxyacetyl dl-15a-hydro      xy-1-phenoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-octene      pent-2-cis-enyl] 2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        382 1-trans-iodo- 2-[5-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-      dioxo-  4-triphenylmethoxy-1-octene pent-2-cis-enyl] 2-nor-5-cis-13-trans       prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        383 1-trans-tri-n-butylstannyl-4-methyl- 2-[5-phenoxyacetyl dl-16-hydro      xy-1-phenoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-octene      pent-2-cis-enyl] 2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one      384 1-trans-tri-n-butylstannyl-5-methyl 2-[5-phenoxyacetyl dl-16-hydroxy-      1-phenoxymethyl-1,9-dioxo-  4-trimethylsilyloxy-1-octene pent-2-cis-enyl]       17-methyl-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 385      1-trans-tri-n-butylstannyl-4-vinyl- 2-[5-phenoxyacetyl dl-16-hydroxy-1-ph      enoxymethyl-1,9-dioxo-16-vinyl-  4-trimethylsilyloxy-1-octene pent-2-cis-      enyl] 2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 386      1-trans-tri-n-butylstannyl-5-trimethylsilylethynyl- 2-[5-phenoxyacetyl      dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-ethynyl-  4-trimethylsilyloxy-      1-octene pent-2-cis-enyl] 2-nor-5-cis-13-trans prostadiene   cyclopent-2-      en-1-one 387 1-trans-tri-n-butylstannyl-5-methylene 2-[5-phenoxyacetyl      dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-  4-triethylsilyloxy-1-octene      pent-2-cis-enyl] 17-methylene-2-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 388 1-trans-tri-n-butylstannyl-5-methyl-5-methylene      2-[5-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-methyl-      4-trimethylsilyloxy-1-octene pent-2-cis-enyl] 17-methylene-2-nor-5-cis-13      -trans prostadiene   cyclopent-2-en-1-one 389 1-trans-tri-n-butylstannyl-      4-dimethoxymethyl- 2-[5-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-d      ioxo-16-formyl-  4-trimethylsilyloxy-1-octene pent-2-cis-enyl] 2-nor-5-ci      s-13-trans prostadiene   cyclopent-2-en-1-one 390 1-trans-tri-n-butylstan      nyl-4-fluoromethyl- 2-[5-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-      dioxo-16-fluoromethyl-  4-trimethylsilyloxy-1-octene pent-2-cis-enyl]      2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 391 1-trans-tri-n      -butylstannyl-4-difluoromethyl- 2-[5-phenoxyacetyl dl-16-hydroxy-1-phenox      ymethyl-1,9-dioxo-16-difluoromethyl-  4-trimethylsilyloxy-1-octene      pent-2-cis-enyl] 2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one      392 1-trans-tri-n-butylstannyl-4-trifluoromethyl- 2-[5-phenoxyacetyl      dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-trifluoromethyl-  4-trimethyls      ilyloxy-1-octene pent-2-cis-enyl] 2-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 393 1-trans-tri-n-butylstannyl-4-chloromethyl-      2-[5-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-chloromethy      l-  4-trimethylsilyloxy-1-octene pent-2-cis-enyl] 2-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 394 1-trans-tri-n-butylstannyl-4-trime      thylsilyloxymethyl- 2-[5-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-      dioxo-16-hydroxymethyl-  4-trimethylsilyloxy-1-octene pent-2-cis-enyl]      2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        395 1-trans-iodo- 2-[5-phenoxyacetyl dl-15a-hydroxy-1-phenoxymethyl-1,9      -dioxo-  3-triphenylmethoxy-1-nonene pent-2-cis-enyl] 20-methyl-2-nor-5-c      is-13-trans prostadiene   cyclopent-2-en-1-one 396 1-trans-iodo-3-methyl-       2-[5-phenoxyacetyl dl-15a-hydroxy-1-phenoxymethyl-1,9-dioxo-15-methyl-      3-trimethylsilyloxy-1-nonene pent-2-cis-enyl] 20-methyl-2-nor-5-cis-13-tr      ans prostadiene   cyclopent-2-en-1-one 397 1-trans-iodo-4,4-dimethyl-      2-[5-phenoxyacetyl dl-15a-hydroxy-1-phenoxymethyl-1,9-dioxo-  3-trimethyl      silyloxy-1-nonene pent-2-cis-enyl] 16,16-dimethyl-20-methyl-2-nor-5-cis-1      3-trans prostadiene   cyclopent-2-en-1-one 398 1-trans-iodo-4,4-trimethyl      ene 2-[5-phenoxyacetyl dl-15a-hydroxy-1-phenoxymethyl-1,9-dioxo-      3-trimethylsilyloxy-1-nonene pent-2-cis-enyl] 16,16-trimethylene-20-methy      l-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        399 1-trans-tri-n-butylstannyl-3-vinyl- 2-[5-phenoxyacetyl dl-15a-hydro      xy-1-phenoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-nonene      pent-2-cis-enyl] 20-methyl-2-nor-5-cis-13-trans prostadiene   cyclopent-2      -en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        400 1-trans-iodo- 2-[5-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-      dioxo-  4-triphenylmethoxy-1-nonene pent-2-cis-enyl] 20-methyl-2-nor-5-ci      s-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        401 1-trans-tri-n-butylstannyl-4-methyl- 2-[5-phenoxyacetyl dl-16-hydro      xy-1-phenoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-nonene      pent-2-cis-enyl] 20-methyl-2-nor-5-cis-13-trans prostadiene   cyclopent-2      -en-1-one 402 1-trans-tri-n-butylstannyl-5-methyl- 2-[5-phenoxyacetyl      dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-  4-trimethylsilyloxy-1-nonene      pent-2-cis-enyl] 17-methyl-20-methyl-2-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 403 1-trans-tri-n-butylstannyl-4-vinyl- 2-[5-phenoxy      acetyl dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-vinyl-  4-trimethylsily      loxy-1-nonene pent-2-cis-enyl] 20-methyl-2-nor-5-cis-13-trans prostadiene         cyclopent-2-en-1-one 404 1-trans-tri-n-butylstannyl-4-trimethylsilylet      hynyl- 2-[5-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-ethy      nyl-  4-trimethylsilyloxy-1-nonene pent-2-cis-enyl] 20-methyl-2-nor-5-cis      -13-trans prostadiene   cyclopent-2-en-1-one 405 1-trans-tri-n-butylstann      yl-5-methylene 2-[5-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo      -  4-triethylsilyloxy-1-nonene pent-2-cis-enyl] 17-methylene-20-methyl-2-      nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 406 1-trans-tri-n-b      utylstannyl-4-methyl-5-methylene 2-[5-phenoxyacetyl dl-16-hydroxy-1-pheno      xymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-nonene pent-2-cis-en      yl] 17-methylene-20-methyl-2-nor-5-cis-13-trans prostadiene   cyclopent-2      -en-1-one 407 1-trans-tri-n-butylstannyl-4-dimethoxymethyl- 2-[5-phenoxya      cetyl dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-formyl-  4-trimethylsily      loxy-1-nonene pent-2-cis-enyl] 20-methyl-2-nor-5-cis-13-trans prostadiene         cyclopent-2-en-1-one 408 1-trans-tri-n-butylstannyl-4-fluoromethyl-      2-[5-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-fluoromethy      l-  4-trimethylsilyloxy-1-nonene pent-2-cis-enyl] 20-methyl-2-nor-5-cis-1      3-trans prostadiene   cyclopent-2-en-1-one 409 1-trans-tri-n-butylstannyl      -4-difluoromethyl- 2-[5-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-d      ioxo-16-difluoromethyl-  4-trimethylsilyloxy-1-nonene pent-2-cis-enyl]      20-methyl-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 410      1-trans-tri-n-butylstannyl-4-trifluoromethyl- 2-[5-phenoxyacetyl      dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-trifluoromethyl-  4-trimethyls      ilyloxy-1-nonene pent-2-cis-enyl] 20-methyl-2-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 411 1-trans-tri-n-butylstannyl-4-chlor      omethyl- 2-[5-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-ch      loromethyl-  4-trimethylsilyloxy-1-nonene pent-2-cis-enyl] 20-methyl-2-no      r-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 412 1-trans-tri-n-but      ylstannyl-4-trimethylsilyloxymethyl- 2-[5-phenoxyacetyl dl-16-hydroxy-1-p      henoxymethyl-1,9-dioxo-16-hydroxymethyl-  4-trimethylsilyloxy-1-nonene      pent-2-cis-enyl] 20-methyl-2-nor-5-cis-13-trans prostadiene   cyclopent-2      -en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        413 1-trans-iodo- 2-[5-phenoxyacetyl dl-15a-hydroxy-1-phenoxymethyl-1,9      -dioxo-  3-triphenylmethoxy-1-decene pent-2-cis-enyl] 20-ethyl-2-nor-5-ci      s-13-trans prostadiene   cyclopent-2-en-1-one 414 1-trans-iodo-3-methyl-      2-[5-phenoxyacetyl dl-15a-hydroxy-1-phenoxymethyl-1,9-dioxo-15-methyl-      3-trimethylsilyloxy-1-decene pent-2-cis-enyl] 20-ethyl-2-nor-5-cis-13-tra      ns prostadiene   cyclopent-2-en-1-one 415 1-trans-iodo-4,4-dimethyl      2-[5-phenoxyacetyl dl-15a-hydroxy-1-phenoxymethyl-1,9-dioxo-  3-trimethyl      silyloxy-1-decene pent-2-cis-enyl] 16,16-dimethyl-20-ethyl-2-nor-5-cis-13      -trans prostadiene   cyclopent-2-en-1-one 416 1-trans-iodo-4,4-trimethyle      ne 2-[5-phenoxyacetyl dl-15a-hydroxy-1-phenoxymethyl-1,9-dioxo-      3-trimethylsilyloxy-1-decene pent-2-cis-enyl] 16,16-trimethylene-20-ethyl      -2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        417 1-trans-tri-n-butylstannyl-3-vinyl- 2-[5-phenoxyacetyl dl-15a-hydro      xy-1-phenoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-decene      pent-2-cis-enyl] 20-ethyl-2-nor-5-cis-13-trans prostadiene   cyclopent-2-      en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        418 1-trans-iodo- 2-[5-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-      dioxo-  4-triphenylmethoxy-1-decene pent-2-cis-enyl] 20-ethyl-2-nor-5-cis      -13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        419 1-trans-tri-n-butylstannyl-4-methyl- 2-[5-phenoxyacetyl dl-16-hydro      xy-1-phenoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-decene      pent-2-cis-enyl] 20-ethyl-2-nor-5-cis-13-trans prostadiene   cyclopent-2-      en-1-one 420 1-trans-tri-n-butylstannyl-5-methyl 2-[5-phenoxyacetyl      dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-  4-trimethylsilyloxy-1-decene      pent-2-cis-enyl] 17-methyl-20-ethyl-2-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 421 1-trans-tri-n-butylstannyl-4-vinyl- 2-[5-phenoxy      acetyl dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-vinyl-  4-trimethylsily      loxy-1-decene pent-2-cis-enyl] 20-ethyl-2-nor-5-cis-13-trans prostadiene        cyclopent-2-en-1-one 422 1-trans-tri-n-butylstannyl-4-trimethylsilyleth      ynyl- 2-[5-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-ethyn      yl-  4-trimethylsilyloxy-1-decene pent-2-cis-enyl] 20-ethyl-2-nor-5-cis-1      3-trans prostadiene   cyclopent-2-en-1-one 423 1-trans-tri-n-butylstannyl      -5-methylene 2-[5-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-       4-triethylsilyloxy-1-decene pent-2-cis-enyl] 17-methylene-20-ethyl-2-nor      -5-cis-13-trans prostadiene   cyclopent-2-en-1-one 424 1-trans-tri-n-buty      lstannyl-4-methyl-5-methylene 2-[5-phenoxyacetyl dl-16-hydroxy-1-phenoxym      ethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-decene pent-2-cis-enyl]       17-methylene-20-ethyl-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-      1-one 425 1-trans-tri-n-butylstannyl-4-dimethoxymethyl- 2-[5-phenoxyacety      l dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-formyl-  4-trimethylsilyloxy      -1-decene pent-2-cis-enyl] 20-ethyl-2-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 426 1-trans-tri-n-butylstannyl-4-fluoromethyl-      2-[5-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-fluoromethy      l-  4-trimethylsilyloxy-1-decene pent-2-cis-enyl] 20-ethyl-2-nor-5-cis-13      -trans prostadiene   cyclopent-2-en-1-one 427 1-trans-tri-n-butylstannyl-      4-difluoromethyl- 2-[5-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-di      oxo-16-difluoromethyl-  4-trimethylsilyloxy-1-decene pent-2-cis-enyl]      20-ethyl-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 428      1-trans-tri-n-butylstannyl-4-trifluoromethyl- 2-[5-phenoxyacetyl      dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-trifluoromethyl-  4-trimethyls      ilyloxy-1-decene pent-2-cis-enyl] 20-ethyl-2-nor-5-cis-13-trans prostadie      ne   cyclopent-2-en-1-one 429 1-trans-tri-n-butylstannyl-4-chloromethyl-      2-[5-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-chloromethy      l-  4-trimethylsilyloxy-1-decene pent-2-cis-enyl] 20-ethyl-2-nor-5-cis-13      -trans prostadiene   cyclopent-2-en-1-one 430 1-trans-tri-n-butylstannyl-      4-trimethylsilyloxymethyl- 2-[5-phenoxyacetyl dl-16-hydroxy-1-phenoxymeth      yl-1,9-dioxo-16-hydroxymethyl-  4-trimethylsilyloxy-1-decene pent-2-cis-e      nyl] 20-ethyl-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        431 1-trans-iodo- 2-[6-phenoxyacetyl dl-15a-hydroxy-1-phenoxymethyl-1,9      -dioxo-  3-triphenylmethoxy-1-heptene hex-2-cis-enyl] 20-nor-5-cis-13-tra      ns prostadiene   cyclopent-2-en-1-one 432 1-trans-iodo-3-methyl-      2-[6-phenoxyacetyl dl-15a-hydroxy-1-phenoxymethyl-1,9-dioxo-15-methyl-      3-trimethylsilyloxy-1-heptene hex-2-cis-enyl] 20-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 433 1-trans-iodo-4,4-dimethyl      2-[6-phenoxyacetyl dl-15a-hydroxy-1-phenoxymethyl-1,9-dioxo-  3-trimethyl      silyloxy-1-heptene hex-2-cis-enyl] 16,16-dimethyl-20-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 434 1-trans-iodo-5,5-dimethyl      2-[6-phenoxyacetyl dl-15a-hydroxy-1-phenoxymethyl-1,9-dioxo-  3-triphenyl      methoxy-1-octene hex-2-cis-enyl] 17,17-dimethyl-5-cis-13-trans prostadien      e   cyclopent-2-en-1-one 435 1-trans-iodo-4-methyl 2-[6-phenoxyacetyl      dl-15a-hydroxy-1-phenoxymethyl-1,9-dioxo-  3-triphenylmethoxy-1-octene      hex-2-cis-enyl] 16-methyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-o      ne 436 1-trans-iodo-4,4-trimethylene 2-[6-phenoxyacetyl dl-15a-hydroxy-1-      phenoxymethyl-1,9-dioxo-  3-trimethylsilyloxy-1-heptene hex-2-cis-enyl]      16,16-trimethylene-20-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-o      ne        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        437 1-trans-tri-n-butylstannyl-3-vinyl- 2-[6-phenoxyacetyl dl-15a-hydro      xy-1-phenoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-heptene      hex-2-cis-enyl] 20-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one      438 1-trans-tri-n-butylstannyl-4-phenoxy 2-[6-phenoxyacetyl dl-15a-hydrox      y-1-phenoxymethyl-1,9-dioxo-  3-triethylsilyloxy-1-butene hex-2-cis-enyl]       16-phenoxy-17-20-tetranor-5-cis-13-trans prostadiene   cyclopent-2-en-1-      one 439 1-trans-tri-n-butylstannyl-4-(p-fluorophenoxy) 2-[6-phenoxyacetyl       dl-15a-hydroxy-1-phenoxymethyl-1,9-dioxo-  3-triethylsilyloxy-1-butene      hex-2-cis-enyl] 16-(p-fluorophenoxy)-17-20-tetranor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 440 1-trans-tri-n-butylstannyl-4-(m-ch      lorophenoxy) 2-[6-phenoxyacetyl dl-15a-hydroxy-1-phenoxymethyl-1,9-dioxo-        3-triethylsilyloxy-1-butene hex-2-cis-enyl] 16-(m-chlorophenoxy)-17-20-      tetranor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 441 1-trans-tr      i-n-butylstannyl-4-(m-trifluoromethylphenoxy) 2-[6-phenoxyacetyl      dl-15a-hydroxy-1-phenoxymethyl-1,9-dioxo-  3-triethylsilyloxy-1-butene      hex-2-cis-enyl] 16-(m-trifluoromethylphenoxy)-17-20-tetranor-5-cis-13-tra      ns prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        442 1-trans-iodo-5-phenyl 2-[6-phenoxyacetyl dl-15a-hydroxy-1-phenoxyme      thyl-1,9-dioxo-  3-triethylsilyloxy-1-pentene hex-2-cis-enyl] 17-phenyl-1      8-20-trinor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 443      1-trans-iodo-4,4-dimethyl-5-phenyl 2-[6-phenoxyacetyl dl-15a-hydroxy-1-ph      enoxymethyl-1,9-dioxo-  3-triethylsilyloxy-1-pentene hex-2-cis-enyl]      16,16-dimethyl-17-phenyl-18-20-trinor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 444 1-trans-iodo-4-cyclopentyl 2-[6-phenoxyacetyl      dl-15a-hydroxy-1-phenoxymethyl-1,9-dioxo-  3-triphenylmethoxy-1-butene      hex-2-cis-enyl] 16-cyclopentyl-17-20-tetranor-5-cis-13-trans prostadiene        cyclopent-2-en-1-one 445 1-trans-iodo-4-cyclohexyl 2-[6-phenoxyacetyl      dl-15a-hydroxy-1-phenoxymethyl-1,9-dioxo-  3-triphenylmethoxy-1-butene      hex-2-cis-enyl] 16-cyclohexyl-17-20-tetranor-5-cis-13-trans prostadiene       cyclopent-2-en-1-one 446 1-trans-iodo- 2-[6-phenoxyacetyl dl-16-hydroxy-      1-phenoxymethyl-1,9-dioxo-  4-triphenylmethoxy-1-heptene hex-2-cis-enyl]      20-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        447 1-trans-tri-n-butylstannyl-4-methyl- 2-[6-phenoxyacetyl dl-16-hydro      xy-1-phenoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-heptene      hex-2-cis-enyl] 20-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one      448 1-trans-tri-n-butylstannyl-4-ethyl- 2-[6-phenoxyacetyl dl-16-hydroxy-      1-phenoxymethyl-1,9-dioxo-16-ethyl-  4-trimethylsilyloxy-1-octene      hex-2-cis-enyl] 5-cis-13-trans prostadiene   cyclopent-2-en-1-one 449      1-trans-tri-n-butylstannyl-5-methyl 2-[6-phenoxyacetyl dl-16-hydroxy-1-ph      enoxymethyl-1,9-dioxo-  4-trimethylsilyloxy-1-heptene hex-2-cis-enyl]      17-methyl-20-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        450 1-trans-iodo-5,5-dimethyl 2-[6-phenoxyacetyl dl-16-hydroxy-1-phenox      ymethyl-1,9-dioxo-  4-trimethylsilyloxy-1-octene hex-2-cis-enyl]      17,17-dimethyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        451 1-trans-tri-n-butylstannyl-4-vinyl- 2-[6-phenoxyacetyl dl-16-hydrox      y-1-phenoxymethyl-1,9-dioxo-16-vinyl-  4-trimethylsilyloxy-1-heptene      hex-2-cis-enyl] 20-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one      452 1-trans-tri-n-butylstannyl-4-cyclopropyl- 2-[6-phenoxyacetyl      dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-cyclopropyl-  4-trimethylsilyl      oxy-1-octene hex-2-cis-enyl] 5-cis-13-trans prostadiene   cyclopent-2-en-      1-one 453 1-trans-tri-n-butylstannyl-4-trimethylsilylethynyl- 2-[6-phenox      yacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-ethynyl-  4-trimethyls      ilyloxy-1-heptene hex-2-cis-enyl] 20-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 454 1-trans-tri-n-butylstannyl-5-methylene 2-[6-phen      oxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-  4-triethylsilyloxy-1-      heptene hex-2-cis-enyl] 17-methylene-20-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 455 1-trans-tri-n-butylstannyl-4-methyl-5-methylene      2-[6-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-methyl-      4-trimethylsilyloxy-1-heptene hex-2-cis-enyl] 17-methylene-20-nor-5-cis-1      3-trans prostadiene   cyclopent-2-en-1-one 456 1-trans-tri-n-butylstannyl      -4-dimethoxymethyl- 2-[6-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-      dioxo-16-formyl-  4-trimethylsilyloxy-1-heptene hex-2-cis-enyl] 20-nor-5-      cis-13-trans prostadiene   cyclopent-2-en-1-one 457 1-trans-tri-n-butylst      annyl-4-fluoromethyl- 2-[6-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,      9-dioxo-16-fluoromethyl-  4-trimethylsilyloxy-1-heptene hex-2-cis-enyl]      20-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 458 1-trans-tri-      n-butylstannyl-4-difluoromethyl- 2-[6-phenoxyacetyl dl-16-hydroxy-1-pheno      xymethyl-1,9-dioxo-16-difluoromethyl-  4-trimethylsilyloxy-1-heptene      hex-2-cis-enyl] 20-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one      459 1-trans-tri-n-butylstannyl-4-trifluoromethyl- 2-[6-phenoxyacetyl      dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-trifluoromethyl-  4-trimethyls      ilyloxy-1-heptene hex-2-cis-enyl] 20-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 460 1-trans-tri-n-butylstannyl-4-chloromethyl-      2-[6-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-chloromethy      l-  4-trimethylsilyloxy-1-heptene hex-2-cis-enyl] 20-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 461 1-trans-tri-n-butylstannyl-4-trime      thylsilyloxymethyl- 2-[6-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-      dioxo-16-hydroxymethyl-  4-trimethylsilyloxy-1-heptene hex-2-cis-enyl]      20-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        462 1-trans-iodo-4-methyl-7-chloro 2-[6-phenoxyacetyl dl-16-hydroxy-1-p      henoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-heptene      hex-2-cis-enyl] 19-chloro-20-nor-5-cis-13-trans prostadiene   cyclopent-2      -en-1-one 463 1-trans-iodo- 2-[6-phenoxyacetyl dl-15a-hydroxy-1-phenoxyme      thyl-1,9-dioxo-  3-triphenylmethoxy-1-octene hex-2-cis-enyl] 5-cis-13-tra      ns prostadiene   cyclopent-2-en-1-one 464 1-trans-iodo-3-methyl-      2-[6-phenoxyacetyl dl-15a-hydroxy-1-phenoxymethyl-1,9-dioxo-15-methyl-      3-trimethylsilyloxy-1-octene hex-2-cis-enyl] 5-cis-13-trans prostadiene       cyclopent-2-en-1-one 465 1-trans-iodo-4,4-dimethyl 2-[6-phenoxyacetyl      dl-15a-hydroxy-1-phenoxymethyl-1,9-dioxo-  3-trimethylsilyloxy-1-octene      hex-2-cis-enyl] 16,16-dimethyl-5-cis-13-trans prostadiene   cyclopent-2-e      n-1-one 466 1-trans-iodo-4,4-trimethylene 2-[6-phenoxyacetyl dl-15a-hydro      xy-1-phenoxymethyl-1,9-dioxo-  3-trimethylsilyloxy-1-octene hex-2-cis-eny      l] 16,16-trimethylene-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        467 1-trans-tri-n-butylstannyl-3-vinyl- 2-[6-phenoxyacetyl dl-15a-hydro      xy-1-phenoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-octene      hex-2-cis-enyl] 5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        468 1-trans-iodo- 2-[6-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-      dioxo-  4-triphenylmethoxy-1-octene hex-2-cis-enyl] 5-cis-13-trans      prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        469 1-trans-tri-n-butylstannyl-4-methyl- 2-[6-phenoxyacetyl dl-16-hydro      xy-1-phenoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-octene      hex-2-cis-enyl] 5-cis-13-trans prostadiene   cyclopent-2-en-1-one 470      1-trans-tri-n-butylstannyl-5-methyl 2-[6-phenoxyacetyl dl-16-hydroxy-1-ph      enoxymethyl-1,9-dioxo-  4-trimethylsilyloxy-1-octene hex-2-cis-enyl]      17-methyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 471 1-trans-t      ri-n-butylstannyl-4-vinyl- 2-[6-phenoxyacetyl dl-16-hydroxy-1-phenoxymeth      yl-1,9-dioxo-16-vinyl-  4-trimethylsilyloxy-1-octene hex-2-cis-enyl]      5-cis-13-trans prostadiene   cyclopent-2-en-1-one 472 1-trans-tri-n-butyl      stannyl-4-trimethylsilylethynyl- 2-[6-phenoxyacetyl dl-16-hydroxy-1-pheno      xymethyl-1,9-dioxo-16-ethynyl-  4-trimethylsilyloxy-1-octene hex-2-cis-en      yl] 5-cis-13-trans prostadiene   cyclopent-2-en-1-one 473 1-trans-tri-n-b      utylstannyl-5-methylene 2-[6-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-      1,9-dioxo-  4-triethylsilyloxy-1-octene hex-2-cis-enyl] 17-methylene-5-ci      s-13-trans prostadiene   cyclopent-2-en-1-one 474 1-trans-tri-n-butylstan      nyl-4-methyl-5-methylene 2-[6-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl      -1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-octene hex-2-cis-enyl]      17-methylene-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 475      1-trans-tri-n-butylstannyl-4-dimethoxymethyl- 2-[6-phenoxyacetyl      dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-formyl-  4-trimethylsilyloxy-1      -octene hex-2-cis-enyl] 5-cis-13-trans prostadiene   cyclopent-2-en-1-one       476 1-trans-tri-n-butylstannyl-4-fluoromethyl- 2-[6-phenoxyacetyl      dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-fluoromethyl-  4-trimethylsily      loxy-1-octene hex-2-cis-enyl] 5-cis-13-trans prostadiene   cyclopent-2-en      -1-one 477 1-trans-tri-n-butylstannyl-4-difluoromethyl- 2-[6-phenoxyacety      l dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-difluoromethyl-  4-trimethyl      silyloxy-1-octene hex-2-cis-enyl] 5-cis-13-trans prostadiene   cyclopent-      2-en-1-one 478 1-trans-tri-n-butylstannyl-4-trifluoromethyl- 2-[6-phenoxy      acetyl dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-trifluoromethyl-      4-trimethylsilyloxy-1-octene hex-2-cis-enyl] 5-cis-13-trans prostadiene       cyclopent-2-en-1-one 479 1-trans-tri-n-butylstannyl-4-chloromethyl-      2-[6-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-chloromethy      l-  4-trimethylsilyloxy-1-octene hex-2-cis-enyl]   5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 480 1-trans-tri-n-butylstannnyl-4-trim      ethylsilyloxymethyl- 2-[6-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9      -dioxo-16-hydroxymethyl-  4-trimethylsilyloxy-1-octene hex-2-cis-enyl]      5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        481 1-trans-iodo- 2-[6-phenoxyacetyl dl-15a-hydroxy-1-phenoxymethyl-1,9      -dioxo-  3-triphenylmethoxy-1-nonene hex-2-cis-enyl] 20-methyl-5-cis-13-t      rans prostadiene   cyclopent-2-en-1-one 482 1-trans-iodo-3-methyl-      2-[6-phenoxyacetyl dl-15a-hydroxy-1-phenoxymethyl-1,9-dioxo-15-methyl-      3-trimethylsilyloxy-1-nonene hex-2-cis-enyl] 20-methyl-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 483 1-trans-iodo-4,4-dimethyl      2-[6-phenoxyacetyl dl-15a-hydroxy-1-phenoxymethyl-1,9-dioxo-  3-trimethyl      silyloxy-1-nonene hex-2-cis-enyl] 16,16-dimethyl-20-methyl-5-cis-13-trans       prostadiene   cyclopent-2-en-1-one 484 1-trans-iodo-4,4-trimethylene      2-[6-phenoxyacetyl dl-15a-hydroxy-1-phenoxymethyl-1,9-dioxo-  3-trimethyl      silyloxy-1-nonene hex-2-cis-enyl] 16,16-trimethylene-20-methyl-5-cis-13-t      rans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        485 1-trans-tri-n-butylstannyl-3-vinyl- 2-[6-phenoxyacetyl dl-15a-hydro      xy-1-phenoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-nonene      hex-2-cis-enyl] 20-methyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-o      ne 486 1-trans-iodo- 2-[6-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9      -dioxo-  4-triphenylmethoxy-1-nonene hex-2-cis-enyl] 20-methyl-5-cis-13-t      rans prostadiene   cyclopent-2-en-1-one 487 1-trans-tri-n-butylstannyl-4-      methyl- 2-[6-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-met      hyl-  4-trimethylsilyloxy-1-nonene hex-2-cis-enyl] 20-methyl-5-cis-13-tra      ns prostadiene   cyclopent-2-en-1-one 488 1-trans-tri-n-butylstannyl-5-me      thyl 2-[6-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-      4-trimethylsilyloxy-1-nonene hex-2-cis-enyl] 17-methyl-20-methyl-5-cis-13      -trans prostadiene   cyclopent-2-en-1-one 489 1-trans-tri-n-butylstannyl-      4-vinyl- 2-[6-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-vi      nyl-  4-trimethylsilyloxy-1-nonene hex-2-cis-enyl] 20-methyl-5-cis-13-tra      ns prostadiene   cyclopent-2-en-1-one 490 1-trans-tri-n-butylstannyl-4-tr      imethylsilylethynyl- 2-[6-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9      -dioxo-16-ethynyl-  4-trimethylsilyloxy-1-nonene hex-2-cis-enyl]      20-methyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 491 1-trans-t      ri-n-butylstannyl-5-methylene 2-[6-phenoxyacetyl dl-16-hydroxy-1-phenoxym      ethyl-1,9-dioxo-  4-triethylsilyloxy-1-nonene hex-2-cis-enyl] 17-methylen      e-20-methyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 492      1-trans-tri-n-butylstannyl-4-methyl-5-methylene 2-[6-phenoxyacetyl      dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1      -nonene hex-2-cis-enyl] 17-methylene-20-methyl-5-cis-13-trans prostadiene         cyclopent-2-en-1-one 493 1-trans-tri-n-butylstannyl-4-dimethoxymethyl-       2-[6-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-formyl-      4-trimethylsilyloxy-1-nonene hex-2-cis-enyl] 20-methyl-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 494 1-trans-tri-n-butylstannyl-4-fluor      omethyl- 2-[6-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-fl      uoromethyl-  4-trimethylsilyloxy-1-nonene hex-2-cis-enyl] 20-methyl-5-cis      -13-trans prostadiene   cyclopent-2-en-1-one 495 1-trans-tri-n-butylstann      yl-4-difluoromethyl- 2-[6-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9      -dioxo-16-difluoromethyl-  4-trimethylsilyloxy-1-nonene hex-2-cis-enyl]      20-methyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 496 1-trans-t      ri-n-butylstannyl-4-trifluoromethyl- 2-[6-phenoxyacetyl dl-16-hydroxy-1-p      henoxymethyl-1,9-dioxo-16-trifluoromethyl-  4-trimethylsilyloxy-1-nonene      hex-2-cis-enyl] 20-methyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-o      ne 497 1-trans-tri-n-butylstannyl-4-chloromethyl- 2-[6-phenoxyacetyl      dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-chloromethyl-  4-trimethylsily      loxy-1-nonene hex-2-cis-enyl] 20-methyl-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 498 1-trans-tri-n-butylstannyl-4-trimethylsilyloxyme      thyl- 2-[6-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-hydro      xymethyl-  4-trimethylsilyloxy-1-nonene hex-2-cis-enyl] 20-methyl-5-cis-1      3-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        499 1-trans-iodo- 2-[6-phenoxyacetyl dl-15a-hydroxy-1-phenoxymethyl-1,9      -dioxo-  3-triphenylmethoxy-1-decene hex-2-cis-enyl] 20-ethyl-5-cis-13-tr      ans prostadiene   cyclopent-2-en-1-one 500 1-trans-iodo-3-methyl-      2-[6-phenoxyacetyl dl-15a-hydroxy-1-phenoxymethyl-1,9-dioxo-15-methyl-      3-trimethylsilyloxy-1-decene hex-2-cis-enyl] 20-ethyl-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 501 1-trans-iodo-4,4-dimethyl      2-[6-phenoxyacetyl dl-15a-hydroxy-1-phenoxymethyl-1,9-dioxo-  3-trimethyl      silyloxy-1-decene hex-2-cis-enyl] 16,16-dimethyl-20-ethyl-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 502 1-trans-iodo-4,4-trimethylene      2-[6-phenoxyacetyl dl-15a-hydroxy-1-phenoxymethyl-1,9-dioxo-  3-trimethyl      silyloxy-1-decene hex-2-cis-enyl] 16,16-trimethylene-20-ethyl-5-cis-13-tr      ans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        503 1-trans-tri-n-butylstannyl-3-vinyl- 2-[6-phenoxyacetyl dl-15a-hydro      xy-1-phenoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-decene      hex-2-cis-enyl] 20-ethyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-on      e        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        504 1-trans-iodo- 2-[6-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-      dioxo-  4-triphenylmethoxy-1-decene hex-2-cis-enyl] 20-ethyl-5-cis-13-tra      ns prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        505 1-trans-tri-n-butylstannyl-4-methyl- 2-[6-phenoxyacetyl dl-16-hydro      xy-1-phenoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-decene      hex-2-cis-enyl] 20-ethyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-on      e506 1-trans-tri-n-butylstannyl-5-methyl 2-[6-phenoxyacetyl dl-16-hydroxy      -1-phenoxymethyl-1,9-dioxo-  4-trimethylsilyloxy-1-decene hex-2-cis-enyl]       17-methyl-20-ethyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one      507 1-trans-tri-n-butylstannyl-4-vinyl- 2-[6-phenoxyacetyl dl-16-hydroxy-      1-phenoxymethyl-1,9-dioxo-16-vinyl-  4-trimethylsilyloxy-1-decene      hex-2-cis-enyl] 20-ethyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-on      e 508 1-trans-tri-n-butylstannyl-4-trimethylsilylethynyl- 2-[6-phenoxyace      tyl dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-ethynyl-  4-trimethylsilyl      oxy-1-decene hex-2-cis-enyl] 20-ethyl-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 509 1-trans-tri-n-butylstannyl-5-methylene 2-[6-phen      oxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-  4-triethylsilyloxy-1-      decene hex-2-cis-enyl] 17-methylene-20-ethyl-5-cis-13-trans prostadiene       cyclopent-2-en-1-one 510 1-trans-tri-n-butylstannyl-4-methyl-5-methylene       2-[6-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-methyl-      4-trimethylsilyloxy-1-decene hex-2-cis-enyl] 17-methylene-20-ethyl-5-cis-      13-trans prostadiene   cyclopent-2-en-1-one 511 1-trans-tri-n-butylstanny      l-4-dimethoxymethyl- 2-[6-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9      -dioxo-16-formyl-  4-trimethylsilyloxy-1-decene hex-2-cis-enyl] 20-ethyl-      5-cis-13-trans prostadiene   cyclopent-2-en-1-one 512 1-trans-tri-n-butyl      stannyl-4-fluoromethyl- 2-[6-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-      1,9-dioxo-16-fluoromethyl-  4-trimethylsilyloxy-1-decene hex-2-cis-enyl]      20-ethyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 513 1-trans-tr      i-n-butylstannyl-4-difluoromethyl- 2-[6-phenoxyacetyl dl-16-hydroxy-1-phe      noxymethyl-1,9-dioxo-16-difluoromethyl-  4-trimethylsilyloxy-1-decene      hex-2-cis-enyl] 20-ethyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-on      e 514 1-trans-tri-n-butylstannyl-4-trifluoromethyl- 2-[6-phenoxyacetyl      dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-trifluoromethyl-  4-trimethyls      ilyloxy-1-decene hex-2-cis-enyl] 20-ethyl-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 515 1-trans-tri-n-butylstannyl-4-chloromethyl-      2-[6-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-chloromethy      l-  4-trimethylsilyloxy-1-decene hex-2-cis-enyl] 20-ethyl-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 516 1-trans-tri-n-butylstannyl-4-trime      thylsilyloxymethyl- 2-[6-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-      dioxo-16-hydroxymethyl-  4-trimethylsilyloxy-1-decene hex-2-cis-enyl]      20-ethyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        517 1-trans-iodo- 2-[7-phenoxyacetyl dl-15a-hydroxy-1-phenoxymethyl-1,9      -dioxo-  3-triphenylmethoxy-1-heptene hept-2-cis-enyl] 20-nor-2-homo-5-ci      s-13-trans prostadiene   cyclopent-2-en-1-one 518 1-trans-iodo-3-methyl-      2-[7-phenoxyacetyl dl-15a-hydroxy-1-phenoxymethyl-1,9-dioxo-15-methyl-      3-trimethylsilyloxy-1-heptene hept-2-cis-enyl] 20-nor-2-homo-5-cis-13-tra      ns prostadiene   cyclopent-2-en-1-one 519 1-trans-iodo-4,4-dimethyl      2-[7-phenoxyacetyl dl-15a-hydroxy-1-phenoxymethyl-1,9-dioxo-  3-trimethyl      silyloxy-1-heptene hept-2-cis-enyl] 16,16-dimethyl-20-nor-2-homo-5-cis-13      -trans prostadiene   cyclopent-2-en-1-one 520 1-trans-iodo-5,5-dimethyl      2-[7-phenoxyacetyl dl-15a-hydroxy-1-phenoxymethyl-1,9-dioxo-  3-triphenyl      methoxy-1-octene hept-2-cis-enyl] 17,17-dimethyl-2-homo-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 521 1-trans-iodo-4-methyl 2-[7-phenoxy      acetyl dl-15a-hydroxy-1-phenoxymethyl-1,9-dioxo-  3-triphenylmethoxy-1-oc      tene hept-2-cis-enyl] 16-methyl-2-homo-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 522 1-trans-iodo-4,4-trimethylene 2-[7-phenoxyacetyl       dl-15a-hydroxy-1-phenoxymethyl-1,9-dioxo-  3-trimethylsilyloxy-1-heptene       hept-2-cis-enyl] 16,16-trimethylene-20-nor-2-homo-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        523 1-trans-tri-n-butylstannyl-3-vinyl- 2-[7-phenoxyacetyl dl-15a-hydro      xy-1-phenoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-heptene      hept-2-cis-enyl] 20-nor-2-homo-5-cis-13-trans prostadiene   cyclopent-2-e      n-1-one 524 1-trans-tri-n-butylstannyl-4-phenoxy 2-[7-phenoxyacetyl      dl-15a-hydroxy-1-phenoxymethyl-1,9-dioxo-  3-triethylsilyloxy-1-butene      hept-2-cis-enyl] 16-phenoxy-2-homo-17-20-tetranor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 525 1-trans-tri-n-butylstannyl-4-(p-fl      uorophenoxy) 2-[7-phenoxyacetyl dl-15a-hydroxy-1-phenoxymethyl-1,9-dioxo-        3-triethylsilyloxy-1-butene hept-2-cis-enyl] 16-(p-fluorophenoxy)-2-hom      o-17-20-tetranor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 526      1-trans-tri-n-butylstannyl-4-(m-chlorophenoxy) 2-[7-phenoxyacetyl      dl-15a-hydroxy-1-phenoxymethyl-1,9-dioxo-  3-triethylsilyloxy-1-butene      hept-2-cis-enyl] 16-(m-chlorophenoxy)-2-homo-17-20-tetranor-5-cis-13-tran      s prostadiene   cyclopent-2-en-1-one 527 1-trans-tri-n-butylstannyl-4-(m-      trifluoromethylphenoxy) 2-[7-phenoxyacetyl dl-15a-hydroxy-1-phenoxymethyl      -1,9-dioxo-  3-triethylsilyloxy-1-butene hept-2-cis-enyl] 16-(m-trifluoro      methylphenoxy)-2-homo-17-20-tetranor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        528 1-trans-iodo-5-phenyl 2-[7-phenoxyacetyl dl-15a-hydroxy-1-phenoxyme      thyl-1,9-dioxo-  3-triethylsilyloxy-1-pentene hept-2-cis-enyl] 17-phenyl-      2-homo-18-20-trinor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one      529 1-trans-iodo-4,4-dimethyl-5-phenyl 2-[7-phenoxyacetyl dl-15a-hydroxy-      1-phenoxymethyl-1,9-dioxo-  3-triethylsilyloxy-1-pentene hept-2-cis-enyl]       16,16-dimethyl-17-phenyl-2-homo-18-20-trinor-5-cis-13-trans prostadiene        cyclopent-2-en-1-one 530 1-trans-iodo-4-cyclopentyl 2-[7-phenoxyacetyl      dl-15a-hydroxy-1-phenoxymethyl-1,9-dioxo-  3-triphenylmethoxy-1-butene      hept-2-cis-enyl] 16-cyclopentyl-2-homo-17-20-tetranor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 531 1-trans-iodo-4-cyclohexyl      2-[7-phenoxyacetyl dl-15a-hydroxy-1-phenoxymethyl-1,9-dioxo-  3-triphenyl      methoxy-1-butene hept-2-cis-enyl] 16-cyclohexyl-2-homo-17-20-tetranor-5-c      is-13-trans prostadiene   cyclopent-2-en-1-one 5321-trans-iodo- 2-[7-phen      oxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-  4-triphenylmethoxy-1-      heptene hept-2-cis-enyl] 20-nor-2-homo-5-cis-13-trans prostadiene      cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        533 1-trans-tri-n-butylstannyl-4-methyl- 2-[7-phenoxyacetyl dl-16-hydro      xy-1-phenoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-heptene      hept-2-cis-enyl]   20-nor-2-homo-5-cis-13-trans prostadiene   cyclopent-2      -en-1-one 534 1-trans-tri-n-butylstannyl-4-ethyl- 2-[7-phenoxyacetyl      dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-ethyl-  4-trimethylsilyloxy-1-      octene hept-2-cis-enyl] 2-homo-5-cis-13-trans prostadiene   cyclopent-2-e      n-1-one 535 1-trans-tri-n-butylstannyl-5-methyl 2-[7-phenoxyacetyl      dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-  4-trimethylsilyloxy-1-heptene      hept-2-cis-enyl] 17-methyl-20-nor-2-homo-5-cis-13-trans prostadiene      cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        536 1-trans-iodo-5,5-dimethyl 2-[7-phenoxyacetyl dl-16-hydroxy-1-phenox      ymethyl-1,9-dioxo-  4-trimethylsilyloxy-1-octene hept-2-cis-enyl]      17,17-dimethyl-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        537 1-trans-tri-n-butylstannyl-4-vinyl- 2-[7-phenoxyacetyl dl-16-hydrox      y-1-phenoxymethyl-1,9-dioxo-16-vinyl-  4-trimethylsilyloxy-1-heptene      hept-2-cis-enyl] 20-nor-2-homo-5-cis-13-trans prostadiene   cyclopent-2-e      n-1-one 538 1-trans-tri-n-butylstannyl-4-cyclopropyl- 2-[7-phenoxyacetyl      dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-cyclopropyl-  4-trimethylsilyl      oxy-1-octene hept-2-cis-enyl] 2-homo-5-cis-13-trans prostadiene      cyclopent-2-en-1-one539 1-trans-tri-n-butylstannyl-4-trimethylsilylethyny      l- 2-[7-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-ethynyl-        4-trimethylsilyloxy-1-heptene hept-2-cis-enyl] 20-nor-2-homo-5-cis-13-t      rans prostadiene   cyclopent-2-en-1-one 540 1-trans-tri-n-butylstannyl-5-      methylene 2-[7-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-      4-triethylsilyloxy-1-heptene hept-2-cis-enyl] 17-methylene-20-nor-2-homo-      5-cis-13-trans prostadiene   cyclopent-2-en-1-one 541 1-trans-tri-n-butyl      stannyl-4-methyl-5-methylene 2-[7-phenoxyacetyl dl-16-hydroxy-1-phenoxyme      thyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-heptene hept-2-cis-enyl]       17-methylene-20-nor-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1      -one 542 1-trans-tri-n-butylstannyl-4-dimethoxymethyl- 2-[7-phenoxyacetyl       dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-formyl-  4-trimethylsilyloxy-      1-heptene hept-2-cis-enyl] 20-nor-2-homo-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 543 1-trans-tri-n-butylstannyl-4-fluoromethyl-      2-[7-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-fluoromethy      l-  4-trimethylsilyloxy-1-heptene hept-2-cis-enyl] 20-nor-2-homo-5-cis-13      -trans prostadiene   cyclopent-2-en-1-one 544 1-trans-tri-n-butylstannyl-      4-difluoromethyl- 2-[7-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-di      oxo-16-difluoromethyl-  4-trimethylsilyloxy-1-heptene hept-2-cis-enyl]      20-nor-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 545      1-trans-tri-n-butylstannyl-4-trifluoromethyl- 2-[7-phenoxyacetyl      dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-trifluoromethyl-  4-trimethyls      ilyloxy-1-heptene hept-2-cis-enyl] 20-nor-2-homo-5-cis-13-trans prostadie      ne   cyclopent-2-en-1-one 546 1-trans-tri-n-butylstannyl-4-chloromethyl-      2-[7-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-chloromethy      l-  4-trimethylsilyloxy-1-heptene hept-2-cis-enyl] 20-nor-2-homo-5-cis-13      -trans prostadiene   cyclopent-2-en-1-one 547 1-trans-tri-n-butylstannyl-      4-trimethylsilyloxymethyl- 2-[7-phenoxyacetyl dl-16-hydroxy-1-phenoxymeth      yl-1,9-dioxo-16-hydroxymethyl-  4-trimethylsilyloxy-1-heptene hept-2-cis-      enyl] 20-nor-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        548 1-trans-iodo-4-methyl-7-chloro 2-[7-phenoxyacetyl dl-16-hydroxy-1-p      henoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-heptene      hept-2-cis-enyl] 19-chloro-2-homo-20-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 549 1-trans-iodo- 2-[7-phenoxyacetyl dl-15a-hydroxy-      1-phenoxymethyl-1,9-dioxo-  3-triphenylmethoxy-1-octene hept-2-cis-enyl]      2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 550 1-trans-iodo      -3-methyl- 2-[7-phenoxyacetyl dl-15a-hydroxy-1-phenoxymethyl-1,9-dioxo-15      -methyl-  3-trimethylsilyloxy-1-octene hept-2-cis-enyl] 2-homo-5-cis-13-t      rans prostadiene   cyclopent-2-en-1-one 551 1-trans-iodo-4,4-dimethyl      2-[7-phenoxyacetyl dl-15a-hydroxy-1-phenoxymethyl-1,9-dioxo-  3-trimethyl      silyloxy-1-octene hept-2-cis-enyl] 16,16-dimethyl-2-homo-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 552 1-trans-iodo-4,4-trimethylene      2-[7-phenoxyacetyl dl-15a-hydroxy-1-phenoxymethyl-1,9-dioxo-  3-trimethyl      silyloxy-1-octene hept-2-cis-enyl] 16,16-trimethylene-2-homo-5-cis-13-tra      ns prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        553 1-trans-tri-n-butylstannyl-3-vinyl- 2-[7-phenoxyacetyl dl-15a-hydro      xy-1-phenoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-octene      hept-2-cis-enyl] 2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        554 1-trans-iodo- 2-[7-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-      dioxo-  4-triphenylmethoxy-1-octene hept-2-cis-enyl] 2-homo-5-cis-13-tran      s prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        555 1-trans-tri-n-butylstannyl-4-methyl- 2-[7-phenoxyacetyl dl-16-hydro      xy-1-phenoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-octene      hept-2-cis-enyl] 2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one       556 1-trans-tri-n-butylstannyl-5-methyl 2-[7-phenoxyacetyl dl-16-hydroxy      -1-phenoxymethyl-1,9-dioxo-  4-trimethylsilyloxy-1-octene hept-2-cis-enyl      ] 17-methyl-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 557      1-trans-tri-n-butylstannyl-4-vinyl- 2-[7-phenoxyacetyl dl-16-hydroxy-1-ph      enoxymethyl-1,9-dioxo-16-vinyl-  4-trimethylsilyloxy-1-octene hept-2-cis-      enyl] 2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 558      1-trans-tri-n-butylstannyl-4-trimethylsilylethynyl- 2-[7-phenoxyacetyl      dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-ethynyl-  4-trimethylsilyloxy-      1-octene hept-2-cis-enyl] 2-homo-5-cis-13-trans prostadiene   cyclopent-2      -en-1-one 559 1-trans-tri-n-butylstannyl-5-methylene 2-[7-phenoxyacetyl      dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-  4-triethylsilyloxy-1-octene      hept-2-cis-enyl] 17-methylene-2-homo-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 560 1-trans-tri-n-butylstannyl-4-methyl-5-methylene      2-[7-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-methyl-      4-trimethylsilyloxy-1-octene hept-2-cis-enyl] 17-methylene-2-homo-5-cis-1      3-trans prostadiene   cyclopent-2-en-1-one 561 1-trans-tri-n-butylstannyl      -4-dimethoxymethyl- 2-[7-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-      dioxo-16-formyl-  4-trimethylsilyloxy-1-octene hept-2-cis-enyl] 2-homo-5-      cis-13-trans prostadiene   cyclopent-2-en-1-one 562 1-trans-tri-n-butylst      annyl-4-fluoromethyl- 2-[7-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,      9-dioxo-16-fluoromethyl-  4-trimethylsilyloxy-1-octene hept-2-cis-enyl]      2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 563 1-trans-tri-      n-butylstannyl-4-difluoromethyl- 2-[7-phenoxyacetyl dl-16-hydroxy-1-pheno      xymethyl-1,9-dioxo-16-difluoromethyl-  4-trimethylsilyloxy-1-octene      hept-2-cis-enyl] 2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one       564 1-trans-tri-n-butylstannyl-4-trifluoromethyl- 2-[7-phenoxyacetyl      dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-trifluoromethyl-  4-trimethyls      ilyloxy-1-octene hept-2-cis-enyl] 2-homo-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 565 1-trans-tri-n-butylstannyl-4-chloromethyl-      2-[7-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-chloromethy      l-  4-trimethylsilyloxy-1-octene hept-2-cis-enyl] 2-homo-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 566 1-trans-tri-n-butylstannyl-4-trime      thylsilyloxymethyl- 2-[7-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-      dioxo-16-hydroxymethyl-  4-trimethylsilyloxy-1-octene hept-2-cis-enyl]      2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        567 1-trans-iodo- 2-[7-phenoxyacetyl dl-15a-hydroxy-1-phenoxymethyl-1,9      -dioxo-  3-triphenylmethoxy-1-nonene hept-2-cis-enyl] 20-methyl-2-homo-5-      cis-13-trans prostadiene   cyclopent-2-en-1-one 568 1-trans-iodo-3-methyl      - 2-[7-phenoxyacetyl dl-15a-hydroxy-1-phenoxymethyl-1,9-dioxo-15-methyl-       3-trimethylsilyloxy-1-nonene hept-2-cis-enyl] 20-methyl-2-homo-5-cis-13-      trans prostadiene   cyclopent-2-en-1-one 569 1-trans-iodo-4,4-dimethyl      2-[7-phenoxyacetyl dl-15a-hydroxy-1-phenoxymethyl-1,9-dioxo-  3-trimethyl      silyloxy-1-nonene hept-2-cis-enyl] 16,16-dimethyl-20-methyl-2-homo-5-cis-      13-trans prostadiene   cyclopent-2-en-1-one 570 1-trans-iodo-4,4-trimethy      lene 2-[7-phenoxyacetyl dl-15a-hydroxy-1-phenoxymethyl-1,9-dioxo-      3-trimethylsilyloxy-1-nonene hept-2-cis-enyl] 16,16-trimethylene-20-methy      l-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        571 1-trans-tri-n-butylstannyl-3-vinyl- 2-[7-phenoxyacetyl dl-15a-hydro      xy-1-phenoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-nonene      hept-2-cis-enyl] 20-methyl-2-homo-5-cis-13-trans prostadiene   cyclopent-      2-en-1-one         EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        572 1-trans-iodo- 2-[7-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-      dioxo-  4-triphenylmethoxy-1-nonene hept-2-cis-enyl] 20-methyl-2-homo-5-c      is-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        573 1-trans-tri-n-butylstannyl-4-methyl- 2-[7-phenoxyacetyl dl-16-hydro      xy-1-phenoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-nonene      hept-2-cis-enyl] 20-methyl-2-homo-5-cis-13-trans prostadiene   cyclopent-      2-en-1-one 574 1-trans-tri-n-butylstannyl-5-methyl 2-[7-phenoxyacetyl      dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-  4-trimethylsilyloxy-1-nonene      hept-2-cis-enyl] 17-methyl-20-methyl-2-homo-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 575 1-trans-tri-n-butylstannyl-4-vinyl- 2-[7-phenoxy      acetyl dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-vinyl-  4-trimethylsily      loxy-1-nonene hept-2-cis-enyl] 20-methyl-2-homo-5-cis-13-trans prostadien      e   cyclopent-2-en-1-one 576 1-trans-tri-n-butylstannyl-4-trimethylsilyle      thynyl- 2-[7-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-eth      ynyl-  4-trimethylsilyloxy-1-nonene hept-2-cis-enyl] 20-methyl-2-homo-5-c      is-13-trans prostadiene   cyclopent-2-en-1-one 577 1-trans-tri-n-butylsta      nnyl-5-methylene 2-[7-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-dio      xo-  4-triethylsilyloxy-1-nonene hept-2-cis-enyl] 17-methylene-20-methyl-      2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 578 1-trans-tri-      n-butylstannyl-4-methyl-5-methylene 2-[7-phenoxyacetyl dl-16-hydroxy-1-ph      enoxymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-nonene hept-2-cis      -enyl] 17-methylene-20-methyl-2-homo-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 579 1-trans-tri-n-butylstannyl-4-dimethoxymethyl-      2-[7-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-formyl-      4-trimethylsilyloxy-1-nonene hept-2-cis-enyl] 20-methyl-2-homo-5-cis-13-t      rans prostadiene   cyclopent-2-en-1-one 580 1-trans-tri-n-butylstannyl-4-      fluoromethyl- 2-[7-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-      16-fluoromethyl-  4-trimethylsilyloxy-1-nonene hept-2-cis-enyl] 20-methyl      -2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 581 1-trans-tri      -n-butylstannyl-4-difluoromethyl- 2-[7-phenoxyacetyl dl-16-hydroxy-1-phen      oxymethyl-1,9-dioxo-16-difluoromethyl-  4-trimethylsilyloxy-1-nonene      hept-2-cis-enyl] 20-methyl-2-homo-5-cis-13-trans prostadiene   cyclopent-      2-en-1-one 582 1-trans-tri-n-butylstannyl-4-trifluoromethyl- 2-[7-phenoxy      acetyl dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-trifluoromethyl-      4-trimethylsilyloxy-1-nonene hept-2-cis-enyl] 20-methyl-2-homo-5-cis-13-t      rans prostadiene   cyclopent-2-en-1-one 583 1-trans-tri-n-butylstannyl-4-      chloromethyl- 2-[7-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-      16-chloromethyl-  4-trimethylsilyloxy-1-nonene hept-2-cis-enyl] 20-methyl      -2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 584 1-trans-tri      -n-butylstannyl-4-trimethylsilyloxymethyl- 2-[7-phenoxyacetyl dl-16-hydro      xy-1-phenoxymethyl-1,9-dioxo-16-hydroxymethyl-  4-trimethylsilyloxy-1-non      ene hept-2-cis-enyl] 20-methyl-2-homo-5-cis-13-trans prostadiene      cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        585 1-trans-iodo- 2-[7-phenoxyacetyl dl-15a-hydroxy-1-phenoxymethyl-1,9      -dioxo-  3-triphenylmethoxy-1-decene hept-2-cis-enyl] 20-ethyl-2-homo-5-c      is-13-trans prostadiene   cyclopent-2-en-1-one 586 1-trans-iodo-3-methyl-       2-[7-phenoxyacetyl dl-15a-hydroxy-1-phenoxymethyl-1,9-dioxo-15-methyl-      3-trimethylsilyloxy-1-decene hept-2-cis-enyl] 20-ethyl-2-homo-5-cis-13-tr      ans prostadiene   cyclopent-2-en-1-one 587 1-trans-iodo-4,4-dimethyl      2-[7-phenoxyacetyl dl-15a-hydroxy-1-phenoxymethyl-1,9-dioxo-  3-trimethyl      silyloxy-1-decene hept-2-cis-enyl] 16,16-dimethyl-20-ethyl-2-homo-5-cis-1      3-trans prostadiene   cyclopent-2-en-1-one 588 1-trans-iodo-4,4-trimethyl      ene 2-[7-phenoxyacetyl dl-15a-hydroxy-1-phenoxymethyl-1,9-dioxo-      3-trimethylsilyloxy-1-decene hept-2-cis-enyl] 16,16-trimethylene-20-ethyl      -2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        589 1-trans-tri-n-butylstannyl-3-vinyl- 2-[7-phenoxyacetyl dl-15a-hydro      xy-1-phenoxymethyl-1,9-dioxo-15-vinyl-  3-trimethylsilyloxy-1-decene      hept-2-cis-enyl] 20-ethyl-2-homo-5-cis-13-trans prostadiene   cyclopent-2      -en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        590 1-trans-iodo- 2-[7-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-      dioxo-  4-triphenylmethoxy-1-decene hept-2-cis-enyl] 20-ethyl-2-homo-5-ci      s-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        591 1-trans-tri-n-butylstannyl-4-methyl- 2-[7-phenoxyacetyl dl-16-hydro      xy-1-phenoxymethyl-1,9-dioxo-16-methyl- 4-trimethylsilyloxy-1-decene      hept-2-cis-enyl] 20-ethyl-2-homo-5-cis-13-trans prostadiene   cyclopent-2      -en-1-one 592 1-trans-tri-n-butylstannyl-5-methyl 2-[7-phenoxyacetyl      dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-  4-trimethylsilyloxy-1-decene      hept-2-cis-enyl] 17-methyl-20-ethyl-2-homo-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 593 1-trans-tri-n-butylstannyl-4-vinyl- 2-[7-phenoxy      acetyl dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-vinyl-  4-trimethylsily      loxy-1-decene hept-2-cis-enyl] 20-ethyl-2-homo-5-cis-13-trans prostadiene         cyclopent-2-en-1-one 594 1-trans-tri-n-butylstannyl-4-trimethylsilylet      hynyl- 2-[7-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-ethy      nyl-  4-trimethylsilyloxy-1-decene hept-2-cis-enyl] 20-ethyl-2-homo-5-cis      -13-trans prostadiene   cyclopent-2-en-1-one 595 1-trans-tri-n-butylstann      yl-5-methylene 2-[7-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo      -  4-triethylsilyloxy-1-decene hept-2-cis-enyl] 17-methylene-20-ethyl-2-h      omo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 596 1-trans-tri-n-b      utylstannyl-4-methyl-5-methylene 2-[7-phenoxyacetyl dl-16-hydroxy-1-pheno      xymethyl-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-decene hept-2-cis-en      yl] 17-methylene-20-ethyl-2-homo-5-cis-13-trans prostadiene   cyclopent-2      -en-1-one 597 1-trans-tri-n-butylstannyl-4-dimethoxymethyl- 2-[7-phenoxya      cetyl dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-formyl-  4-trimethylsily      loxy-1-decene hept-2-cis-enyl] 20-ethyl-2-homo-5-cis-13-trans prostadiene         cyclopent-2-en-1-one 598 1-trans-tri-n-butylstannyl-4-fluoromethyl-      2-[7-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-fluoromethy      l-  4-trimethylsilyloxy-1-decene hept-2-cis-enyl] 20-ethyl-2-homo-5-cis-1      3-trans prostadiene   cyclopent-2-en-1-one 599 1-trans-tri-n-butylstannyl      -4-difluoromethyl- 2-[7-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-d      ioxo-16-difluoromethyl-  4-trimethylsilyloxy-1-decene hept-2-cis-enyl]      20-ethyl-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 600      1-trans-tri-n-butylstannyl-4-trifluoromethyl- 2-[7-phenoxyacetyl      dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-trifluoromethyl-  4-trimethyls      ilyloxy-1-decene hept-2-cis-enyl] 20-ethyl-2-homo-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 601 1-trans-tri-n-butylstannyl-4-chlor      omethyl- 2-[7-phenoxyacetyl dl-16-hydroxy-1-phenoxymethyl-1,9-dioxo-16-ch      loromethyl-  4-trimethylsilyloxy-1-decene hept-2-cis-enyl] 20-ethyl-2-hom      o-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 602 1-trans-tri-n-but      ylstannyl-4-trimethylsilyloxymethyl- 2-[7-phenoxyacetyl dl-16-hydroxy-1-p      henoxymethyl-1,9-dioxo-16-hydroxymethyl-  4-trimethylsilyloxy-1-decene      hept-2-cis-enyl] 20-ethyl-2-homo-5-cis-13-trans prostadiene   cyclopent-2      -en-1-one

    TABLE XII       EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES       1 1-trans-iodo- 2-[7-methoxy-7-methoxycabonyl- dl-11a,15a-dihydroxy-1-(m      ethoxymethoxycarbonylmethyl)-1,9-dioxo-  3-triphenylmethoxy-1-heptene      6-(trimethylsiloxy)-2-cis,6-heptadienyl]-4-trimethylsiloxy 20-nor-2-nor-5      -cis-13-trans prostadiene   cyclopent-2-en-1-one       2 1-trans-iodo-3-methyl- 2-[7-methoxy-7-methoxycabonyl- dl-11a,15a-dihyd      roxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-15-methyl-  3-trimethylsi      lyloxy-1-heptene 6-(trimethylsiloxy)-2-cis,6-heptadienyl]-4-trimethylsilo      xy 20-nor-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one  3      1-trans-iodo-4,4-dimethyl 2-[7-methoxy-7-methoxycabonyl- dl-11a,15a-dihyd      roxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  3-trimethylsilyloxy-1-h      eptene 6-(trimethylsiloxy)-2-cis,6-heptadienyl]-4-trimethylsiloxy      16,16-dimethyl-20-nor-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1      -one  4 1-trans-iodo-5,5-dimethyl 2-[7-methoxy-7-methoxycabonyl-      dl-11a,15a-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      3-triphenylmethoxy-1-octene 6-(trimethylsiloxy)-2-cis,6-heptadienyl]-4-tr      imethylsiloxy 17,17-dimethyl-2-nor-5-cis-13-trans prostadiene   cyclopent      -2-en-1-one  5 1-trans-iodo-4-methyl 2-[7-methoxy-7-methoxycabonyl-      dl-11a,15a-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      3-triphenylmethoxy-1-octene 6-(trimethylsiloxy)-2-cis,6-heptadienyl]-4-tr      imethylsiloxy 16-methyl-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en      -1-one  6 1-trans-iodo-4,4-trimethylene 2-[7-methoxy-7-methoxycabonyl-      dl-11a,15a-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      3-trimethylsilyloxy-1-heptene 6-(trimethylsiloxy)-2-cis,6-heptadienyl]-4-      trimethylsiloxy 16,16-trimethylene-20-nor-2-nor-5-cis-13-trans prostadien      e   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES         7 1-trans-tri-n-butylstannyl-3-vinyl- 2-[7-methoxy-7-methoxycabonyl-      dl-11a,15a-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-15-vinyl-        3-trimethylsilyloxy-1-heptene 6-(trimethylsiloxy)-2-cis,6-heptadienyl]-      4-trimethylsiloxy 20-nor-2-nor-5-cis-13-trans prostadiene   cyclopent-2-e      n-1-one       8 1-trans-tri-n-butylstannyl-4-phenoxy 2-[7-methoxy-7-methoxycabonyl-      dl-11a,15a-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      3-triethylsilyloxy-1-butene 6-(trimethylsiloxy)-2-cis,6-heptadienyl]-4-tr      imethylsiloxy 16-phenoxy-2-nor-17-20-tetranor-5-cis-13-trans prostadiene        cyclopent-2-en-1-one  9 1-trans-tri-n-butylstannyl-4-(p-fluorophenoxy)      2-[7-methoxy-7-methoxycabonyl- dl-11a,15a-dihydroxy-1-(methoxymethoxycarb      onylmethyl)-1,9-dioxo-  3-triethylsilyloxy-1-butene 6-(trimethylsiloxy)-2      -cis,6-heptadienyl]-4-trimethylsiloxy 16-(p-fluorophenoxy)-2-nor-17-20-te      tranor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one       10 1-trans-tri-n-butylstannyl-4-(m-chlorophenoxy) 2-[7-methoxy-7-methoxy      cabonyl- dl-11a,15a-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-        3-triethylsilyloxy-1-butene 6-(trimethylsiloxy)-2-cis,6-heptadienyl]-4-      trimethylsiloxy 16-(m-chlorophenoxy)-2-nor-17-20-tetranor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one       11 1-trans-tri-n-butylstannyl-4-(m-trifluoromethylphenoxy) 2-[7-methoxy-      7-methoxycabonyl- dl-11a,15a-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1      ,9-dioxo-  3-triethylsilyloxy-1-butene 6-(trimethylsiloxy)-2-cis,6-heptad      ienyl]-4-trimethylsiloxy 16-(m-trifluoromethylphenoxy)-2-nor-17-20-tetran      or-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES       12 1-trans-iodo-5-phenyl 2-[7-methoxy-7-methoxycabonyl- dl-11a,15a-dihyd      roxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  3-triethylsilyloxy-1-pe      ntene 6-(trimethylsiloxy)-2-cis,6-heptadienyl]-4-trimethylsiloxy      17-phenyl-2-nor-18-20-trinor-5-cis-13-trans prostadiene   cyclopent-2-en-      1-one       13 1-trans-iodo-4,4-dimethyl-5-phenyl 2-[7-methoxy-7-methoxycabonyl-      dl-11a,15a-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      3-triethylsilyloxy-1-pentene 6-(trimethylsiloxy)-2-cis,6-heptadienyl]-4-t      rimethylsiloxy 16,16-dimethyl-17-phenyl-2-nor-18-20-trinor-5-cis-13-trans       prostadiene   cyclopent-2-en-1-one  14 1-trans-iodo-4-cyclopentyl      2-[7-methoxy-7-methoxycabonyl- dl-11a,15a-dihydroxy-1-(methoxymethoxycarb      onylmethyl)-1,9-dioxo-  3-triphenylmethoxy-1-butene 6-(trimethylsiloxy)-2      -cis,6-heptadienyl]-4-trimethylsiloxy 16-cyclopentyl-2-nor-17-20-tetranor      -5-cis-13-trans prostadiene   cyclopent-2-en-1-one       15 1-trans-iodo-4-cyclohexyl 2-[7-methoxy-7-methoxycabonyl- dl-11a,15a-d      ihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  3-triphenylmethoxy-      1-butene 6-(trimethylsiloxy)-2-cis,6-heptadienyl]-4-trimethylsiloxy      16-cyclohexyl-2-nor-17-20-tetranor-5-cis-13-trans prostadiene   cyclopent      -2-en-1-one       16 1-trans-iodo- 2-[7-methoxy-7-methoxycabonyl- dl-11a,16-dihydroxy-1-(m      ethoxymethoxycarbonylmethyl)-1,9-dioxo-  4-triphenylmethoxy-1-heptene      6-(trimethylsiloxy)-2-cis,6-heptadienyl]-4-trimethylsiloxy 20-nor-2-nor-5      -cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES       17 1-trans-tri-n-butylstannyl-4-methyl- 2-[7-methoxy-7-methoxycabonyl-      dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-methyl-        4-trimethylsilyloxy-1-heptene 6-(trimethylsiloxy)-2-cis,6-heptadienyl]-      4-trimethylsiloxy 20-nor-2-nor-5-cis-13-trans prostadiene   cyclopent-2-e      n-1-one       18 1-trans-tri-n-butylstannyl-4-ethyl- 2-[7-methoxy-7-methoxycabonyl-      dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-ethyl-       4-trimethylsilyloxy-1-octene 6-(trimethylsiloxy)-2-cis,6-heptadienyl]-4-      trimethylsiloxy 2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one      19 1-trans-tri-n-butylstannyl-5-methyl 2-[7-methoxy-7-methoxycabonyl-      dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      4-trimethysilyloxy-1-heptene 6-(trimethylsiloxy)-2-cis,6-heptadienyl]-4-t      rimethylsiloxy 17-methyl-20-nor-2-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES       20 1-trans-iodo-5,5-dimethyl 2-[7-methoxy-7-methoxycabonyl- dl-11a,16-di      hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  4-trimethylsilyloxy-      1-octene 6-(trimethylsiloxy)-2-cis,6-heptadienyl]-4-trimethylsiloxy      17,17-dimethyl-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES       21 1-trans-tri-n-butylstannyl-4-vinyl- 2-[7-methoxy-7-methoxycarbonyl-      dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-vinyl-       4-trimethylsilyloxy-1-heptene 6-(trimethylsiloxy)-2-cis,6-heptadienyl]-4      -trimethylsiloxy 20-nor-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en      -1-one       22 1-trans-tri-n-butylstannyl-4-cycloproyyl- 2-[7-methoxy-7-methoxycarbo      nyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-cy      clopropyl-  4-trimethylsilyloxy-1-octene 6-(trimethylsiloxy)-2-cis,6-hept      adienyl]-4-trimethylsiloxy 2-nor-5-cis-13-trans prostadiene   cyclopent-2      -en-1-one  23 1-trans-tri-n-butylstannyl-4-trimethylsilylethynyl-      2-[7-methoxy-7-methoxycarbonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarb      onylmethyl)-1,9-dioxo-16-ethynyl-  4-trimethylsilyloxy-1-heptene      6-(trimethylsiloxy)-2-cis,6 heptadienyl]-4-trimethylsiloxy 20-nor-2-nor-5      -cis-13-trans prostadiene   cyclopent-2-en-1-one       24 1-trans-tri-n-butylstannyl-5-methylene 2-[7-methoxy-7-methoxycarbonyl      - dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      4-triethylsilyloxy-1-heptene 6-(trimethylsiloxy)-2-cis,6-heptadienyl]-4-t      rimethylsiloxy 17-methylene-20-nor-2-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one  25 1-trans-tri-n-butylstannyl-4-methyl-5-methylene      2-[7-methoxy-7-methoxycarbonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarb      onylmethyl)-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-heptene 6-(trimet      hylsiloxy)-2-cis,6-heptadienyl]-4-trimethylsiloxy 17-methylene-20-nor-2-n      or-5-cis-13-trans prostadiene   cyclopent-2-en-1-one       26 1-trans-tri-n-butylstannyl-4-dimethoxymethyl- 2-[7-methoxy-7-methoxyc      arbonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-1      6-formyl-  4-trimethylsilyloxy-1-heptene 6-(trimethylsiloxy)-2-cis,6-hept      adienyl]-4-trimethylsiloxy 20-nor-2-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one  27 1-trans-tri-n-butylstannyl-4-fluoromethyl-      2-[7-methoxy-7-methoxycarbonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarb      onylmethyl)-1,9-dioxo-16-fluoromethyl-  4-trimethylsilyloxy-1-heptene      6-(trimethylsiloxy)-2-cis,6-heptadienyl]-4-trimethylsiloxy 20-nor-2-nor-5      -cis-13-trans prostadiene   cyclopent-2-en-1-one       28 1-trans-tri-n-butylstannyl-4-difluoromethyl- 2-[7-methoxy-7-methoxyca      rbonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16      -difluoromethyl-  4-trimethylsilyloxy-1-heptene 6-(trimethylsiloxy)-2-cis      ,6-heptadienyl]-4-trimethylsiloxy 20-nor-2-nor-5-cis-13-trans prostadiene         cyclopent-2-en-1-one       29 1-trans-tri-n-butylstannyl-4-trifluoromethyl- 2-[7-methoxy-7-methoxyc      arbonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-1      6-trifluoromethyl-  4-trimethylsilyloxy-1-heptene 6-(trimethylsiloxy)-2-c      is,6-heptadienyl]-4-trimethylsiloxy 20-nor-2-nor-5-cis-13-trans prostadie      ne   cyclopent-2-en-1-one  30 1-trans-tri-n-butylstannyl-4-chloromethyl-      2-[7-methoxy-7-methoxycarbonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarb      onylmethyl)-1,9-dioxo-16-chloromethyl-  4-trimethylsilyloxy-1-heptene      6-(trimethylsiloxy)-2-cis,6-heptadienyl]-4-trimethylsiloxy 20-nor-2-nor-5      -cis-13-trans prostadiene   cyclopent-2-en-1-one       31 1-trans-tri-n-butylstannyl-4-trimethylsilyloxymethyl- 2-[7-methoxy-7-      methoxycarbonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9      -dioxo-16-hydroxymethyl-  4-trimethylsilyloxy-1-heptene 6-(trimethylsilox      y)-2-cis,6-heptadienyl]-4-trimethylsiloxy 20-nor-2-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES         32 1-trans-iodo-4-methyl-7-chloro 2-[7-methoxy-7-methoxycarbonyl-      dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-methyl-        4-trimethylsilyloxy-1-heptene 6-(trimethylsiloxy)-2-cis,6-heptadienyl]-      4-trimethylsiloxy 19-chloro-2-nor-20-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one  33 1-trans-iodo- 2-[7-methoxy-7-methoxycarbonyl-      dl-11a,15a-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      3-triphenylmethoxy-1-octene 6-(trimethylsiloxy)-2-cis,6-heptadienyl]-4-tr      imethylsiloxy 2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one      34 1-trans-iodo-3-methyl- 2-[7-methoxy-7-methoxycarbonyl- dl-11a,15a-dihy      droxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-15-methyl-  3-trimethyls      ilyloxy-1-octene 6-(trimethylsiloxy)-2-cis,6-heptadienyl]-4-trimethylsilo      xy 2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one       35 1-trans-iodo-4,4-dimethyl 2-[7-methoxy-7-methoxycarbonyl- dl-11a,15a-      dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  3-trimethysilyloxy      -1-octene 6-(trimethylsiloxy)-2-cis-6-heptadienyl]-4-trimethylsiloxy      16,16-dimethyl-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one      36 1-trans-iodo-4,4-trimethylene 2-[7-methoxy-7-methoxycarbonyl-      dl-11a,15a-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      3-trimethylsilyloxy-1-octene 6-(trimethylsiloxy)-2-cis,6-heptadienyl]-4-t      rimethylsiloxy 16,16-trimethylene-2-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES       37 1-trans-tri-n-butylstannyl-3-vinyl- 2-[7-methoxy-7-methoxycarbonyl-      dl-11a,15a-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-15-vinyl-        3-trimethylsilyloxy-1-octene 6-(trimethylsiloxy)-2-cis,6-heptadienyl]-4      -trimethylsiloxy 2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES       38 1-trans-iodo- 2-[7-methoxy-7-methoxycarbonyl- dl-11a,16-dihydroxy-1-(      methoxymethoxycarbonylmethyl)-1,9-dioxo-  4-triphenylmethoxy-1-octene      6-(trimethylsiloxy)-2-cis,6-heptadienyl]-4-trimethylsiloxy 2-nor-5-cis-13      -trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES       39 1-trans-tri-n-butylstannyl-4-methyl- 2-[7-methoxy-7-methoxycarbonyl-      dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-methyl-        4-trimethylsilyloxy-1-octene 6-(trimethylsiloxy)-2-cis,6-heptadienyl]-4      -trimethylsiloxy 2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one       40 1-trans-tri-n-butylstannyl-5-methyl 2-[7-methoxy-7-methoxycarbonyl-      dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      4-trimethylsilyloxy-1-octene 6-(trimethylsiloxy)-2-cis,6-heptadienyl]-4-t      rimethylsiloxy 17-methyl-2-nor-5-cis-13-trans prostadiene   cyclopent-2-e      n-1-one       41 1-trans-tri-n-butylstannyl-4-vinyl- 2-[7-methoxy-7-methoxycarbonyl-      dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-vinyl-       4-trimethylsilyloxy-1-octene 6-(trimethylsiloxy)-2-cis,6-heptadienyl]-4-      trimethylsiloxy 2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one       42 1-trans-tri-n-butylstannyl-4-trimethylsilylethynyl- 2-[7-methoxy-7-me      thoxycarbonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-d      ioxo-16-ethynl-  4-trimethylsilyloxy-1-octene 6-(trimethylsiloxy)-2-cis,6      -heptadienyl]-4-trimethylsiloxy 2-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one       43 1-trans-tri-n-butylstannyl-5-methylene 2-[7-methoxy-7-methoxycarbonyl      - dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      4-trimethylsilyloxy-1-octene 6-(trimethylsiloxy)-2-cis,6-heptadienyl]-4-t      rimethylsiloxy 17-methylene-2-nor-5-cis-13-trans prostadiene   cyclopent-      2-en-1-one       44 1-trans-tri-n-butylstannyl-4-methyl-5-methylene 2-[7-methoxy-7-methox      ycarbonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo      -16-methyl-  4-trimethylsilyloxy-1-octene 6-(trimethylsiloxy)-2-cis,6-hep      tadienyl]-4-trimethylsiloxy 17-methylene-2-nor-5-cis-13-trans prostadiene         cyclopent-2-en-1-one       45 1-trans-tri-n-butylstannyl-4-dimethoxymethyl- 2-[7-methoxy-7-methoxyc      arbonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-1      6-formyl-  4-trimethylsilyloxy-1-octene 6-(trimethylsiloxy)-2-cis,6-hepta      dienyl]-4-trimethylsiloxy 2-nor-5-cis-13-trans prostadiene   cyclopent-2-      en-1-one       46 1-trans-tri-n-butylstannyl-4-fluoromethyl- 2-[7-methoxy-7-methoxycarb      onyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-       4-trimethylsilyloxy-1-octene 6-(trimethylsiloxy)-2-cis,6-heptadienyl]-4-      trimethylsiloxy fluoromethyl-2-nor-5-cis-13-trans prostadiene   cyclopent      -2-en-1-one       47 1-trans-tri-n-butylstannyl-4-difluoromethyl- 2-[7-methoxy-7-methoxyca      rbonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16      -  4-trimethylsilyloxy-1-octene 6-(trimethylsiloxy)-2-cis,6-heptadienyl]-      4-trimethylsiloxy difluoromethyl-2-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one  48 1-trans-tri-n-butylstannyl-4-trifluoromethyl-      2-[7-methoxy-7-methoxycarbonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarb      onylmethyl)-1,9-dioxo-16-trifluoromethyl-  4-trimethylsilyloxy-1-octene      6-(trimethylsiloxy)-2-cis,6-heptadienyl]-4-trimethylsiloxy trifluoromethy      l-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one       49 1-trans-tri-n-butylstannyl-4-chloromethyl- 2-[7-methoxy-7-methoxycarb      onyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-       4-trimethylsilyloxy-1-octene 6-(trimethylsiloxy)-2-cis,6-heptadienyl]-4-      trimethylsiloxy chloromethyl-2-nor-5-cis-13-trans prostadiene   cyclopent      -2-en-1-one  50 1-trans-tri-n-butylstannyl-4-trimethylsilyloxymethyl-      2-[7-methoxy-7-methoxycabonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarbo      nylmethyl)-1,9-dioxo-16-  4-trimethylsilyloxy-1-octene 6-(trimethylsiloxy      )-2-cis,6-heptadienyl]-4-trimethylsiloxy hydroxymethyl-2-nor-5-cis-13-tra      ns prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES       51 1-trans-iodo- 2-[7-methoxy-7-methoxycabonyl- dl-11a,15-dihydroxy-1-(m      ethoxymethoxycarbonylmethyl)-1,9-dioxo-  3-triphenylmethoxy-1-nonene      6-(trimethylsiloxy)-2-cis,6-heptadienyl]-4-trimethylsiloxy 20-methyl-2-no      r-5-cis-13-trans prostadiene   cyclopent-2-en-1-one       52 1-trans-iodo-3-methyl- 2-[7-methoxy-7-methoxycabonyl- dl-11a,15a-dihy      droxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-15-methyl-  3-trimethyls      ilyloxy-1-nonene 6-(trimethylsiloxy)-2-cis,6-heptadienyl]-4-trimethylsilo      xy 20-methyl-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one  53      1-trans-iodo-4,4-dimethyl 2-[7-methoxy-7-methoxycabonyl- dl-11a,15a-dihyd      roxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  3-trimethylsilyloxy-1-n      onene 6-(trimethylsiloxy)-2-cis-,6-heptadienyl]-4-trimethylsiloxy      16,16-dimethyl-20-methyl-2-nor-5-cis-13-trans prostadiene   cyclopent-2-e      n-1-one  54 1-trans-iodo-4,4-trimethylene 2-[7-methoxy-7-methoxycabonyl-      dl-11a,15a-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      3-trimethylsilyloxy-1-nonene 6-(trimethylsiloxy)-2-cis,6-heptadienyl]-4-t      rimethylsiloxy 16,16-trimethylene-20-methyl-2-nor-5-cis-13-trans      prostadient   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES         55 1-trans-tri-n-butylstannyl-3-vinyl- 2-[7-methoxy-7-methoxycabonyl-      dl-11a,15a-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-15-vinyl-        3-trimethylsilyloxy-1-nonene 6-(trimethylsiloxy)-2-cis,6-heptadienyl]-4      -trimethylsiloxy 20-methyl-2-nor-5-cis-13-trans prostadiene   cyclopent-2      -en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PROSTAGLANDIN OF THE PGE2 SERIES       56 1-trans-iodo- 2-[7-methoxy-7-methoxycabonyl- dl-11a,16-dihydroxy-1-(m      ethoxymethoxycarbonylmethyl)-1,9-dioxo-  4-triphenylmethoxy-1-nonene      6-(trimethylsiloxy)-2-cis,6-heptadienyl]-4-trimethylsiloxy 20-methyl-2-no      r-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES       57 1-trans-tri-n-butylstannyl-4-methyl- 2-[7-methoxy-7-methoxycabonyl-      dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-methyl-        4-trimethylsilyloxy-1-nonene 6-(trimethylsiloxy)-2-cis,6-heptadienyl]-4      -trimethylsiloxy 20-methyl-2-nor-5-cis-13-trans prostadiene   cyclopent-2      -en-1-one       58 1-trans-tri-n-butylstannyl-5-methyl 2-[7-methoxy-7-methoxycabonyl-      dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      4-trimethylsilyloxy-1-nonene 6-(trimethylsiloxy)-2-cis,6-heptadienyl]-4-t      rimethylsiloxy 17-methyl-20-methyl-2-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one       59 1-trans-tri-n-butylstannyl-4-vinyl- 2-[7-methoxy-7-methoxycabonyl-      dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-vnyl-      4-trimethylsilyloxy-1-nonene 6-(trimethylsiloxy)-2-cis,6-heptadienyl]      -4-trimethylsiloxy 20-methyl-2-nor-5-cis-13-trans prostadiene   cyclopent      -2-en-1-one  60 1-trans-tri-n-butylstannyl-4-trimethylsilylethynyl-      2-[7-methoxy-7-methoxycabonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarbo      nylmethyl)-1,9-dioxo-16-ethynyl-  4-trimethylsilyloxy-1-nonene 6-(trimeth      ylsiloxy)-2-cis,6-heptadienyl]-4-trimethylsiloxy 20-methyl-2-nor-5-cis-13      -trans prostadiene   cyclopent-2-en-1-one       61 1-trans-tri-n-butylstannyl-5-methylene 2-[7-methoxy-7-methoxycabonyl-       dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      4-triethylsilyloxy-1-nonene 6-(trimethylsiloxy)-2-cis,6-heptadienyl]-4-tr      imethylsiloxy 17-methylene-20-methyl-2-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one  62 1-trans-tri-n-butylstannyl-4-methyl-5-methylene      2-[7-methoxy-7-methyoxycabonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarb      onylmethyl)-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-nonene 6-(trimeth      ylsiloxy)-2-cis,6-heptadienyl]-4-trimethylsiloxy 17-methylene-20-methyl-2      -nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one       63 1-trans-tri-n-butylstannyl-4-dimethoxymethyl- 2-[7-methoxy-7-methoxyc      abonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16      -formyl-  4-trimethylsilyloxy-1-nonene 6-(trimethylsiloxy)-2-cis,6-heptad      ienyl]-4-trimethylsiloxy 20-methyl-2-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one  64 1-trans-tri-n-butylstannyl-4-fluoromethyl-      2-[7-methoxy-7-methoxycabonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarbo      nylmethyl)-1,9-dioxo-16-  4-trimethylsilyloxy-1-nonene 6-(trimethylsiloxy      )-2-cis-,6-heptadienyl]-4-trimethylsiloxy fluoromethyl-20-methyl-2-nor-5-      cis-13-trans prostadiene   cyclopent-2-en-1-one       65 1-trans-tri-n-butylstannyl-4-difluoromethyl- 2-[7-methoxy-7-methoxyca      bonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-        4-trimethylsilyloxy-1-nonene 6-(trimethylsiloxy)-2-cis,6-heptadienyl]      -4-trimethylsiloxy difluoromethyl-20-methyl-2-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one       66 1-trans-tri-n-butylstannyl-4-trifluoromethyl- 2-[7-methoxy-7-methoxyc      abonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16      -  4-trimethylsilyloxy-1-nonene 6-(trimethylsiloxy)-2-cis,6-heptadienyl]-      4-trimethylsiloxy trifluoromethyl-20-methyl-2-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one       67 1-trans-tri-n-butylstannyl-4-chloromethyl- 2-[7-methoxy-7-methoxycabo      nyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)0-1,9-dioxo-16-       4-trimethylsilyloxy-1-nonene 6-(trimethylsiloxy)-2-cis,6-heptadienyl]-4-      trimethylsiloxy chloromethyl-20-methyl-2-nor-5-cis-13-trans prostadiene       cyclopent-2-en-1-one       68 1-trans-tri-n-butylstannyl-4-trimethylsilyloxymethyl- 2-[7-methoxycab      onyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)0-1,9-dioxo-16-        4-trimethylsilyloxy-1-nonene 6-(trimethylsiloxy)-2-cis,6-heptadienyl]-4      -trimethylsiloxy hydroxymethyl-20-methyl-2-nor-5-cis-13-trans prostadiene         cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PROSTAGLANDIN OF THE PGE2 SERIES       69 1-trans-iodo- 2-[7-methoxy-7-methoxycabonyl- dl-11a,15a-dihydroxy-1-(      methoxymethoxycarbonylmethyl)-1,9-dioxo-  3-triphenylmethoxy-1-decene      6-(trimethylsiloxy)-2-cis,6-heptadienyl]-4-trimethysiloxy 20-ethyl-2-nor-      5-cis-13-trans prostadiene   cyclopent-2-en-1-one       70 1-trans-iodo-3-methyl- 2-[7-methoxy-7-methoxycabonyl- dl-11a,15a-dihy      droxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-15-methyl-  3-trimethyls      ilyloxy-1-decene 6-(trimethylsiloxy)-2-cis,6-heptadienyl]-4-trimethylsilo      xy 20-ethyl-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one  71      1-trans-iodo-4,4-dimethyl 2-[7-methoxy-7-methoxycabonyl- dl-11a,15a-dihyd      roxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  3-trimethylsilyloxy-1-d      ecene 6-(trimethylsiloxy)-2-cis,6-heptadienyl] -4-trimethylsiloxy      16,16-dimethyl-20-ethyl-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en      -1-one  72 1-trans-iodo-4,4-trimethylene 2-[7-methoxy-7-methoxycabonyl-      dl-11a,15a-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      3-trimethylsilyloxy-1-decene 6-(trimethylsiloxy)-2-cis,6-heptadienyl]-4-t      rimethylsiloxy 16,16-trimethylene-20-ethyl-2-nor-5-cis-13-trans prostadie      ne   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES         73 1-trans-tri-n-butylstannyl-3-vinyl- 2-[7-methoxy-7-methoxycabonyl-      dl-11a,15a-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-cioxo-15-vinyl-        3-trimethylsilyloxy-1-decene 6-(trimethylsiloxy)-2-cis,6-heptadienyl]-4      -trimethylsiloxy 20-ethyl-2-nor-5-cis-13-trans prostadiene   cyclopent-2-      en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PRPSTAGLENDIN OF THE PGE2      SERIES       74 1-trans-iodo- 2-[7-methoxy-7-methoxycabonyl- dl-11a,16-dihydroxy-1-(m      ethoxymethoxycarbonylmethyl)-1,9-dioxo-  4-triphenylmethoxy-1-decene      6-(trimethylsiloxy)-2-cis,6-heptadienyl]-4-trimethylsiloxy 20-ethyl-2-nor      -5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTINONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES       75 1-trans-tri-n-butylstannyl-4-methyl- 2-]7-methoxycabonyl- dl-11a,16-d      ihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-methyl-  4-trimeth      ylsilyloxy-1-decene 6-(trimethylsiloxy)-2-cis,6-heptadeinyl]-4-trimethyls      iloxy 20-ethyl-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one      76 1-trans-tri-n-butylstannyl-5-methyl 2-[7-methoxycabonyl- dl-11a,16-dih      ydroxy-1-(methoxymethoxycarmonylmethyl)-1,9-dioxo-  4-trimethylsilyloxy-1      -decene 6-(trimethylsiloxy)-2-cis,6-heptadienyl]-4-trimethylsiloxy      17-methyl-20-ethyl-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-on      e       77 1-trans-tri-n-butylstannyl-4-vinyl- 2-[  7-methoxy-7-methoxycabonyl-      dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-vinyl-       4-trimethylsilyloxy-1-decene 6-(trimethylsiloxy)-2-cis,6-heptadienyl]-4-      trimethylsiloxy 20-ethyl-2-nor-5-cis-13-trans prostadiene   cyclopent-2-e      n-1-one       78 1-trans-tri-n-butylstannyl-4-trimethylsilylethynyl- 2-[7-methoxy-7-me      thoxycabonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-di      oxo-16-ethynyl-  4-(trimethylsilyloxy-1-decene 6-(trimethylsiloxy)-2-cis,      6-heptadienyl]-4-trimethylsiloxy 20-ethyl-2-nor-5-cis-13-trans prostadien      e   cyclopent-2-en-1-one  79 1-trans-tri-n-butylstannyl-5-methylene      2-[7-methoxy-7-methoxycabonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarbo      nylmethyl)-1,9-dioxo-  4-triethylsilyloxy-1-decene 6-(trimethylsiloxy)-2-      cis,6-heptadienyl]-4-trimethylsiloxy 17-methylene-20-ethyl-2-nor-5-cis-13      -trans prostadiene   cyclopent-2-en-1-one       80 1-trans-tri-n-butylstannyl-4-methyl-5-methylene 2-[7-methoxy-7-methox      ycabonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      16-methyl-  4-trimethylsilyloxy-1-decene 6-(trimethylsiloxy)-2-cis,6-hept      adienyl]-4-trimethylsiloxy 17-methylene-20-ethyl-2-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one       81 1-trans-tri-n-butylstannyl-4-dimethoxymethyl- 2-[7-methoxy-7-methoxyc      abonyl- dl-11a,16-dihydroxy-1-(methyoxymethoxycarbonylmethyl)-1,9-dioxo-1      6-formyl-  4-trimethylsilyloxy-1-decene 6-(trimethylsiloxy)-2-cis,6-hepta      dienyl]-4-trimethylsiloxy 20-ethyl-2-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one  82 1-trans-tri-n-butylstannyl-4-fluoromethyl-      2-[7-methoxy-7-methoxycabonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarbo      nylmethyl)-1,9-dioxo-16-  4-trimethylsilyloxy-1-decene 6-(trimethylsiloxy      )-2-cis,6-heptadienyl]-4-trimethylsiloxy fluoromethyl-20-ethyl-2-nor-5-ci      s-13-trans prostadiene   cyclopent-2-en-1-one       83 1-trans-tri-n-butylstannyl-4-difouoromethyl- 2-[  7-methoxy-7-methoxy      cabonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-1      6-  4-trimethylsilyloxy-1-decene 6-(trimethylsiloxy)-2-cis,6-heptadienyl]      -4-trimethylsiloxy difluoromethyl-20-ethyl-2-nor-5-cis-13-trans prostadie      ne   cyclopent-2-en-1-one       84 1-trans-tri-n-butylstannyl-4-trifluoromethyl- 2-[7-methoxy-7-methoxyc      abonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16      -  4-trimethylsilyloxy-1-decene 6-(trimethylsiloxy)-2-cis,6-heptadienyl]-      4-trimethylsiloxy trifluoromethyl-20-ethyl-2-nor-5-cis-13-trans prostadie      ne   cyclopent-2-en-1-one  85 1-trans-tri-n-butylstanyl-4-chloromethyl-      2-[7-methoxy-7-methoxycabonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarbo      nylmethyl)-1,9-dioxo-16-  4-trans-tri-n-butylstannyl-4-chloromethyl-      6-(trimethylsiloxy)-2-cis,6-heptadienyl]-4-trimethylsiloxy chloromethyl-2      0-ethyl-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one  86      1-trans-tri-n-butylstannyl-4-trimethylsilyloxymethyl- 2-[7-methoxy-7-meth      oxycabonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-diox      o-16-  4-trimethylsilyloxy-1-decene 6-(trimethyllsiloxy)-2-cis,6-heptadie      nyl]-4-trimethylsiloxy hydroxymethyl-20-ethyl-2-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES       87 1-trans-iodo- 2-[8-methoxy-8-methoxycarbonyl- dl-11a,15a-dihydroxy-1-      (methoxymethoxycarbonylmethyl)-1,9-dioxo-  3-triphenylmethoxy-1-heptene      7-(trimethylsiloxy)-2-cis,7-octadienyl]4-trimethylsiloxy 20-nor-5-cis-13      -trans prostadiene   cuyclopent-2-en-1-one  88 1-trans-iodo-3-methyl-      2-[8-methoxy-8-methoxycarbonyl- dl-11a,15a-dihydroxy-1-(methoxymethoxycar      bonylmethyl)-1,9-dioxo-15-methyl-  3-trimethylsilyloxy-1-heptene      7-(trimethylsiloxy)-2-cis,7-octadienyl]-4-trimethylsiloxy 16,16-dimethyl-      20-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one       89 1-trans-iodo-4,4-dimethyl 2-[8-methoxy-8-methoxycarbonyl- dl-11a,15a-      dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  3-trimethylsilylox      y-1-heptene 7-(trimethylsiloxy)-2-cis,7-octadienyl]-4-trimethylsiloxy      16,16-dimethyl-20-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one      90 1-trans-iodo-5,5-dimethyl 2-[8-methoxy-8-methoxycarbonyl- dl-11a,15a-d      ihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  3-triphenylmethoxy-      1-octene 7-(trimethylsiloxy)-2-cis,7-octadienyl]-4-trimethylsiloxy      17-17-dimethyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one  91      1-trans-iodo-4-methyl 2-[8-methoxy-8-methoxycarbonyl- dl-11a,15a-dihydrox      y-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  3-triphenylmethoxy-1-octen      e 7-(trimethylsiloxy)-2-cis,7-octadienyl]-4-trimethylsiloxy 16-methyl-5-c      is-13-trans prostadiene   cyclopent-2-en-1-one       92 1-trans-iodo-4,4-trimethylene 2-[8-methoxy-8-methoxycarbonyl-      dl-11a,15a-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      3-trimethylsilyloxy-1-heptene 7-(trimethylsiloxy)-2-cis,7-octadienyl]-4-t      rimethylsiloxy 16,16-trimethylene-20-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES       93 1-trans-tri-n-butylstannyl-3-vinyl- 2-[8-methoxy-8-methoxycarbonyl-      dl-11a,15a-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-15-vinyl-        3-trimethylsilyloxy-1-heptene 7-(trimethylsiloxy)-2-cis,7-octadienyl]-4      -trimethylsiloxy 20-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one       94 1-trans-tri-n-butylstannyl-4-phenoxy 2-[8-methoxy-8-methoxycarbonyl-      dl-11a,15a-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      3-triethylsilyloxy-1-butene 7-(trimethylsiloxy)-2-cis,7-octadienyl]-4-tri      methylsiloxy 16-phenoxy-17-20-tetranor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one  95 1-trans-tri-n-butylstannyl-4-(p-fluorophenoxy)      2-[8-methoxy-8-methoxycarbonyl- dl-11a,15a-dihydroxy-1-(methoxymethoxycar      bonylmethyl)-1,9-dioxo-  3-triethylsilyloxy-1-butene 7-(trimethylsiloxy)-      2-cis,7-octadienyl]-4-trimethylsiloxy 16-(p-fluorophenoxy)-17-20-tetranor      -5-cis-13-trans prostadiene   cyclopent-2-en-1-one       96 1-trans-tri-n-butylstannyl-4-(m-chlorophenoxy) 2-[8-methoxy-8-methoxy      carbonyl- dl-11a,15a-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo      -  3-triethylsilyloxy-1-butene 7-(trimethylsiloxy)-2-cis,7-octadienyl]-4-      trimethylsiloxy 16-(m-chlorophenoxy)-17-20-tetranor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one       97 1-trans-tri-n-butylstannyl-4-(m-trifluoromethylphenoxy) 2-[8-methoxy-      8-methoxycarbonyl- dl-11a,15a-dihydroxy-1-(methoxymethoxycarbonylmethyl)-      1,9-dioxo-  3-triethylsilyloxy-1-butene 7-(trimethylsiloxy)-2-cis,7-octad      ienyl]-4-trimethylsiloxy 16-(m-trifluoromethylphenoxy)-17-20-tetranor-5-c      is-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES       98 1-trans-iodo-5-phenyl 2-[8-methoxy-8-methoxycarbonyl- dl-11a,15a-dihy      droxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  3-triethylsilyloxy-1-p      entene 7-(trimethylsiloxy)-2-cis,7-octadienyl]-4-trimethylsiloxy      17-phenyl-18-20-trinor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one       99 1-trans-iodo-4,4-dimethyl-5-phenyl 2-[8-methoxy-8-methoxycarbonyl-      dl-11a,15a-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      3-triethylsilyloxy-1-pentene 7-(trimethylsiloxy)-2-cis,7-octadienyl]-4-tr      imethylsiloxy 16,16-dimethyl-17-phenyl-13-20-trinor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 100 1-trans-iodo-4-cyclopentyl      2-[8-methoxy-8-methoxycarbonyl- dl-11a,15a-dihydroxy-1-(methoxymethoxycar      bonylmethyl)-1,9-dioxo-  3-triphenylmethoxy-1-butene 7-(trimethylsiloxy)-      2-cis,7-octadienyl]-4-trimethylsiloxy 16-cyclopentyl-17-20-tetranor-5-cis      -13-trans prostadiene   cyclopent-2-en-1-one 101 1-trans-iodo-4-cyclohexy      l 2-[8-methoxy-8-methoxycarbonyl- dl-11a,15a-dihydroxy-1-(methoxymethoxyc      arbonylmethyl)-1,9-dioxo-  3-triphenylmethoxy-1-butene 7-(trimethylsiloxy      )-2-cis,7-octadienyl]-4-trimethylsiloxy 16-cyclohexyl-17-20-tetranor-5-ci      s-13-trans prostadiene   cyclopent-2-en-1-one 102 1-trans-iodo- 2-[8-meth      oxy-8-methoxycarbonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethy      l)-1,9-dioxo-  3-triphenylmethoxy-1-heptene 7-(trimethylsiloxy)-2-cis,7-o      ctadienyl]-4-trimethylsiloxy 20-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        103 1-trans-tri-n-butylstannyl-4-methyl- 2-[8-methoxy-8-methoxycarbonyl      - dl-11a,16a-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-meth      yl-  4-trimethylsilyloxy-1-heptene 7-(trimethylsiloxy)-2-cis,7-octadienyl      ]-4-trimethylsiloxy 20-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-      one 104 1-trans-tri-n-butylstannyl-4-ethyl 2-[8-methoxy-8-methoxycarbonyl      - dl-11a,16a-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-ethy      l-  4-trimethylsilyloxy-1-octene 7-(trimethylsiloxy)-2-cis,7-octadienyl]-      4-trimethylsiloxy 5-cis-13-trans prostadiene   cyclopent-2-en-1-one 105      1-trans-tri-n-butylstannyl-5-methyl 2-[8-methoxy-8-methoxycarbonyl-      dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      4-trimethylsilyloxy-1-heptene 7-(trimethylsiloxy)-2-cis,7-octadienyl]-4-t      rimethylsiloxy 17-methyl-20-nor-5-cis-13-trans prostadiene   cyclopent-2-      en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        106 1-trans-iodo-5,5-dimethyl 2-[8-methoxy-8-methoxycarbonyl- dl-11a,16      -dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  4-trimethylsilylo      xy-1-octene 7-(trimethylsiloxy)-2-cis,7-octadienyl]-4-trimethylsiloxy      17,17-dimethyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        107 1-trans-tri-n-butylstannyl-4-vinyl- 2-[8-methoxy-8-methoxycarbonyl-       dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-vinyl-        4-trimethylsilyloxy-1-heptene 7-(trimethylsiloxy)-2-cis,7-octadienyl]-4      -trimethylsiloxy 20-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one       108 1-trans-tri-n-butylstannyl-4-cyclopropyl- 2-[8-methoxy-8-methoxycarb      onyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-       4-trimethylsilyloxy-1-octene 7-(trimethylsiloxy)-2-cis,7-octadienyl]-4-t      rimethylsiloxy 5-cis-13-trans prostadiene   cyclopent-2-en-1-one 109      1-trans-tri-n-butylstannyl-4-trimethylsilylethynyl- 2-[8-methoxy-8-methox      ycarbonyl- cyclopropyl-5-cis-13-trans  4-trimethylsilyloxy-1-heptene      7-(trimethylsiloxy)-2-cis,7-octadienyl]-4-trimethylsiloxy 20-nor-5-cis-13      -trans prostadiene   cyclopent-2-en-1-one 110 1-trans-tri-n-butylstannyl-      5-methylene 2-[8-methoxy-8-methoxycarbonyl- dl-11a,16-dihydroxy-1-(methox      ymethoxycarbonylmethyl)-1,9-dioxo-  4-trimethylsilyloxy-1-heptene      7-(trimethylsiloxy)-2-cis,7-octadienyl]-4-trimethylsiloxy 17-methylene-20      -nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 111 1-trans-tri-n-      butylstannyl-4-methyl-5-methylene 2-[8-methoxy-8-methoxycarbonyl-      dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-methyl-        4-trimethylsilyloxy-1-heptene 7-(trimethylsiloxy)-2-cis,7-octadienyl]-4      -trimethylsiloxy 17-methylene-20-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 112 1-trans-tri-n-butylstannyl-4-dimethoxymethyl-      2-[8-methoxy-8-methoxycarbonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarb      onylmethyl)-1,9-dioxo-16-formyl-  4-trimethylsilyloxy-1-heptene 7-(trimet      hylsiloxy)-2-cis,7-octadienyl]-4-trimethylsiloxy 20-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 113 1-trans-tri-n-butylstannyl-4-fluor      omethyl- 2-[8-methoxy-8-methoxycarbonyl- dl-11a,16-dihydroxy-1-(methoxyme      thoxycarbonylmethyl)-1,9-dioxo-16-  4-trimethylsilyloxy-1-heptene      7-(trimethylsiloxy)-2-cis,7-octadienyl]-4-trimethylsiloxy fluoromethyl-20      -nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 114 1-trans-tri-n-      butylstannyl-4-difluoromethyl- 2-[8-methoxy-8-methoxycarbonyl- dl-11a,16-      dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-  4-trimethylsily      loxy-1-heptene 7-(trimethylsiloxy)-2-cis,7-octadienyl]-4-trimethylsiloxy      difluoromethyl-20-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one      115 1-trans-tri-n-butylstannyl-4-trifluoromethyl- 2-[8-methoxy-8-methoxyc      arbonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-1      6-  4-trimethylsilyloxy-1-heptene 7-(trimethylsiloxy)-2-cis,7-octadienyl]      -4-trimethylsiloxy trifluoromethyl-20-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 116 1-trans-tri-n-butylstannyl-4-chloromethyl-      2-[8-methoxy-8-methoxycarbonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarb      onylmethyl)-1,9-dioxo-16-  4-trimethylsilyloxy-1-heptene 7-(trimethylsilo      xy)-2-cis,7-octadienyl]-4-trimethylsiloxy chloromethyl-20-nor-5-cis-13-tr      ans prostadiene   cyclopent-2-en-1-one 117 1-trans-tri-n-butylstannyl-4-t      rimethylsilyloxymethyl- 2-[8-methoxy-8-methoxycarbonyl- dl-11a,16-dihydro      xy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-  4-trimethylsilyloxy-1-      heptene 7-(trimethylsiloxy)-2-cis,7-octadienyl]-4-trimethylsiloxy      hydroxymethyl-20-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        118 1-trans-iodo-4-methyl-7-chloro 2-[8-methoxy-8-methoxycarbonyl-      dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-methyl-        4-trimethylsilyloxy-1-heptene 7-(trimethylsiloxy)-2-cis,7-octadienyl]      -4-trimethylsiloxy 19-chloro-20-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 119 1-trans-iodo- 2-[8-methoxy-8-methoxycarbonyl-      dl-11a,15a-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      3-triphenylmethoxy-1-octene 7-(trimethylsiloxy)-2-cis,7-octadienyl]-4-tri      methylsiloxy 5-cis-13-trans prostadiene   cyclopent-2-en-1-one 120      1-trans-iodo-3-methyl- 2-[8-methoxy-8-methoxycarbonyl- dl-11a,15a-dihydro      xy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-15-methyl-  3-trimethylsily      loxy-1-octene 7-(trimethylsiloxy)-2-cis,7-octadienyl]-4-trimethylsiloxy      5-cis-13-trans prostadiene   cyclopent-2-en-1-one 121 1-trans-iodo-4,4-di      methyl 2-[8-methoxy-8-methoxycarbonyl- dl-11a,15a-dihydroxy-1-(methoxymet      hoxycarbonylmethyl)-1,9-dioxo-  3-trimethylsilyloxy-1-octene 7-(trimethyl      siloxy)-2-cis,7-octadienyl]-4-trimethylsiloxy 16,16-dimethyl-5-cis-13-tra      ns prostadiene   cyclopent-2-en-1-one 122 1-trans-iodo-4,4-trimethylene      2-[8-methoxy-8-methoxycarbonyl- dl-11a,15a-dihydroxy-1-(methoxymethoxycar      bonylmethyl)-1,9-dioxo-  3-trimethylsilyloxy-1-octene 7-(trimethylsiloxy)      -2-cis,7-octadienyl]-4-trimethylsiloxy 16,16-trimethylene-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        123 1-trans-tri-n-butylstannyl-3-vinyl- 2-[8-methoxy-8-methoxycarbonyl-       dl-11a,15a-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-15-vinyl      -  3-trimethylsilyloxy-1-octene 7-(trimethylsiloxy)-2-cis,7-octadienyl]-4      -trimethylsiloxy 5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        124 1-trans-iodo- 2-[8-methoxy-8-methoxycarbonyl- dl-11a,16-dihydroxy-1      -(methoxymethoxycarbonylmethyl)-1,9-dioxo-  4-triphenylmethoxy-1-octene      7-(trimethylsiloxy)-2-cis,7-octadienyl]-4-trimethylsiloxy 5-cis-13-trans      prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCCLOPENTENONE PRODUCT POSTAGLANDIN OF THE PGE2      SEIRES        125 1-trans-tri-n-butylstannyl-4-methyl- 2-[8-methoxy-8-methoxycarbonyl      - dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-methy      l-  4-trimethylsilyloxy-1-octene 7-(trimethylsiloxy)-2-cis,7-octadienyl]-      4-trimethylsiloxy 5-cis-13-trans prostadiene   cyclopent-2-en-1-one 126      1-trans-tri-n-butylstannyl-5-methyl- 2-[8-methoxy-8-methoxycarbonyl-      dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      4-trimethylsilyloxy-1-octene 7-(trimethylsiloxy)-2-cis,7-octadienyl]-4-tr      imethylsiloxy 17-methyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one       127 1-trans-tri-n-butylstannyl-4-vinyl- 2-[8-methoxy-8-methoxycarbonyl-      dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-vinyl-       4-trimethylsilyloxy-1-octene 7-(trimethylsiloxy)-2-cis,7-octadienyl]-4-t      rimethylsiloxy 5-cis-13-trans prostadiene   cyclopent-2-en-1-one 128      1-trans-tri-n-butylstannyl-4-trimethylsilylethynyl- 2-[8-methoxy-8-methox      ycarbonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo      -16-ethynyl-  4-trimethylsilyloxy-1-octene 7-(trimethylsiloxy)-2-cis,7-oc      tadienyl]-4-trimethylsiloxy 5-cis-13-trans prostadiene   cyclopent-2-en-1      -one 129 1-trans-tri-n-butylstannyl-3-methylene 2-[8-methoxy-8-methoxycar      bonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      4-trimethylsilyloxy-1-octene 7-(trimethylsiloxy)-2-cis,7-octadienyl]-4-tr      imethylsiloxy 17-methylene-5-cis-13-trans prostadiene   cyclopent-2-en-1-      one 130 1-trans-tri-n-butylstannyl-4-methyl-5-methylene 2-[8-methoxy-8-me      thoxycarbonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-d      ioxo-16-methyl-  4-trimethylsilyloxy-1-octene 7-(trimethylsiloxy)-2-cis,7      -octadienyl]-4-trimethylsiloxy 17-methylene-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 131 1-trans-tri-n-butylstannyl-4-dimethoxymethyl-      2-[8-methoxy-8-methoxycarbonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarb      onylmethyl)-1,9-dioxo-16-formyl-  4-trimethylsilyloxy-1-octene 7-(trimeth      ylsiloxy)-2-cis,7-octadienyl]-4-trimethylsiloxy 5-cis-13-trans prostadien      e   cyclopent-2-en-1-one 132 1-trans-tri-n-butylstannyl-4-fluoromethyl-      2-[8-methoxy-8-methoxycarbonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarb      onylmethyl)-1,9-dioxo-16-  4-trimethylsilyloxy-1-octene 7-(trimethylsilox      y)-2-cis,7-octadienyl]-4-trimethylsiloxy fluoromethyl-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 133 1-trans-tri-n-butylstannyl-4-diflu      oromethyl- 2-[8-methoxy-8-methoxycarbonyl- dl-11a,16-dihydroxy-1-(methoxy      methoxycarbonylmethyl)-1,9-dioxo-16-  4-trimethylsilyloxy-1-octene      7-(trimethylsiloxy)-2-cis,7-octadienyl]-4-trimethylsiloxy difluoromethyl-      5-cis-13-trans prostadiene   cyclopent-2-en-1-one 134 1-trans-tri-n-butyl      stannyl-4-trifluoromethyl- 2-[8-methoxy-8-methoxycarbonyl- dl-11a,16-dihy      droxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-  4-trimethylsilyloxy      -1-octene 7-(trimethylsiloxy)-2-cis,7-octadienyl]-4-trimethylsiloxy      trifluoromethyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 135      1-trans-tri-n-butylstannyl-4-chloromethyl- 2-[8-methoxy-8-methoxycarbonyl      - dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-      4-trimethylsilyloxy-1-octene 7-(trimethylsiloxy)-2-cis,7-octadienyl]-4-tr      imethylsiloxy chloromethyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-      one 136 1-trans-tri-n-butylstannyl-4-trimethylsilyloxymethyl- 2-[8-methox      y-8-methoxycarbonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)      -1,9-dioxo-16-  4-trimethylsilyloxy-1-octene 7-(trimethylsiloxy)-2-cis,7-      octadienyl]-4-trimethylsiloxy hydroxymethyl-5-cis-13-trans prostadiene      cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        137 1-trans-iodo- 2-[8-methoxy-8-methoxycarbonyl- dl-11a,15a-dihydroxy-      1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  3-triphenylmethoxy-1-nonene      7-(trimethylsiloxy)-2-cis,7-octadienyl]-4-trimethylsiloxy 20-methyl-5-cis      -13-trans prostadiene   cyclopent-2-en-1-one 138 1-trans-iodo-3-methyl-      2-[8-methoxy-8-methoxycarbonyl- dl-11a,15a-dihydroxy-1-(methoxymethoxycar      bonylmethyl)-1,9-dioxo-15-methyl-  3-trimethylsilyloxy-1-nonene 7-(trimet      hylsiloxy)-2-cis,7-octadienyl]-4-trimethylsiloxy 20-methyl-5-cis-13-trans       prostadiene   cyclopent-2-en-1-one 139 1-trans-iodo-4-4-dimethyl-      2-[8-methoxy-8-methoxycarbonyl- dl-11a,15a-dihydroxy-1-(methoxymethoxycar      bonylmethyl)-1,9-dioxo-  3-trimethylsilyloxy-1-nonene 7-(trimethylsiloxy)      -2-cis,7-octadienyl]-4-trimethylsiloxy 16,16-dimethyl-20-methyl-5-cis-13-      trans prostadiene   cyclopent-2-en-1-one 140 1-trans-iodo-4,4-trimethylen      e 2-[8-methoxy-8-methoxycarbonyl- dl-11a,15a-dihydroxy-1-(methoxymethoxyc      arbonylmethyl)-1,9-dioxo-  3-trimethylsilyloxy-1-nonene 7-(trimethylsilox      y)-2-cis,7-octadienyl]-4-trimethylsiloxy 16,16-trimethylene-20-methyl-5-c      is-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        141 1-trans-tri-n-butylstannyl-3-vinyl- 2-[8-methoxy-8-methoxycarbonyl-       dl-11a,15a-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-15-vinyl      -  3-trimethylsilyloxy-1-nonene 7-(trimethylsiloxy)-2-cis,7-octadienyl]-4      -trimethylsiloxy 20-methyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-      one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        142 1-trans-iodo- 2-[8-methoxy-8-methoxycarbonyl- dl-11a,16-dihydroxy-1      -(methoxymethoxycarbonylmethyl)-1,9-dioxo-  4-triphenylmethoxy-1-nonene      7-(trimethylsiloxy)-2-cis,7-octadienyl]-4-trimethylsiloxy 20-methyl-5-cis      -13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SEIRES        143 1-trans-tri-n-butylstannyl-4-methyl- 2-[8-methoxy-8-methoxycarbonyl      - dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-methy      l-  4-trimethylsilyloxy-1-nonene 7-(trimethylsiloxy)-2-cis,7-octadienyl]-      4-trimethylsiloxy 20-methyl-5-cis-13-trans prostadiene   cyclopent-2-en-1      -one 144 1-trans-tri-n-butylstannyl-5-methyl- 2-[8-methoxy-8-methoxycarbo      nyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      4-trimethylsilyloxy-1-nonene 7-(trimethylsiloxy)-2-cis,7-octadienyl]-4-tr      imethylsiloxy 17-methyl-20-methyl-5-cis-13-trans prostadiene   cyclopent-      2-en-1-one 145 1-trans-tri-n-butylstannyl-4-vinyl- 2-[8-methoxy-8-methoxy      carbonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      16-vinyl-  4-trimethylsilyloxy-1-nonene 7-(trimethylsiloxy)-2-cis,7-octad      ienyl]-4-trimethylsiloxy 20-methyl-5-cis-13-trans prostadiene   cyclopent      -2-en-1-one 146 1-trans-tri-n-butylstannyl-4-trimethylsilylethynyl-      2-[8-methoxy-8-methoxycarbonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarb      onylmethyl)-1,9-dioxo-16-ethynyl-  4-trimethylsilyloxy-1-nonene 7-(trimet      hylsiloxy)-2-cis,7-octadienyl]-4-trimethylsiloxy 20-methyl-5-cis-13-trans       prostadiene   cyclopent-2-en-1-one 147 1-trans-tri-n-butylstannyl-5-meth      ylene 2-[8-methoxy-8-methoxycarbonyl- dl-11a,16-dihydroxy-1-(methoxymetho      xycarbonylmethyl)-1,9-dioxo-  4-trimethylsilyloxy-1-nonene 7-(trimethylsi      loxy)-2-cis,7-octadienyl]-4-trimethylsiloxy 17-methylene-20-methyl-5-cis-      13-trans prostadiene   cyclopent-2-en-1-one 148 1-trans-tri-n-butylstanny      l-4-methyl-5-methylene 2-[8-methoxy-8-methoxycarbonyl- dl-11a,16-dihydrox      y-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-methyl-  4-trimethylsilyl      oxy-1-nonene 7-(trimethylsiloxy)-2-cis,7-octadienyl]-4-trimethylsiloxy      17-methylene-20-methyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one      149 1-trans-tri-n-butylstannyl-4-dimethoxymethyl- 2-[8-methoxy-8-methoxyc      arbonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-1      6-formyl-  4-trimethylsilyloxy-1-nonene 7-(trimethylsiloxy)-2-cis,7-octad      ienyl]-4-trimethylsiloxy 20-methyl-5-cis-13-trans prostadiene   cyclopent      -2-en-1-one 150 1-trans-tri-n-butylstannyl-4-fluoromethyl- 2-[8-methoxy-8      -methoxycarbonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,      9-dioxo-16-  4-trimethylsilyloxy-1-nonene 7-(trimethylsiloxy)-2-cis,7-oct      adienyl]-4-trimethylsiloxy fluoromethyl-20-methyl-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 151 1-trans-tri-n-butylstannyl-4-diflu      oromethyl- 2-[8-methoxy-8-methoxycarbonyl- dl-11a,16-dihydroxy-1-(methoxy      methoxycarbonylmethyl)-1,9-dioxo-16-  4-trimethylsilyloxy-1-nonene      7-(trimethylsiloxy)-2-cis,7-octadienyl]-4-trimethylsiloxy difluoromethyl-      20-methyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 152 1-trans-t      ri-n-butylstannyl-4-trifluoromethyl- 2-[8-methoxy-8-methoxycarbonyl-      dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-      4-trimethylsilyloxy-1-nonene 7-(trimethylsiloxy)-2-cis,7-octadienyl]-4-tr      imethylsiloxy trifluoromethyl-20-methyl-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 153 1-trans-tri-n-butylstannyl-4-chloromethyl-      2-[8-methoxy-8-methoxycarbonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarb      onylmethyl)-1,9-dioxo-16-  4-trimethylsilyloxy-1-nonene 7-(trimethylsilox      y)-2-cis,7-octadienyl]-4-trimethylsiloxy chloromethyl-20-methyl-5-cis-13-      trans prostadiene   cyclopent-2-en-one 154 1-trans-tri-n-butylstannyl-4-t      rimethylsilyloxymethyl- 2-[8-methoxy-8-methoxycarbonyl- dl-11a,16-dihydro      xy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-  4-trimethylsilyloxy-1-      nonene 7-(trimethylsiloxy)-2-cis,7-octadienyl]-4-trimethylsiloxy      hydroxymethyl-20-methyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES         155 1-trans-iodo- 2-[8-methoxy-8-methoxycarbonyl- dl-11a,15a-dihydroxy      -1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  3-triphenylmethoxy-1-decene       7-(trimethylsiloxy)-2-cis,7-octadienyl]-4-trimethylsiloxy 20-ethyl-5-cis      -13-trans prostadiene   cyclopent-2-en-1-one 156 1-trans-iodo-3-methyl-      2-[8-methoxy-8-methoxycarbonyl- dl-11a,15a-dihydroxy-1-(methoxymethoxycar      bonylmethyl)-1,9-dioxo-15-methyl-  3-trimethylsilyloxy-1-decene 7-(trimet      hylsiloxy)-2-cis,7-octadienyl]-4-trimethylsiloxy 20-ethyl-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 157 1-trans-iodo-4,4-dimethyl      2-[8-methoxy-8-methoxycarbonyl- dl-11a,15a-dihydroxy-1-(methoxymethoxycar      bonylmethyl)-1,9-dioxo-  3-trimethylsilyloxy-1-decene 7-(trimethylsiloxy)      -2-cis,7-octadienyl]-4-trimethylsiloxy 16,16-dimethyl-20-ethyl-5-cis-13-t      rans prostadiene   cyclopent-2-en-1-one 158 1-trans-iodo-4,4-trimethylene       2-[8-methoxy-8-methoxycarbonyl- dl-11a,15a-dihydroxy-1-(methoxymethoxyca      rbonylmethyl)-1,9-dioxo-  3-trimethylsilyloxy-1-decene 7-(trimethylsiloxy      )-2-cis,7 octadienyl]-4-trimethylsiloxy 16,16-trimethylene-20-ethyl-5-cis      -13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SEIES        159 1-trans-tri-n-butylstannyl-3-vinyl- 2-[8-methoxy-8-methoxycarbonyl-       dl-11a,15a-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-15-vinyl      -  3-trimethylsilyloxy-1-decene 7-(trimethylsiloxy)-2-cis,7-octadienyl]-4      -trimethylsiloxy 20-ethyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-o      ne        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        160 1-trans-iodo- 2-[8-methoxy-8-methoxycarbonyl- dl-11a,16-dihydroxy-1      -(methoxymethoxycarbonylmethyl)-1,9-dioxo-  4-triphenylmethoxy-1-decene      7-(trimethylsiloxy)-2-cis,7-octadienyl]-4-trimethylsiloxy 20-ethyl-5-cis-      13-trans prostadiene   cyclopent-2-en-1-one         EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        161 1-trans-tri-n-butylstannyl-4-methyl- 2-[8-methoxy-8-methoxycarbonyl      - dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-methy      l-  4-trimethylsilyloxy-1-decene 7-(trimethylsiloxy)-2-cis,7-octadienyl]-      4-trimethylsiloxy 20-ethyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-      one 162 1-trans-tri-n-butylstannyl-5-methyl- 2-[8-methoxy-8-methoxycarbon      yl- dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      4-trimethylsilyloxy-1-decene 7-(trimethylsiloxy)-2-cis,7-octadienyl]-4-tr      imethylsiloxy 17-methyl-20-ethyl-5-cis-13-trans prostadiene   cyclopent-2      -en-1-one 163 1-trans-tri-n-butylstannyl-4-vinyl- 2-[8-methoxy-8-methoxyc      arbonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-1      6-vinyl-  4-trimethylsilyloxy-1-decene 7-(trimethylsiloxy)-2-cis,7-octadi      enyl]-4-trimethylsiloxy 20-ethyl-5-cis-13-trans prostadiene   cyclopent-2      -en-1-one 164 1-trans-tri-n-butylstannyl-4-trimethylsilylethynyl-      2-[8-methoxy-8-methoxycarbonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarb      onylmethyl)-1,9-dioxo-16-ethynyl-  4-trimethylsilyloxy-1-decene 7-(trimet      hylsiloxy)-2-cis,7-octadienyl]-4-trimethylsiloxy 20-ethyl-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 165 1-trans-tri-n-butylstannyl-5-methy      lene 2-[8-methoxy-8-methoxycarbonyl- dl-11a,16-dihydroxy-1-(methoxymethox      ycarbonylmethyl)-1,9-dioxo-  4-trimethylsilyloxy-1-decene 7-(trimethylsil      oxy)-2-cis,7-octadienyl]-4-trimethylsiloxy 17-methylene-20-ethyl-5-cis-13      -trans prostadiene   cyclopent-2-en-1-one 166 1-trans-tri-n-butylstannyl-      4-methyl-5-methylene 2-[8-methoxy-8-methoxycarbonyl- dl-11a,16-dihydroxy-      1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-methyl-  4-trimethylsilylox      y-1-decene 7-(trimethylsiloxy)-2-cis,7-octadienyl]-4-trimethylsiloxy      17-methylene-20-ethyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one      167 1-trans-tri-n-butylstannyl-4-dimethoxymethyl- 2-[8-methoxy-8-methoxyc      arbonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-1      6-formyl-  4-trimethylsilyloxy-1-decene 7-(trimethylsiloxy)-2-cis,7-octad      ienyl]-4-trimethylsiloxy 20-ethyl-5-cis-13-trans prostadiene   cyclopent-      2-en-1-one 168 1-trans-tri-n-butylstannyl-4-fluoromethyl- 2-[8-methoxy-8-      methoxycarbonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9      -dioxo-16-  4-trimethylsilyloxy-1-decene 7-(trimethylsiloxy)-2-cis,7-octa      dienyl]-4-trimethylsiloxy fluoromethyl-20-ethyl-5-cis-13-trans prostadien      e   cyclopent-2-en-1-one 169 1-trans-tri-n-butylstannyl-4-difluoromethyl-       2-[8-methoxy-8-methoxycarbonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycar      bonylmethyl)-1,9-dioxo-16-  4-trimethylsilyloxy-1-decene 7-(trimethylsilo      xy)-2-cis,7-octadienyl]-4-trimethylsiloxy difluoromethyl-20-ethyl-5-cis-1      3-trans prostadiene   cyclopent-2-en-1-one 170 1-trans-tri-n-butylstannyl      -4-trifluoromethyl- 2-[8-methoxy-8-methoxycarbonyl- dl-11a,16-dihydroxy-1      -(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-  4-trimethylsilyloxy-1-dece      ne 7-(trimethylsiloxy)-2-cis,7-octadienyl]-4-trimethylsiloxy trifluoromet      hyl-20-ethyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 171      1-trans-tri-n-butylstannyl-4-chloromethyl- 2-[8-methoxy-8-methoxycarbonyl      - dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-      4-trimethylsilyloxy-1-decene 7-(trimethylsiloxy)-2-cis,7-octadienyl]-4-tr      imethylsiloxy chloromethyl-20-ethyl-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 172 1-trans-tri-n-butylstannyl-4-trimethylsilyloxyme      thyl- 2-[8-methoxy-8-methoxycarbonyl- dl-11a,16-dihydroxy-1-(methoxymetho      xycarbonylmethyl)-1,9-dioxo-16-  4-trimethylsilyloxy-1-decene 7-(trimethy      lsiloxy)-2-cis,7-octadienyl]-4-trimethylsiloxy hydroxymethyl-20-ethyl-5-c      is-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        173 1-trans-iodo- 2-[9-methoxy-9-methoxycarbonyl- dl-11a,15a-dihydroxy-      1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  3-triphenylmethoxy-1-heptene       8-(trimethylsiloxy)-2-cis,8-nonadienyl]-4-trimethylsiloxy 20-nor-2-homo-      5-cis-13-trans prostadiene   cyclopent-2-en-1-one 174 1-trans-iodo-3-meth      yl- 2-[9-methoxy-9-methoxycarbonyl- dl-11a,15a-dihydroxy-1-(methoxymethox      ycarbonylmethyl)-1,9-dioxo-15-methyl-  3-trimethylsilyloxy-1-heptene      8-(trimethylsiloxy)-2-cis,8-nonadienyl]-4-trimethylsiloxy 20-nor-2-homo-5      -cis-13-trans prostadiene   cyclopent-2-en-1-one 175 1-trans-iodo-4,4-dim      ethyl 2-[9-methoxy-9-methoxycarbonyl- dl-11a,15a-dihydroxy-1-(methoxymeth      oxycarbonylmethyl)-1,9-dioxo-  3-trimethylsilyloxy-1-heptene 8-(trimethyl      siloxy)-2-cis,8-nonadienyl]-4-trimethylsiloxy 16,16-dimethyl-20-nor-2-hom      o-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 176 1-trans-iodo-5,5-      dimethyl 2-[9-methoxy-9-methoxycarbonyl- dl-11a,15a-dihydroxy-1-(methoxym      ethoxycarbonylmethyl)-1,9-dioxo-  3-triphenylmethoxy-1-octene 8-(trimethy      lsiloxy)-2-cis,8-nonadienyl]-4-trimethylsiloxy 17,17-dimethyl-2-homo-5-ci      s-13-trans prostadiene   cyclopent-2-en-1-one 177 1-trans-iodo-4-methyl      2-[9-methoxy-9-methoxycarbonyl- dl-11a,15a-dihydroxy-1-(methoxymethoxycar      bonylmethyl)-1,9-dioxo-  3-triphenylmethoxy-1-octene 8-(trimethylsiloxy)-      2-cis,8-nonadienyl]-4-trimethylsiloxy 16-methyl-2-homo-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 178 1-trans-iodo-4,4-trimethylene      2-[9-methoxy-9-methoxycarbonyl- dl-11a,15a-dihydroxy-1-(methoxymethoxycar      bonylmethyl)-1,9-dioxo-  3-trimethylsilyloxy-1-heptene 8-(trimethylsiloxy      )-2-cis,8-nonadienyl]-4-trimethylsiloxy 16,16-trimethylene-20-nor-2-homo-      5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        179 1-trans-tri-n-butylstannyl-3-vinyl- 2-[9-methoxy-9-methoxycarbonyl-       dl-11a,15a-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-15-vinyl      -  3-trimethylsilyloxy-1-heptene 8-(trimethylsiloxy)-2-cis,8-nonadienyl]-      4-trimethylsiloxy 20-nor-2-homo-5-cis-13-trans prostadiene   cyclopent-2-      en-1-one 180 1-trans-tri-n-butylstannyl-4-phenoxy 2-[9-methoxy-9-methoxyc      arbonyl- dl-11a,15a-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-        3-triethylsilyloxy-1-butene 8-(trimethylsiloxy)-2-cis,8-nonadienyl]-4-t      rimethylsiloxy 16-phenoxy-2-homo-17-20-tetranor-5-cis-13-trans prostadien      e   cyclopent-2-en-1-one 181 1-trans-tri-n-butylstannyl-4-(p-fluorophenox      y) 2-[9-methoxy-9-methoxycarbonyl- dl-11a,15a-dihydroxy-1-(methoxymethoxy      carbonylmethyl)-1,9-dioxo-  3-triethylsilyloxy-1-butene 8-(trimethylsilox      y)-2-cis,8-nonadienyl]-4-trimethylsiloxy 16-(p-fluorophenoxy)-2-homo-17-2      0-tetranor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 182      1-trans-tri-n-butylstannyl-4-(m-chlorophenoxy) 2-[9-methoxy-9-methoxycarb      onyl- dl-11a,15a-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      3-triethylsilyloxy-1-butene 8-(trimethylsiloxy)-2-cis,8-nonadienyl]-4-tri      methylsiloxy 16-(m-chlorophenoxy)-2-homo-17-20-tetranor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 183 1-trans-tri-n-butylstannyl-4-(m-fl      uoromethylphenoxy) 2-[9-methoxy-9-methoxycarbonyl- dl-11a,15a-dihydroxy-1      -(methoxymethoxycarbonylmethyl)-1,9-dioxo-  3-triethylsilyloxy-1-butene      8-(trimethylsiloxy)-2-cis,8-nonadienyl]-4-trimethylsiloxy 16-(m-trifluoro      methylphenoxy)-2-homo-17-20-tetranor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        184 1-trans-iodo-5-phenyl 2-[9-methoxy-9-methoxycarbonyl- dl-11a,15a-di      hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  3-triethylsilyloxy-1      -pentene 8-(trimethylsiloxy)-2-cis,8-nonadienyl]-4-trimethylsiloxy      17-phenyl--2-homo-18-20-trinor-5-cis-13-trans prostadiene   cyclopent-2-e      n-1-one 185 1-trans-iodo-4,4-dimethyl-5-phenyl 2-[9-methoxy-9-methoxycarb      onyl- dl-11a,15a-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      3-triethylsilyloxy-1-pentene 8-(trimethylsiloxy)-2-cis,8-nonadienyl]-4-tr      imethylsiloxy 16,16-dimethyl-17-phenyl-2-homo-18-20-trinor-5-cis-13-trans       prostadiene   cyclopent-2-en-1-one 186 1-trans-iodo-4-cyclopentyl      2-[9-methoxy-9-methoxycarbonyl- dl-11a,15a-dihydroxy-1-(methoxymethoxycar      bonylmethyl)-1,9-dioxo-  3-triphenylmethoxy-1-butene 8-(trimethylsiloxy)-      2-cis,8-nonadienyl]-4-trimethylsiloxy 16-cyclopentyl-2-homo-17-20-tetrano      r-5-cis-13-trans prostadiene   cyclopent-2-en-one 187 1-trans-iodo-4-cycl      ohexyl 2-[9-methoxy-9-methoxycarbonyl- dl-11a,15a-dihydroxy-1-(methoxymet      hoxycarbonylmethyl)-1,9-dioxo-  3-triphenylmethoxy-1-butene 8-(trimethyls      iloxy)-2-cis,8-nonadienyl]-4-trimethylsiloxy 16-cyclohexyl-2-homo-17-20-t      etranor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 188 1-trans-iod      o- 2-[9-methoxy-9-methoxycarbonyl- dl-11a,16-dihydroxy-1-(methoxymethoxyc      arbonylmethyl)-1,9-dioxo-  4-triphenylmethoxy-1-heptene 8-(trimethylsilox      y)-2-cis,8-nonadienyl]-4-trimethylsiloxy 20-nor-2-homo-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        189 1-trans-tri-n-butylstannyl-4-methyl- 2-[9-methoxy-9-methoxycarbonyl      - dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-methy      l-  4-trimethylsilyloxy-1-heptene 8-(trimethylsiloxy)-2-cis,8-nonadienyl]      -4-trimethylsiloxy 20-nor-2-homo-5-cis-13-trans prostadiene   cyclopent-2      -en-1-one 190 1-trans-tri-n-butylstannyl-4-ethyl- 2-[9-methoxy-9-methoxyc      arbonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-1      6-ethyl-  4-trimethylsilyloxy-1-octene 8-(trimethylsiloxy)-2-cis,8-nonadi      enyl]-4-trimethylsiloxy 2-homo-5-cis-13-trans prostadiene   cyclopent-2-e      n-1-one 191 1-trans-tri-n-butylstannyl-5-methyl 2-[9-methoxy-9-methoxycar      bonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      4-trimethylsilyloxy-1-heptene 8-(trimethylsiloxy)-2-cis,8-nonadienyl]-4-t      rimethylsiloxy 17-methyl-20-nor-2-homo-5-cis-13-trans prostadiene      cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        192 1-trans-iodo-5,5-dimethyl 2-[9-methoxy-9-methoxycarbonyl- dl-11a,16      -dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  4-trimethylsilylo      xy-1-octene 8-(trimethylsiloxy)-2-cis,8-nonadienyl]-4-trimethylsiloxy      17,17-dimethyl-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        193 1-trans-tri-n-butylstannyl-4-vinyl- 2-[9-methoxy-9-methoxycarbonyl-       dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-vinyl-        4-trimethylsilyloxy-1-heptene 8-(trimethylsiloxy)-2-cis,8-nonadienyl]-4      -trimethylsiloxy 20-nor-2-homo-5-cis-13-trans prostadiene   cyclopent-2-e      n-1-one 194 1-trans-tri-n-butylstannyl-4-cyclopropyl- 2-[9-methoxy-9-meth      oxycarbonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dio      xo-16-  4-trimethylsilyloxy-1-octene 8-(trimethylsiloxy)-2-cis,8-nonadien      yl]-4-trimethylsiloxy cyclopropyl-2-homo-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 195 1-trans-tri-n-butylstannyl-4-trimethylsilylethyn      yl- 2-[9-methoxy-9-methoxycarbonyl- dl-11a,16-dihydroxy-1-(methoxymethoxy      carbonylmethyl)-1,9-dioxo-16-ethynyl-  4-trimethylsilyloxy-1-heptene      8-(trimethylsiloxy)-2-cis,8-nonadienyl]-4-trimethylsiloxy 20-nor-2-homo-5      -cis-13-trans prostadiene   cyclopent-2-en-1-one 196 1-trans-tri-n-butyls      tannyl-5-methylene 2-[9-methoxy-9-methoxycarbonyl- dl-11a,16-dihydroxy-1-      (methoxymethoxycarbonylmethyl)-1,9-dioxo-  4-trimethylsilyloxy-1-heptene      8-(trimethylsiloxy)-2-cis,8-nonadienyl]  -4-trimethylsiloxy 17-methylene-      20-nor-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 197      1-trans-tri-n-butylstannyl-4-methyl-5-methylene 2-[9-methoxy-9-methoxycar      bonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-      methyl-  4-trimethylsilyloxy-1-heptene 8-(trimethylsiloxy)-2-cis,8-nonadi      enyl]-4-trimethylsiloxy 17-methylene-20-nor-2-homo-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 198 1-trans-tri-n-butylstannyl-4-dimet      hoxymethyl- 2-[9-methoxy-9-methoxycarbonyl- dl-11a,16-dihydroxy-1-(methox      ymethoxycarbonylmethyl)-1,9-dioxo-16-formyl-  4-trimethylsilyloxy-1-hepte      ne 8-(trimethylsiloxy)-2-cis,8-nonadienyl]-4-trimethylsiloxy 20-nor-2-hom      o-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 199 1-trans-tri-n-but      ylstannyl-4-fluoromethyl- 2-[9-methoxy-9-methoxycarbonyl- dl-11a,16-dihyd      roxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-  4-trimethylsilyloxy-      1-heptene 8-(trimethylsiloxy)-2-cis,8-nonadienyl]-4-trimethylsiloxy      fluoromethyl-20-nor-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-      one 200 1-trans-tri-n-butylstannyl-4-difluoromethyl- 2-[9-methoxy-9-metho      xycarbonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-diox      o-16-  4-trimethylsilyloxy-1-heptene 8-(trimethylsiloxy)-2-cis,8-nonadien      yl]-4-trimethylsiloxy diluoromethyl-20-nor-2-homo-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 201 1-trans-tri-n-butylstannyl-4-trifl      uoromethyl- 2-[9-methoxy-9-methoxycarbonyl- dl-11a,16-dihydroxy-1-(methox      ymethoxycarbonylmethyl)-1,9-dioxo-16-  4-trimethylsiloxy-1-heptene      8-(trimethylsiloxy)-2-cis,8-nonadienyl]-4-trimethylsiloxy trifluoromethyl      -20-nor-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 202      1-trans-tri-n-butylstannyl-4-choromethyl- 2-[9-methoxy-9-methoxycarbonyl-       dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-      4-trimethylsilyloxy-1-heptene 8-(trimethylsiloxy)-2-cis,8-nonadienyl]      -4-trimethylsiloxy chloromethyl-20-nor-2-homo-5-cis-13-trans prostadiene        cyclopent-2-en-1-one 203 1-trans-tri-n-butylstannyl-4-trimethylsilyloxy      methyl- 2-[9-methoxy-9-methoxycarbonyl- dl-11a,16-dihydroxy-1-(methoxymet      hoxycarbonylmethyl)-1,9-dioxo-16-  4-trimethylsiloxy-1-heptene 8-(trimeth      ylsiloxy)-2-cis,8-nonadienyl]-4-trimethylsiloxy hydroxymethyl-20-nor-2-ho      mo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        204 1-trans-iodo-4-methyl-7-chloro 2-[9-methoxycarbonyl- dl-11a,16-dihy      droxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-methyl-  4-trimethyls      ilyloxy-1-heptene 8-(trimethylsiloxy)-2-cis,8-nonadienyl]-4-trimethylsilo      xy 19-chloro-2-homo-20-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-      one 205 1-trans-iodo 2-[9-methoxycarbonyl- dl-11a,15a-dihydroxy-1-(methox      ymethoxycarbonylmethyl)-1,9-dioxo-  3-triphenylmethoxy-1-octene 8-(trimet      hylsiloxy)-2-cis,8-nonadienyl]-4-trimethylsiloxy 2-homo-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 206 1-trans-iodo-3-methyl- 2-[9-methox      y-9-methoxycarbonyl- dl-11a,15a-dihydroxy-1-(methoxymethoxycarbonylmethyl      )-1,9-dioxo-15-methyl-  3-trimethylsilyloxy-1-octene 8-(trimethylsiloxy)-      2-cis,8-nonadienyl]-4-trimethylsiloxy 2-homo-5-cis-13-trans prostadiene       cyclopent-2-en-1-one 207 1-trans-iodo-4,4-dimethyl 2-[9-methoxy-9-methox      ycarbonyl- dl-11a,15a-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-diox      o-  3-trimethylsilyloxy-1-octene 8-(trimethylsiloxy)-2-cis,8-nonadienyl]-      4-trimethylsiloxy 16,16-dimethyl-2-homo-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 208 1-trans-iodo-4,4-trimethylene 2-[9-methoxy-9-met      hoxycarbonyl- dl-11a,15a-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-d      ioxo-  3-trimethylsilyloxy-1-octene 8-(trimethylsiloxy)-2-cis,8-nonadieny      l]-4-trimethylsiloxy 16,16-trimethylene-2-homo-5-cis-13-trans prostadiene         cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        209 1-trans-tri-n-butylstannyl-3-vinyl- 2-[9-methoxy-9-methoxycarbonyl-       dl-11a,15a-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-15-vinyl      -  3-trimethylsilyloxy-1-octene 8-(trimethylsilyoxy)-2-cis,-8-nonadienyl]      -4-trimethylsiloxy 2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-o      ne        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        210 1-trans-iodo- 2-[9-methoxy-9-methoxycarbonyl- dl-11a,16-dihydroxy-1      -(methoxymethoxycarbonylmethyl)-1,9-dioxo-  4-triphenylmethoxy-1-octene      8-(trimethylsiloxy)-2-cis,8-nonadienyl]-4-trimethylsiloxy 2-homo-5-cis-13      -trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        211 1-trans-tri-n-butylstannyl-4-methyl- 2-[9-methoxy-9-methoxycarbonyl      - dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-methy      l-  4-trimethylsilyloxy-1-octene 8-(trimethylsiloxy)-2-cis,8-nonadienyl]-      4-trimethylsiloxy 2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-on      e 212 1-trans-tri-n-butylstannyl-5-methyl 2-[9-methoxy-9-methoxycarbonyl-       dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      4-trimethylsilyloxy-1-octene 8-(trimethylsiloxy)-2-cis,8-nonadienyl]-4-tr      imethylsiloxy 17-methyl-2-homo-5-cis-13-trans prostadiene   cyclopent-2-e      n-1-one 213 1-trans-tri-n-butylstannyl-4-vinyl- 2-]9-methoxy-9-methoxycar      bonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-      vinyl-  4-trimethylsilyloxy-1-octene 8-(trimethylsiloxy)-2-cis,8-nonadien      yl]-4-trimethylsiloxy 2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-      1-one 214 1-trans-tri-n-butylstannyl-4-trimethylsilylethynyl- 2-[9-methox      y-9-methoxycarbonyl- dl-11a,16-dihydroxyl-1-(methoxymethoxycarbonylmethyl      )-1,9-dioxo-16-ethynyl-  4-trimethylsilyloxy-1-octene 8-(trimethylsiloxy)      -2-cis,8-nonadienyl]-4-trimethylsiloxy 2-homo-5-cis-13-trans prostadiene        cyclopent-2-en-1-one 215 1-trans-tri-n-butylstannyl-5-methylene      2-]9-methoxy-9-methoxycarbonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarb      onylmethyl)-1,9-dioxo-  4-trimethylsilyoxy-1-octene 8-(trimethylsiloxy)-2      -cis,8-nonadienyl]-4-trimethylsiloxy 17-methylene-2-homo-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 216 1-trans-tri-n-butylstannyl-4-methy      l-5-methylene 2-]8-methoxy-9-methoxycarbonyl- dl-11a,16-dihydroxy-1-(meth      oxymethoxycarbonylmethyl)-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-oct      ene 8-(trimethylsiloxy)-2-cis,8-nonadienyl]-4-trimethylsiloxy 17-methylen      e-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 217 1-trans-tr      i-n-butylstannyl-4-dimethoxymethyl- 2-[9-methoxy-9-methoxycarbonyl-      dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-formyl-        4-trimethylsilyloxy-1-octene 8-(trimethylsiloxy)-2-cis,8-nonadienyl]-4-      trimethylsiloxy 2-homo-5-cis-13-trans prostadient   cyclopent-2-en-1-one      218 1-trans-tri-n-butylstannyl-4-fluoromethyl- 2-[9-methoxy-9-methoxycarb      onyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-       4-trimethylsilyloxy-1-octene 8-(trimethylsiloxy)-2-cis,8-nonadienyl]-4-t      rimethylsiloxy fluoromethyl-2-homo-5-cis-13-trans prostadiene   cyclopent      -2-en-1-one 219 1-trans-tri-n-butylstannyl-4-difuoromethyl- 2-[9-methoxy-      9-methoxycarbonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1      ,9-dioxo-16-  4-trimethylsilyloxy-1-octene 8-(trimethylsiloxy)-2-cis-8-no      nadienyl]-4-trimethylsiloxy difluoromethyl-2-homo-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 220 1-trans-tri-n-butylstannyl-4-trifl      uoromethyl- 2-[9-methoxy-9-methoxycarbonyl- dl-11a,16-dihydroxy-1-(methox      ymethoxycarbonylmethyl)-1,9-dioxo-16-  4-trimethylsilyloxy-1-octene      8-(trimethylsiloxy)-2-cis,8-nonadienyl]  -4-trimethylsiloxy trifluorometh      yl-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 221 1-trans-t      ri-n-butylstannyl-4-chloromethyl- 2-[9-methoxy-9-methoxycarbonyl-      dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-      4-trimethylsilyloxy-1-octene 8-(trimethylsiloxy)-2-cis,8-nonadienyl]-4-tr      imethylsiloxy chloromethyl-2-homo-5-cis-13-trans prostadiene   cyclopent-      2-en-1-one 222 1-trans-tri-n-butylstannyl-4-trimethylsilyloxymethyl-      2-[9-methoxy-9-methoxycarbonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarb      onylmethyl)-1,9-dioxo-16-  4-trimethylsilyloxy-1-octene 8-(trimethylsilox      y)-2-cis,8-nonadienyl]-4-trimethylsiloxy hydroxymethyl-2-homo-5-cis-13-tr      ans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        223 1-trans-iodo- 2-[9-methoxy-9-methoxycarbonyl- dl-11a,15a-dihydroxy-      1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  3-triphenylmethoxy-1-nonene      8-(trimethylsiloxy)-2-cis,8-nonadienyl]-4-trimethylsiloxy 20-methyl-2-hom      o-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 224 1-trans-iodo-3-me      thyl- 2-[9-methoxy-9-methoxycarbonyl- dl-11a,15a-dihydroxy-1-(methoxymeth      oxycarbonylmethyl)-1,9-dioxo-15-methyl-  3-trimethylsilyloxy-1-nonene      8-(trimethylsiloxy)-2-cis,8-nonadienyl]-4-trimethylsiloxy 20-methyl-2-hom      o-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 225 1-trans-iodo-4,4-      dimethyl 2-[9-methoxy-9-methoxycarbonyl- dl-11a,15a-dihydroxy-1-(methoxym      ethoxycarbonylmethyl)-1,9-dioxo-  3-trimethylsilyloxy-1-nonene 8-(trimeth      ylsiloxy)-2-cis,8-nonadienyl]-4-trimethylsiloxy 16,16-dimethyl-20-methyl-      2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 226 1-trans-iodo      -4,4-trimethylene 2-[9-methoxy-9-methoxycarbonyl- dl-11a,15a-dihydroxy-1-      (methoxymethoxycarbonylmethyl)-1,9-dioxo-  3-trimethylsilyloxy-1-nonene      8-(trimethylsiloxy)-2-cis,8-nonadienyl]-4-trimethylsiloxy 16,16-trimethyl      ene-20-methyl-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        227 1-trans-tri-n-butylstannyl-3-vinyl- 2-[9-methoxy-9-methoxycarbonyl-       dl-11a,15a-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-15-vinyl      -  3-trimethylsilyloxy-1-nonene 8-(trimethylsiloxy)-2-cis,8-nonadienyl]-4      -trimethylsiloxy 20-methyl-2-homo-5-cis-13-trans prostadiene   cyclopent-      2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        228 1-trans-iodo- 2-[9-methoxy-9-methoxycarbonyl- dl-11a,16-dihydroxy-1      -(methoxymethoxycarbonylmethyl)-1,9-dioxo-  4-triphenylmethoxy-1-nonene      8-(trimethylsiloxy)-2-cis,8-nonadienyl]-4-trimethylsiloxy 20-methyl-2-hom      o-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        229 1-trans-tri-n-butylstannyl-4-methyl- 2-[9-methoxy-9-methoxycarbonyl      - dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-methy      l-  4-trimethylsilyloxy-1-nonene 8-(trimethylsiloxy)-2-cis,8-nonadienyl]-      4-trimethylsiloxy 20-methyl-2-homo-5-cis-13-trans prostadiene   cyclopent      -2-en-1-one 230 1-trans-tri-n-butylstannyl-5-methyl 2-[9-methoxy-9-methox      ycarbonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo      -  4-trimethylsilyloxy-1-nonene 8-(trimethylsiloxy)-2-cis,8-nonadienyl]-4      -trimethylsiloxy 17-methyl-20-methyl-2-homo-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 231 1-trans-tri-n-butylstannyl-4-vinyl- 2-[9-methoxy      -9-methoxycarbonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-      1,9-dioxo-16-vinyl-  4-trimethylsilyloxy-1-nonene 8-(trimethylsiloxy)-2-c      is,8-nonadienyl]-4-trimethylsiloxy 20-methyl-2-homo-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 232 1-trans-tri-n-butylstannyl-4-trime      thylsilylethynyl- 2-[9-methoxy-9-methoxycarbonyl- dl-11a,16-dihydroxy-1-(      methoxymethoxycarbonylmethyl)-1,9-dioxo-16-ethynyl-  4-trimethylsilyloxy-      1-nonene 8-(trimethylsiloxy)-2-cis,8-nonadienyl]-4-trimethylsiloxy      20-methyl-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 233      1-trans-tri-n-butylstannyl-5-methylene 2-[9-methoxy-9-methoxycarbonyl-      dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      4-trimethylsilyloxy-1-nonene 8-(trimethylsiloxy)-2-cis,8-nonadienyl]-4-tr      imethylsiloxy 17-methylene-20-methyl-2-homo-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 234 1-trans-tri-n-butylstannyl-4-methyl-5-methylene      2-[9-methoxy-9-methoxycarbonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarb      onylmethyl)-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-nonene 8-(trimeth      ylsiloxy)-2-cis,8-nonadienyl]-4-trimethylsiloxy 17-methylene-20-methyl-2-      homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 235 1-trans-tri-n-      butylstannyl-4-dimethoxymethyl- 2-[9-methoxy-9-methoxycarbonyl- dl-11a,16      -dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-formyl-      4-trimethylsilyloxy-1-nonene 8-(trimethylsiloxy)-2-cis,8-nonadienyl]-4-tr      imethylsiloxy 20-methyl-2-homo-5-cis-13-trans prostadiene   cyclopent-2-e      n-1-one 236 1-trans-tri-n-butylstannyl-4-fluoromethyl- 2-[9-methoxy-9-met      hoxycarbonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-di      oxo-16-  4-trimethylsilyloxy-1-nonene 8-(trimethylsiloxy)-2-cis,8-nonadie      nyl]-4-trimethylsiloxy fluoromethyl-20-methyl-2-homo-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 237 1-trans-tri-n-butylstannyl-4-diflu      oromethyl- 2-[9-methoxy-9-methoxycarbonyl- dl-11a,16-dihydroxy-1-(methoxy      methoxycarbonylmethyl)-1,9-dioxo-16-  4-trimethylsilyloxy-1-nonene      8-(trimethylsiloxy)-2-cis,8-nonadienyl]-4-trimethylsiloxy difluoromethyl-      20-methyl-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 238      1-trans-tri-n-butylstannyl-4-trifluoromethyl- 2-[9-methoxy-9-methoxycarbo      nyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-      4-trimethylsilyloxy-1-nonene 8-(trimethylsiloxy)-2-cis,8-nonadienyl]-4-tr      imethylsiloxy trifluoromethyl-20-methyl-2-homo-5-cis-13-trans prostadiene         cyclopent-2-en-1-one 239 1-trans-tri-n-butylstannyl-4-chloromethyl-      2-[9-methoxy-9-methoxycarbonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarb      onylmethyl)-1,9-dioxo-16-  4-trimethylsilyloxy-1-nonene 8-(trimethylsilox      y)-2-cis,8-nonadienyl]-4-trimethylsiloxy chloromethyl-20-methyl-2-homo-5-      cis-13-trans prostadiene   cyclopent-2-en-1-one 240 1-trans-tri-n-butylst      annyl-4-trimethylsilyloxymethyl- 2-[9-methoxy-9-methoxycarbonyl-      dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-      4-trimethylsilyloxy-1-nonene 8-(trimethylsiloxy)-2-cis,8-nonadienyl]-4-tr      imethylsiloxy hydroxymethyl-20-methyl-2-homo-5-cis-13-trans prostadiene       cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        241 1-trans-iodo- 2-[9-methoxy-9-methoxycarbonyl- dl-11a,15a-dihydroxy-      1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  3-triphenylmethoxy-1-decene      8-(trimethylsiloxy)-2-cis,8-nonadienyl]-4-trimethylsiloxy 20-ethyl-2-homo      -5-cis-13-trans prostadiene   cyclopent-2-en-1-one 242 1-trans-iodo-3-met      hyl- 2-[9-methoxy-9-methoxycarbonyl- dl-11a,15a-dihydroxy-1-(methoxymetho      xycarbonylmethyl)-1,9-dioxo-15-methyl-  3-trimethylsilyloxy-1-decene      8-(trimethylsiloxy)-2-cis,8-nonadienyl]-4-trimethylsiloxy 20-ethyl-2-homo      -5-cis-13-trans prostadiene   cyclopent-2-en-1-one 243 1-trans-iodo-4,4-d      imethyl- 2-[9-methoxy-9-methoxycarbonyl- dl-11a,15a-dihydroxy-1-(methoxym      ethoxycarbonylmethyl)-1,9-dioxo-  3-trimethylsilyloxy-1-decene 8-(trimeth      ylsiloxy)-2-cis,8-nonadienyl]-4-trimethylsiloxy 16,16-dimethyl-20-ethyl-2      -homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 244 1-trans-iodo-      4,4-trimethylene 2-[9-methoxy-9-methoxycarbonyl- dl-11a,15a-dihydroxy-1-(      methoxymethoxycarbonylmethyl)-1,9-dioxo-  3-trimethylsilyloxy-1-decene      8-(trimethylsiloxy)-2-cis,8-nonadienyl]-4-trimethylsiloxy 16,16-trimethyl      ene-20-ethyl-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        245 1-trans-tri-n-butylstannyl-3-vinyl- 2-[9-methoxy-9-methoxycarbonyl-       dl-11a,15a-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-15-vinyl      -  3-trimethylsilyloxy-1-decene 8-(trimethylsiloxy)-2-cis,8-nonadienyl]-4      -trimethylsiloxy 20-ethyl-2-homo-5-cis-13-trans prostadiene   cyclopent-2      -en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        246 1-trans-iodo- 2-[9-methoxy-9-methoxycarbonyl- dl-11a,16-dihydroxy-1      -(methoxymethoxycarbonylmethyl)-1,9-dioxo-  4-triphenylmethoxy-1-decene      8-(trimethylsiloxy)-2-cis,8-nonadienyl]-4-trimethylsiloxy 20-ethyl-2-homo      -5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        247 1-trans-tri-n-butylstannyl-4-methyl- 2-[9-methoxy-9-methoxycarbonyl      - dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-methy      l-  4-trimethylsilyloxy-1-decene 8-(trimethylsiloxy)-2-cis,8-nonadienyl]-      4-trimethylsiloxy 20-ethyl-2-homo-5-cis-13-trans prostadiene   cyclopent-      2-en-1-one 248 1-trans-tri-n-butylstannyl-5-methyl- 2-[9-methoxy-9-methox      ycarbonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo      -  4-trimethylsilyloxy-1-decene 8-(trimethylsiloxy)-2-cis,8-nonadienyl]-4      -trimethylsiloxy 17-methyl-20-ethyl-2-homo-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 249 1-trans-tri-n-butylstannyl-4-vinyl- 2-[9-methoxy      -9-methoxycarbonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-      1,9-dioxo-16-vinyl-  4-trimethylsilyloxy-1-decene 8-(trimethylsiloxy)-2-c      is,8-nonadienyl]-4-trimethylsiloxy 20-ethyl-2-homo-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 250 1-trans-tri-n-butylstannyl-4-trime      thylsilylethynyl- 2-[9-methoxy-9-methoxycarbonyl- dl-11a,16-dihydroxy-1-(      methoxymethoxycarbonylmethyl)-1,9-dioxo-16-ethynyl-  4-trimethylsilyloxy-      1-decene 8-(trimethylsiloxy)-2-cis,8-nonadienyl]-4-trimethylsiloxy      20-ethyl-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 251      1-trans-tri-n-butylstannyl-5-methylene 2-[9-methoxy-9-methoxycarbonyl-      dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      4-triethylsilyloxy-1-decene 8-(trimethylsiloxy)-2-cis,8-nonadienyl]-4-tri      methylsiloxy 17-methylene-20-ethyl-2-homo-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 252 1-trans-tri-n-butylstannyl-4-methyl-5-methylene      2-[9-methoxy-9-methoxycarbonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarb      onylmethyl)-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-decene 8-(trimeth      ylsiloxy)-2-cis,8-nonadienyl]-4-trimethylsiloxy 17-methylene-20-ethyl-2-h      omo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 253 1-trans-tri-n-b      utylstannyl-4-dimethoxymethyl- 2-[9-methoxy-9-methoxycarbonyl- dl-11a,16-      dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-formyl-      4-trimethylsilyloxy-1-decene 8-(trimethylsiloxy)-2-cis,8-nonadienyl]-4-tr      imethylsiloxy 20-ethyl-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en      -1-one 254 1-trans-tri-n-butylstannyl-4-fluoromethyl- 2-[9-methoxy-9-meth      oxycarbonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dio      xo-16-  4-trimethylsilyloxy-1-decene 8-(trimethylsiloxy)-2-cis,8-nonadien      yl]-4-trimethylsiloxy fluoromethyl-20-ethyl-2-homo-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 255 1-trans-tri-n-butylstannyl-4-diflu      oromethyl- 2-[9-methoxy-9-methoxycarbonyl- dl-11a,16-dihydroxy-1-(methoxy      methoxycarbonylmethyl)-1,9-dioxo-16-  4-trimethylsilyloxy-1-decene      8-(trimethylsiloxy)-2-cis,8-nonadienyl]-4-trimethylsiloxy difluoromethyl-      20-ethyl-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 256      1-trans-tri-n-butylstannyl-4-trifluoromethyl- 2-[9-methoxy-9-methoxycarbo      nyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-      4-trimethylsilyloxy-1-decene 8-(trimethylsiloxy)-2-cis,8-nonadienyl]-4-tr      imethylsiloxy trifluoromethyl-20-ethyl-2-homo-5-cis-13-trans prostadiene        cyclopent-2-en-1-one 257 1-trans-tri-n-butylstannyl-4-chloromethyl-      2-[9-methoxy-9-methoxycarbonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarb      onylmethyl)-1,9-dioxo-16-  4-trimethylsilyloxy-1-decene 8-(trimethylsilox      y)-2-cis,8-nonadienyl]-4-trimethylsiloxy chloromethyl-20-ethyl-2-homo-5-c      is-13-trans prostadiene   cyclopent-2-en-1-one 258 1-trans-tri-n-butylsta      nnyl-4-trimethylsilyloxymethyl- 2-[9-methoxy-9-methoxycarbonyl- dl-11a,16      -dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-  4-trimethylsil      yloxy-1-decene 8-(trimethylsiloxy)-2-cis,8-nonadienyl]-4-trimethylsiloxy      hydroxymethyl-20-ethyl-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en      -1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        259 1-trans-iodo- 2-[8-methoxy-8-methoxycarbonyl- nat-11a,15a-dihydroxy      -1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  3-triphenylmethoxy-1-hepten      e 7-(trimethylsiloxy)-2-cis,7-octadienyl]-4R-trimethylsiloxy 20-nor-5-cis      -13-trans prostadiene   cyclopent-2-en-1-one 260 1-trans-iodo-3-methyl-      2-[8-methoxy-8-methoxycarbonyl- nat-11a,15a-dihydroxy-1-(methoxymethoxyca      rbonylmethyl)-1,9-dioxo-15-methyl-  3-trimethylsilyloxy-1-heptene      7-(trimethylsiloxy)-2-cis,7-octadienyl]-4R-trimethylsiloxy 20-nor-5-cis-1      3-trans prostadiene   cyclopent-2-en-1-one 261 1-trans-iodo-4,4-dimethyl      2-[8-methoxy-8-methoxycarbonyl- nat-11a,15a-dihydroxy-1-(methoxymethoxyca      rbonylmethyl)-1,9-dioxo-  3-trimethylsilyloxy-1-heptene 7-(trimethylsilox      y)-2-cis,7-octadienyl]-4R-trimethylsiloxy 16,16-dimethyl-20-nor-5-cis-13-      trans prostadiene   cyclopent-2-en-1-one 262 1-trans-iodo-5,5-dimethyl      2-[8-methoxy-8-methoxycarbonyl- nat-11a,15a-dihydroxy-1-(methoxymethoxyca      rbonylmethyl)-1,9-dioxo-  3-triphenylmethoxy-1-octene 7-(trimethylsiloxy)      -2-cis,7-octadienyl]-4R-trimethylsiloxy 17,17-dimethyl-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 263 1-trans-iodo-4-methyl 2-[8-methoxy      -8-methoxycarbonyl- nat-11a,15a-dihydroxy-1-(methoxymethoxycarbonylmethyl      )-1,9-dioxo-  3-triphenylmethoxy-1-octene 7-(trimethylsiloxy)-2-cis,7-oct      adienyl]-4R-trimethylsiloxy 16-methyl-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 264 1-trans-iodo-4,4-trimethylene 2-[8-methoxy-8-met      hoxycarbonyl- nat-11a,15a-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-      dioxo-  3-trimethylsilyloxy-1-heptene 7-(trimethylsiloxy)-2-cis,7-octadie      nyl]-4R-trimethylsiloxy 16,16-trimethylene-20-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROTAGLANDIN OF THE PGE2      SERIES        265 1-trans-tri-n-butylstannyl-3-vinyl- 2-[8-methoxy-8-methoxycarbonyl-       nat-11a,15a-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-15-viny      l-  3-trimethylsilyloxy-1-heptene 7-(trimethylsiloxy)-2-cis,7-octadienyl]      -4R-trimethylsiloxy 20-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-      one 266 1-trans-tri-n-butylstannyl-4-phenoxy 2-[8-methoxy-8-methoxycarbon      yl- nat-11a,15a-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      3-triethylsilyloxy-1-butene 7-(trimethylsiloxy)-2-cis,7-octadienyl]-4R-tr      imethylsiloxy 16-phenoxy-17-20-tetranor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 267 1-trans-tri-n-butylstannyl-4-(p-fluorophenoxy)      2-[8-methoxy-8-methoxycarbonyl nat-11a,15a-dihydroxy-1-(methoxymethoxycar      bonylmethyl)-1,9-dioxo-  3-triethylsilyloxy-1-butene 7-(trimethylsiloxy)-      2-cis,7-octadienyl]-4R-trimethylsiloxy 16-(p-fluorophenoxy)-17-20-tetrano      r-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 268 1-trans-tri-n-but      ylstannyl-4-(m-chlorophenoxy) 2-[8-methoxy-8-methoxycarbonyl- nat-11a,15a      -dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  3-triethylsilylox      y-1-butene 7-(trimethylsiloxy)-2-cis,7-octadienyl]-4R-trimethylsiloxy      16-(m-chlorophenoxy)-17-20-tetranor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 269 1-trans-tri-n-butylstannyl-4-(m-trifluoromethylp      henoxy) 2-[8-methoxy-8-methoxycarbonyl- nat-11a,15a-dihydroxy-1-(methoxym      ethoxycarbonylmethyl)-1,9-dioxo-  3-triethylsilyloxy-1-butene 7-(trimethy      lsiloxy)-2-cis,7-octadienyl]-4R-trimethylsiloxy 16-(m-trifluoromethylphen      oxy)-17-20-tetranor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        270 1-trans-iodo-5-phenyl 2-[8-methoxy-8-methoxycarbonyl- nat-11a,15a-d      ihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  3-triethylsilyloxy-      1-pentene 7-(trimethylsiloxy)-2-cis,7-octadienyl]-4R-trimethylsiloxy      17-phenyl-18-20-trinor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one      271 1-trans-iodo-4,4-dimethyl-5-phenyl 2-[8-methoxy-8-methoxycarbonyl-      nat-11a,15a-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      3-triethylsilyloxy-1-pentene 7-(trimethylsiloxy)-2-cis,7-octadienyl]-4R-t      rimethylsiloxy 16,16-dimethyl-17-phenyl-18-20-trinor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 272 1-trans-iodo-4-cyclopentyl      2-[8-methoxy-8-methoxycarbonyl- nat-11a,15a-dihydroxy-1-(methoxymethoxyca      rbonylmethyl)-1,9-dioxo-  3-triphenylmethoxy-1-butene 7-(trimethylsiloxy)      -2-cis,7-octadienyl]-4R-trimethylsiloxy 16-cyclopentyl-17-20-tetranor-5-c      is-13-trans prostadiene   cyclopent-2-en-1-one 273 1-trans-iodo-4-cyclohe      xyl 2-[8-methoxy-8-methoxycarbonyl- nat-11a,15a-dihydroxy-1-(methoxymetho      xycarbonylmethyl)-1,9-dioxo-  3-triphenylmethoxy-1-butene 7-(trimethylsil      oxy)-2-cis,7-octadienyl]-4R-trimethylsiloxy 16-cyclohexyl-17-20-tetranor-      5-cis-13-trans prostadiene   cyclopent-2-en-1-one 274 1-trans-iodo-      2-[8-methoxy-8-methoxycarbonyl- nat-11a,16-dihydroxy-1-(methoxymethoxycar      bonylmethyl)-1,9-dioxo-  4-triphenylmethoxy-1-heptene 7-(trimethylsiloxy)      -2-cis,7-octadienyl]-4R-trimethylsiloxy 20-nor-5-cis-13-trans prostadiene         cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        275 1-trans-tri-n-butylstannyl-4-methyl- 2-[8-methoxy-8-methoxycarbonyl      - nat-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-meth      yl-  4-trimethylsilyloxy-1-heptene 7-(trimethylsiloxy)-2-cis,7-octadienyl       9 -4R-trimethylsiloxy 20-nor-5-cis-13-trans prostadiene   cyclopent-2-en      -1-one 276 1-trans-tri-n-butylstannyl-4-ethyl- 2-[8-methoxy-8-methoxycarb      onyl- nat-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-      ethyl-  4-trimethylsilyloxy-1-octene 7-(trimethylsiloxy)-2-cis,7-octadien      yl]-4R-trimethylsiloxy 5-cis-13-trans prostadiene   cyclopent-2-en-1-one      277 1-trans-tri-n-butylstannyl-5-methyl 2-[8-methoxy-8-methoxycarbonyl-      nat-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      4-trimethylsilyloxy-1-heptene 7-(trimethylsiloxy)-2-cis,7-octadienyl]-4R-      trimethylsiloxy 17-methyl-20-nor-5-cis-13-trans prostadiene   cyclopent-2      -en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        278 1-trans-iodo-5,5-dimethyl 2-[8-methoxy-8-methoxycarbonyl- nat-11a,1      6-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  4-trimethylsilyl      oxy-1-octene 7-(trimethylsiloxy)-2-cis,7-octadienyl]-4R-trimethylsiloxy      17,17-dimethyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        279 1-trans-tri-n-butylstannyl-4-vinyl- 2-[8-methoxy-8-methoxycarbonyl-       nat-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-vinyl      -  4-trimethysilyloxy-1-heptene 7-(trimethylsiloxy)-2-cis,7-octadienyl]      -4R-trimethylsiloxy 20-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-      one 280 1-trans-tri-n-butylstannyl-4-cyclopropyl- 2-[8-methoxy-8-methoxyc      arbonyl- nat-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      16-  4-trimethylsilyloxy-1-octene 7-(trimethylsiloxy)-2-cis,7-octadienyl]      -4R-trimethylsiloxy cyclopropyl-5-cis-13-trans prostadiene   cyclopent-2-      en-1-one 281 1-trans-tri-n-butylstannyl-4-trimethylsilylethynyl-      2-[8-methoxy-8-methoxycarbonyl- nat-11a,16-dihydroxy-1-(methoxymethoxycar      bonylmethyl)-1,9-dioxo-16-ethynyl-  4-trimethylsilyloxy-1-heptene      7-(trimethylsiloxy)-2-cis,7-octadienyl]-4R-trimethylsiloxy 20-nor-5-cis-1      3-trans prostadiene   cyclopent-2-en-1-one 282 1-trans-tri-n-butylstannyl      -5-methylene 2-[8-methoxy-8-methoxycarbonyl- nat-11a,16-dihydroxy-1-(meth      oxymethoxycarbonylmethyl)-1,9-dioxo-  4-triethylsiloxy-1-heptene      7-(trimethylsiloxy)-2-cis,7-octadienyl]-4R-trimethylsiloxy 17-methylene-2      0-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 283 1-trans-tri-n      -butylstannyl-4-methyl-5-methylene 2-[8-methoxy-8-methoxycarbonyl-      nat-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-methyl      -  4-trimethylsilyloxy-1-heptene 7-(trimethylsiloxy)-2-cis,7-octadienyl]-      4R-trimethylsiloxy 17-methylene-20-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 284 1-trans-tri-n-butylstannyl-4-dimethoxymethyl-      2-[8-methoxy-8-methoxycarbonyl- nat-11a,16-dihydroxy-1-(methoxymethoxycar      bonylmethyl)-1,9-dioxo-16-formyl-  4-trimethylsilyloxy-1-heptene      7-(trimethylsiloxy)-2-cis,7-octadienyl]-4R-trimethylsiloxy 20-nor-5-cis-1      3-trans prostadiene   cyclopent-2-en-1-one 285 1-trans-tri-n-butylstannyl      -4-fluoromethyl- 2[8-methoxy-8-methoxycarbonyl- nat-11a,16-dihydroxy-1-(m      ethoxymethoxycarbonylmethyl)-1,9-dioxo-16-  4-trimethylsilyloxy-1-heptene       7-(trimethylsiloxy)-2-cis,7-octadienyl]-4R-trimethylsiloxy fluoromethyl-      20-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 286 1-trans-tri-      n-butylstannyl-4-difluoromethyl- 2-[8-methoxy-8-methoxycarbonyl-      nat-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-      4-trimethylsilyloxy-1-heptene 7-(trimethylsiloxy)-2-cis,7-octadienyl]-4R-      trimethylsiloxy difluoromethyl-20-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 287 1-trans-tri-n-butylstannyl-4-trifluoromethyl-      2[8-methoxy-8-methoxycarbonyl- nat-11a,16-dihydroxy-1-(methoxymethoxycarb      onylmethyl)-1,9-dioxo-16-  4-trimethylsilyloxy-1-heptene 7-(trimethylsilo      xy)-2-cis,7-octadienyl]-4R-trimethylsiloxy trifluoromethyl-20-nor-5-cis-1      3-trans prostadiene   cyclopent-2-en-1-one 288 1-trans-tri-n-butylstannyl      -4-chloromethyl- 2-[8-methoxy-8-methoxycarbonyl- nat-11a,16-dihydroxy-1-(      methoxymethoxycarbonylmethyl)-1,9-dioxo-16-  4-trimethylsilyloxy-1-hepten      e 7-(trimethylsiloxy)-2-cis,7-octadienyl]-4R-trimethylsiloxy chloromethyl      -20-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 289 1-trans-tri      -n-butylstannyl-4-trimethylsilyloxymethyl- 2-[8-methoxy-8-methoxycarbonyl      - nat-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-      4-trimethylsilyloxy-1-heptene 7-(trimethylsiloxy)-2-cis,7-octadienyl]-4R-      trimethylsiloxy hydroxymethyl-20-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        290 1-trans-iodo-4-methyl-7-chloro 2-[8-methoxy-8-methoxycarbonyl-      nat-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-methyl      -  4-trimethylsilyloxy-1-heptene 7-(trimethylsiloxy)-2-cis,7-octadienyl]-      4R-trimethylsiloxy 19-chloro-20-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 291 1-trans-iodo- 2-[8-methoxy-8-methoxycarbonyl-      nat-11a,15a-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1-9-dioxo-      3-triphenylmethoxy-1-octene 7-(trimethylsiloxy)-2-cis,7-octadienyl]-4R-tr      imethylsiloxy 5-cis-13-trans prostadiene   cyclopent-2-en-1-one 292      1-trans-iodo-3-methyl- 2-[8-methoxy-8-methoxycarbonyl- nat-11a,15a-dihydr      oxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-15-methyl-  3-trimethylsil      yloxy-1-octene 7-(trimethylsiloxy)-2-cis,7-octadienyl]-4R-trimethylsiloxy       5-cis-13-trans prostadiene   cyclopent-2-en-1-one 293 1-trans-iodo-4,4-d      imethyl 2-[8-methoxy-8-methoxycarbonyl- nat-11a,15a-dihydroxy-1-(methoxym      ethoxycarbonylmethyl)-1,9-dioxo-  3-trimethylsilyloxy-1-octene 7-(trimeth      ylsiloxy)-2-cis,7-octadienyl]-4R-trimethylsiloxy 16,16-dimethyl-5-cis-13-      trans prostadiene   cyclopent-2-en-1-one 294 1-trans-iodo-4,4-trimethylen      e 2-[8-methoxy-8-methoxycarbonyl- nat-11a,15a,dihydroxy-1-(methoxymethoxy      carbonylmethyl)-1,9-dioxo-  3-trimethylsilyloxy-1-octene 7-(trimethylsilo      xy-2-cis,7-octadienyl]-4R-trimethylsiloxy 16,16-trimethylene-5-cis-13-tra      ns prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        295 1-trans-tri-n-butystannyl-3-vinyl- 2-[8-methoxycarbonyl- nat-11a,15      a-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-15-vinyl-      3-trimethylsilyloxy-1-octene 7-(trimethylsiloxy)-2-cis,7-octadienyl]-4R-t      rimethylsiloxy 5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        296 1-trans-iodo- 2-[8-methoxy-8-methoxycarbonyl- nat-11a,16-dihydroxy-      1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  4-triphenylmethoxy-1-octene      7-(trimethylsiloxy)-2-cis,7-octadienyl]-4R-trimethylsiloxy 5-cis-13-trans       prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        297 1-trans-tri-n-butylstannyl-4-methyl- 2-[8-methoxy-8-methoxycarbonyl      - nat-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-meth      yl-  4-trimethylsilyloxy-1-octene 7-(trimethylsiloxy)-2-cis,7-octadienyl]      -4R-trimethylsiloxy 5-cis-13-trans prostadiene   cyclopent-2-en-1-one      298 1-trans-tri-n-butylstannyl-5-methyl 2-[8-methoxy-8-methoxycarbonyl-      nat-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      4-trimethylsilyloxy-1-octene 7-(trimethylsiloxy)-2-cis,7-octadienyl]-4R-t      rimethylsiloxy 17-methyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-on      e 299 1-trans-tri-n-butylstannyl-4-vinyl- 2-[8-methoxy-8-methoxycarbonyl-       nat-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-vinyl      -  4-trimethylsilyloxy-1-octene 7-(trimethylsiloxy)-2-cis,7-octadienyl]-4      R-trimethylsiloxy 5-cis-13-trans-prostadiene   cyclopent-2-en-1-one 300      1-trans-tri-n-butylstannyl-4-trimethylsilylethynyl- 2-[8-methoxy-8-methox      ycarbonyl- nat-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-diox      o-16-ethynyl-  4-trimethylsilyloxy-1-octene 7-(trimethylsiloxy)-2-cis,7-o      ctadienyl]-4R-trimethylsiloxy 5-cis-13-trans prostadiene   cyclopent-2-en      -1-one 301 1-trans-tri-n-butylstannyl-5-methylene 2-[8-methoxycarbonyl-      nat-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      4-triethylsilyloxy-1-octene 7-(trimethylsiloxy)-2-cis,7-octadienyl]-4R-tr      imethylsiloxy 17-methylene-5-cis-13-trans prostadiene   cyclopent-2-en-1-      one 302 1-trans-tri-n-butylstannyl-4-methyl-5-methylene 2-[8-methoxy-8-me      thoxycarbonyl- nat-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-      dioxo-16-methyl-  4-trimethylsilyloxy-1-octene 7-(trimethylsiloxy)-2-cis,      7-octadienyl]-4R-trimethylsiloxy 17-methylene-5-cis-13-trans prostadiene        cyclopent-2-en-1-one 303 1-trans-tri-n-butylstannyl-4-dimethoxymethyl-      2-[8-methoxy-8-methoxycarbonyl- nat-11a,16-dihydroxy-1-(methoxymethoxycar      bonylmethyl)-1,9-dioxo-16-formyl-  4-trimethylsilyloxy-1-octene 7-(trimet      hylsiloxy)-2-cis,7-octadienyl]-4R-trimethylsiloxy 5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 304 1-trans-tri-n-butylstannyl-4-fluor      omethyl- 2-[8-methoxy-8-methoxycarbonyl- nat-11a,16-dihydroxy-1-(methoxym      ethoxycarbonylmethyl)-1,9-dioxo-16-  4-trimethylsilyloxy-1-octene      7-(trimethylsiloxy)-2-cis,7-octadienyl]-4R-trimethylsiloxy fluoromethyl-5      -cis-13-trans prostadiene   cyclopent-2-en-1-one 305 1-trans-tri-n-butyls      tannyl-4-difluoromethyl- 2-[8-methoxy-8-methoxycarbonyl- nat-11a,16-dihyd      roxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-  4-trimethylsilyloxy-      1-octene 7-(trimethylsiloxy)-2-cis,7-octadienyl]-4R-trimethylsiloxy      difluoromethyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 306      1-trans-tri-n-butylstannyl-4-trifluoromethyl- 2-[8-methoxy-8-methoxycarbo      nyl- nat-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-       4-trimethylsilyloxy-1-octene 7-(trimethylsiloxy)-2-cis,7-octadienyl]-4R-      trimethylsiloxy trifluoromethyl-5-cis-13-trans prostadiene   cyclopent-2-      en-1-one 307 1-trans-tri-n-butylstannyl-4-chloromethyl- 2-[8-methoxy-8-me      thoxycarbonyl- nat-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-      dioxo-16-  4-trimethylsilyloxy-1-octene 7-(trimethylsiloxy)-2-cis,7-octad      ienyl]-4R-trimethylsiloxy chloromethyl-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 308 1-trans-tri-n-butylstannyl-4-trimethylsilyloxyme      thyl- 2-[8-methoxy-8-methoxycarbonyl- nat-11a,16-dihydroxy-1-(methoxymeth      oxycarbonylmethyl)-1,9-dioxo-16-  4-trimethylsilyloxy-1-octene 7-(trimeth      ylsiloxy)-2-cis,7-octadienyl]-4R-trimethylsiloxy hydroxymethyl-5-cis-13-t      rans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        309 1-trans-iodo- 2-[8-methoxy-8-methoxycarbonyl- nat-11a,15a-dihydroxy      -1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  3-triphenylmethoxy-1-nonene       7-(trimethylsiloxy)-2-cis,7-octadienyl]-4R-trimethylsiloxy 20-methyl-5-c      is-13-trans prostadiene   cyclopent-2-en-1-one 310 1-trans-iodo-3-methyl-       2-[8-methoxy-8-methoxycarbonyl- nat-11a,15a-dihydroxy-1-(methoxymethoxyc      arbonylmethyl)-1,9-dioxo-15-methyl-  3-trimethylsilyloxy-1-nonene      7-(trimethylsiloxy)-2-cis,7-octadienyl]-4R-trimethylsiloxy 20-methyl-5-ci      s-13-trans prostadiene   cyclopent-2-en-1-one 311 1-trans-iodo-4,4-dimeth      yl 2-[8-methoxy-8-methoxycarbonyl- nat-11a,15a-dihydroxy-1-(methoxymethox      ycarbonylmethyl)-1,9-dioxo-  3-trimethylsilyloxy-1-nonene 7-(trimethylsil      oxy)-2-cis,7-octadienyl]-4R-trimethylsiloxy 16,16-dimethyl-20-methyl-5-ci      s-13-trans prostadiene   cyclopent-2-en-1-one 312 1-trans-iodo-4,4-trimet      hylene 2-[8-methoxy-8-methoxycarbonyl- nat-11a,15a-dihydroxy-1-(methoxyme      thoxycarbonylmethyl)-1,9-dioxo-  3-trimethylsilyloxy-1-nonene 7-(trimethy      lsiloxy)-2-cis,7-octadienyl]-4R-trimethylsiloxy 16,16-trimethylene-20-met      hyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        313 1-trans-tri-n-butylstannyl-3-vinyl- 2-[8-methoxy-8-methoxycarbonyl-       nat-11a,15a-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-15-viny      l-  3-trimethylsilyloxy-1-nonene 7-(trimethylsiloxy)-2-cis,7-octadienyl]-      4R-trimethylsiloxy 20-methyl-5-cis-13-trans prostadiene   cyclopent-2-en-      1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        314 1-trans-iodo- 2-[8-methoxy-8-methoxycarbonyl- nat-11a,16-dihydroxy-      1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  4-triphenylmethoxy-1-nonene      7-(trimethylsiloxy)-2-cis,7-octadienyl]-4R-trimethylsiloxy 20-methyl-5-ci      s-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        315 1-trans-tri-n-butylstannyl-4-methyl- 2-[8-methoxy-8-methoxycarbonyl      - nat-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-meth      yl-  4-trimethylsilyloxy-1-nonene 7-(trimethylsiloxy)-2-cis,7-octadienyl]      -4R-trimethylsiloxy 20-methyl-5-cis-13-trans prostadiene   cyclopent-2-en      -1-one 316 1-trans-tri-n-butylstannyl-5-methyl 2-[8-methoxy-8-methoxycarb      onyl- nat-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      4-trimethylsilyloxy-1-nonene 7-(trimethyliloxy)-2-cis,7-octadienyl]-4R-tr      imethylsiloxy 17-methyl-20-methyl-5-cis-13-trans prostadiene   cyclopent-      2-en-1-one 317 1-trans-tri-n-butylstannyl-4-vinyl- 2-[8-methoxy-8-methoxy      carbonyl- nat-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo      -16-vinyl-  4-trimethylsilyloxy-1-nonene 7-(trimethylsiloxy)-2-cis,7-octa      dienyl]-4R-trimethylsiloxy 20-methyl-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 318 1-trans-tri-n-butylstannyl-4-trimethylsilylethyn      yl- 2-[8-methoxy-8-methoxycarbonyl- nat-11a,16-dihydroxy-1-(methoxymethox      ycarbonylmethyl)-1,9-dioxo-16-ethynl-  4-trimethylsilyloxy-1-nonene      7-(trimethylsiloxy)-2-cis,7-octadienyl]-4R-trimethylsiloxy 20-methyl-5-ci      s-13-trans prostadiene   cyclopent-2-en-1-one 319 1-trans-tri-n-butylstan      nyl-5-methylene 2-[8-methoxy-8-methoxycarbonyl- nat-11a,16-dihydroxy-1-(m      ethoxymethoxycarbonylmethyl)-1,9-dioxo-  4-triethylsilyloxy-1-nonene      7-(trimethylsiloxy)-2-cis,7-octadienyl]-4R-trimethylsiloxy 17-methylene-2      0-methyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 320 1-trans-tr      i-n-butylstannyl-4-methyl-5-methylene 2-[8-methoxy-8-methoxycarbonyl-      nat-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-methyl      -  4-trimethylsilyloxy-1-nonene 7-(trimethylsiloxy)-2-cis,7-octadienyl]-4      R-trimethylsiloxy 17-methylene-20-methyl-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 321 1-trans-tri-n-butylstannyl-4-dimethoxymethyl-      2-[8-methoxy-8-methoxycarbonyl- nat-11a,16-dihydroxy-1-(methoxymethoxycar      bonylmethyl)-1,9-dioxo-16-formyl-  4-trimethylsilyloxy-1-nonene 7-(trimet      hylsiloxy)-2-cis,7-octadienyl]-4R-trimethylsiloxy 20-methyl-5-cis-13-tran      s prostadiene   cyclopent-2-en-1-one 322 1-trans-tri-n-butylstannyl-4-flu      oromethyl- 2-[8-methoxy-8-methoxycarbonyl- nat-11a,16-dihydroxy-1-(methox      ymethoxycarbonylmethyl)-1,9-dioxo-16-  4-trimethylsilyloxy-1-nonene      7-(trimethylsiloxy)-2-cis,7-octadienyl]-4R-trimethylsiloxy fluoromethyl-2      0-methyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 323 1-trans-tr      i-n-butylstannyl-4-difluoromethyl- 2-[8-methoxy-8-methoxycarbonyl-      nat-11a,16-dihydroxy-1-(methoxymethoxycarbonyl)-1,9,dioxo-16-  4-trimethy      lsilyloxy-1-nonene 7-(trimethylsiloxy)-2-cis,7-octaienyl]-4R-trimethylsil      oxy difluoromethyl-20-methyl-5-cis-13-trans prostadiene   cyclopent-2-en-      1-one 324 1-trans-tri-n-butylstannyl-4-trifluoromethyl- 2-[8-methoxy-8-me      thoxycarbonyl- nat-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-      dioxo-16-  4-trimethylsilyloxy-1-nonene 7-(trimethylsiloxy)-2-cis,7-octad      ienyl]-4R-trimethylsiloxy trifluoromethyl-20-methyl-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 325 1-trans-tri-n-butylstannyl-4-chlor      omethyl- 2-[8-methoxy-8-methoxycarbonyl- nat-11a,16-dihydroxy-1-(methoxym      ethoxycarbonylmethyl)-1,9-dioxo-16-  4-trimethylsilyloxy-1-nonene      7-(trimethylsiloxy)-2-cis,7-octadienyl]-4R-trimethylsiloxy chloromethyl-2      0-methyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 326 1-trans-tr      i-n-butylstannyl-4-trimethylsilyloxymethyl- 2-[8-methoxy-8-methoxycarbony      l- nat-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-      4-trimethylsilyloxy-1-nonene 7-(trimethylsiloxy)-2-cis,7-octadienyl]-4R-t      rimethylsiloxy hydroxymethyl-20-methyl-5-cis-13-trans prostadiene      cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        327 1-trans-iodo- 2-[8-methoxy-8-methoxycarbonyl- nat-11a,15a-dihydroxy      -1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  3-triphenylmethoxy-1-decene       7-(trimethylsiloxy)-2-cis,7-octadienyl]-4R-trimethylsiloxy 20-ethyl-5-ci      s-13-trans prostadiene   cyclopent-2-en-1-one 328 1-trans-iodo-3-methyl-      2-[8-methoxy-8-methoxycarbonyl- nat-11a,15a-dihydroxy-1-(methoxymethoxyca      rbonylmethyl)-1,9-dioxo-15-methyl  3-trimethylsilyloxy-1-decene 7-(trimet      hylsiloxy)-2-cis,7-octadienyl]-4R-trimethylsiloxy 20-ethyl-5-cis-13-trans       prostadiene   cyclopent-2-en-1-one 329 1-trans-iodo-4,4-dimethyl      2-[8-methoxy-8-methoxycarbonyl- nat-11a,15a-dihydroxy-1-(methoxymethoxyca      rbonylmethyl)-1,9-dioxo-  3-trimethylsilyloxy-1-decene 7-(trimethylsiloxy      )-2-cis,7-octadienyl]-4R-trimethylsiloxy 16,16-dimethyl-20-ethyl-5-cis-13      -trans prostadiene   cyclopent-2-en-1-one 330 1-trans-iodo-4,4-trimethyle      ne 2-[8-methoxy-8-methoxycarbonyl- nat-11a,15a-dihydroxy-1-(methoxymethox      ycarbonylmethyl)-1,9-dioxo-  3-trimethylsilyloxy-1-decene 7-(trimethylsil      oxy)-2-cis,7-octadienyl]-4R-trimethylsiloxy 16,16-trimethylene-20-ethyl-5      -cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        331 1-trans-tri-n-butylstannyl-3-vinyl- 2-[8-methoxy-8-methoxycarbonyl-       nat-11a,15a,dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-15-viny      l-  3-trimethylsilyloxy-1-decene 7-(trimethylsiloxy)-2-cis,7-octadienyl]-      4R-trimethylsiloxy 20-ethyl-5-cis-13-trans prostadiene   cyclopent-2-en-1      -one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        332 1-trans-iodo- 2-[8-methoxy-8-methoxycarbonyl- nat-11a,16-dihydroxy-      1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  4-triphenylmethoxy-1-decene      7-(trimethylsiloxy)-2-cis,7-octadienyl]-4R-trimethylsiloxy 20-ethyl-5-cis      -13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        333 1-trans-tri-n-butylstannyl-4-methyl- 2-[8-methoxy-8-methoxycarbonyl      - nat-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-meth      yl-  4-trimethylsilyloxy-1-decene 7-(trimethylsiloxy)-2-cis,7-octadienyl]      -4R-trimethylsiloxy 20-ethyl-5-cis-13-trans prostadiene   cyclopent-2-en-      1-one 334 1-trans-tri-n-butylstannyl-5-methyl- 2-[8-methoxy-8-methoxycarb      onyl- nat-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-      methyl-  4-trimethylsilyloxy-1-decene 7-(trimethylsiloxy)-2-cis,7-octadie      nyl]-4R-trimethylsiloxy 17-methyl-20-ethyl-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 335 1-trans-tri-n-butylstannyl-4-vinyl- 2-[8-methoxy      -8-methoxycarbonyl- nat-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)      -1,9-dioxo-16-vinyl-  4-trimethylsilyloxy-1-decene 7-(trimethylsiloxy)-2-      cis,7-octadienyl]-4R-trimethylsiloxy 20-ethyl-5-cis-13-trans prostadiene        cyclopent-2-en-1-one 336 1-trans-tri-n-butylstannyl-4-trimethylsilyleth      ynyl- 2-[8-methoxy-8-methoxycarbonyl- nat-11a,16-dihydroxy-1-(methoxymeth      oxycarbonylmethyl)-1,9-dioxo-16-ethyl-  4-trimethylsilyloxy-1-decene      7-(trimethylsiloxy)-2-cis,7-octadienyl]-4R-trimethylsiloxy 20-ethyl-5-cis      -13-trans prostadiene   cyclopent-2-en-1-one 337 1-trans-tri-n-butylstann      yl-5-methylene- 2-[8-methoxy-8-methoxycarbonyl- nat-11a,16-dihydroxy-1-(m      ethoxymethoxycarbonylmethyl)-1,9-dioxo-  4-trimethylsilyloxy-1-decene      7-(trimethylsiloxy)-2-cis,7-octadienyl]-4R-trimethylsiloxy 17-methylene-2      0-ethyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 338 1-trans-tri      -n-butylstannyl-4-methyl-5-methylene 2-[8-methoxy-8-methoxycarbonyl-      nat-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-methyl      -  4-trimethylsilyloxy-1-decene 7-(trimethylsiloxy)-2-cis,7-octadienyl]-4      R-trimethylsiloxy 17-methylene-20-ethyl-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 339 1-trans-tri-n-butylstannyl-4-dimethoxymethyl-      2-[8-methoxy-8-methoxycarbonyl- nat-11a,16-dihydroxy-1-(methoxymethoxycar      bonylmethyl)-1,9-dioxo-16-formyl-  4-trimethylsilyloxy-1-decene 7-(trimet      hylsiloxy)-2-cis,7-octadienyl]-4R-trimethylsiloxy 20-ethyl-5-cis-13-trans       prostadiene   cyclopent-2-en-1-one 340 1-trans-tri-n-butylstannyl-4-fluo      romethyl- 2-[8-methoxy-8-methoxycarbonyl- nat-11a,16-dihydroxy-1-(methoxy      methoxycarbonylmethyl)-1,9-dioxo-16-  4-trimethylsilyloxy-1-decene      7-(trimethylsiloxy)-2-cis,7-octadienyl]-4R-trimethylsiloxy fluoromethyl-2      0-ethyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 341 1-trans-tri      -n-butylstannyl-4-difluoromethyl- 2-[8-methoxy-8-methoxycarbonyl-      nat-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-      4-trimethylsilyloxy-1-decene 7-(trimethylsiloxy)-2-cis,7-octadienyl]-4R-t      rimethylsiloxy difluoromethyl-20-ethyl-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 342 1-trans-tri-n-butylstannyl-4-trifluoromethyl-      2-[8-methoxy-8-methoxycarbonyl- nat-11a,16-dihydroxy-1-(methoxymethoxycar      bonylmethyl)-1,9-dioxo-16-  4-trimethylsilyloxy-1-decene 7-(trimethylsilo      xy)-2-cis,7-octadienyl]-4R-trimethylsiloxy trifluoromethyl-20-ethyl-5-cis      -13-trans prostadiene   cyclopent-2-en-1-one 343 1-trans-tri-n-butylstann      yl-4-chloromethyl- 2-[8-methoxy-8-methoxycarbonyl- nat-11a,16-dihydroxy-1      -(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-  4-trimethylsilyloxy-1-dece      ne 7-(trimethylsiloxy)-2-cis,7-octadienyl]-4R-trimethylsiloxy chloromethy      l-20-ethyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 344      1-trans-tri-n-butylstannyl-4-trimethylsilyloxymethyl- 2-[8-methoxy-8-meth      oxycarbonyl- nat-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-di      oxo-16-  4-trimethylsilyloxy-1-decene 7-(trimethylsiloxy)-2-cis,7-octadie      nyl]-4R-trimethylsiloxy hydroxymethyl-20-ethyl-5-cis-13-trans prostadiene         cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        345 1-trans-iodo- 2-[7-methoxy-7-methoxycarbonyl- dl-15a-hydroxy-1-(met      hoxymethoxycarbonylmethyl)-1,9-dioxo-  3-triphenylmethoxy-1-heptene      6-(trimethylsiloxy)-2-cis,6-heptadienyl] 20-nor-2-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 346 1-trans-iodo-3-methyl- 2-[7-methox      y-7-methoxycarbonyl- dl-15a-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-      dioxo-15-methyl-  3-trimethylsilyloxy-1-heptene 6-(trimethylsiloxy)-2-cis      ,6-heptadienyl] 20-nor-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-      1-one 347 1-trans-iodo-4,4-dimethyl 2-[7-methoxy-7-methoxycarbonyl-      dl-15a-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  3-trimethylsi      lyloxy-1-heptene 6-(trimethylsiloxy)-2-cis,6-heptadienyl] 16,16-dimethyl-      20-nor-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 348      1-trans-iodo-5,5-dimethyl 2-[7-methoxy-7-methoxycarbonyl- dl-15a-hydroxy-      1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  3-triphenylmethoxy-1-octene      6-(trimethylsiloxy)-2-cis,6-heptadienyl] 17,17-dimethyl-2-nor-5-cis-13-tr      ans prostadiene   cyclopent-2-en-1-one 349 1-trans-iodo-4-methyl      2-[7-methoxy-7-methoxycarbonyl- dl-15a-hydroxy-1-(methoxymethoxycarbonylm      ethyl)-1,9-dioxo-  3-triphenylmethoxy-1-octene 6-(trimethylsiloxy)-2-cis,      6-heptadienyl] 16-methyl-2-nor-5-cis-13-trans prostadiene   cyclopent-2-e      n-1-one 350 1-trans-iodo-4,4-trimethylene 2-[7-methoxy-7-methoxycarbonyl-       dl-15a-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  3-trimethyls      ilyloxy-1-heptene 6-(trimethylsiloxy)-2-cis,6-heptadienyl] 16,16-trimethy      lene-20-nor-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        351 1-trans-tri-n-butylstannyl-3-vinyl- 2-[7-methoxy-7-methoxycarbonyl-       dl-15a-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-15-vinyl-      3-trimethylsilyloxy-1-heptene 6-(trimethylsiloxy)-2-cis,6-heptadienyl]      20-nor-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 352      1-trans-tri-n-butylstannyl-4-phenoxy 2-[7-methoxy-7-methoxycarbonyl-      dl-15a-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  3-trimethylsi      lyloxy-1-butene 6-(trimethylsiloxy)-2-cis,6-heptadienyl]   16-phenoxy-2-n      or-17-20-tetranor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 353      1-trans-tri-n-butylstannyl-4-(p-fluorophenoxy) 2-[7-methoxy-7-methoxycarb      onyl- dl-15a-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      3-trimethylsilyloxy-1-butene 6-(trimethylsiloxy)-2-cis,6-heptadienyl]      16-(p-fluorophenoxy)-2-nor-17-20-tetranor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 354 1-trans-tri-n-butylstannyl-4-(m-chlorophenoxy)      2-[7-methoxy-7-methoxycarbonyl- dl-15a-hydroxy-1-(methoxymethoxycarbonylm      ethyl)-1,9-dioxo-  3-triethylsilyloxy-1-butene 6-(trimethylsiloxy)-2-cis,      6-heptadienyl] 16-(m-chlorophenoxy)-2-nor-17-20-tetranor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 355 1-trans-tri-n-butylstannyl-4-(m-tr      ifluoromethylphenoxy) 2-[7-methoxy-7-methoxycarbonyl- dl-15a-hydroxy-1-(m      ethoxymethoxycarbonylmethyl)-1,9-dioxo-  3-triethylsilyloxy-1-butene      6-(trimethylsiloxy)-2-cis,6-heptadienyl] 16-(m-trifluoromethylphenoxy)-2-      nor-17-20-tetranor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        356 1-trans-iodo-5-phenyl 2-[7-methoxy-7-methoxycarbonyl- dl-15a-hydrox      y-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  3-triethylsilyloxy-1-pente      ne 6-(trimethylsiloxy)-2-cis,6-heptadienyl] 17-phenyl-2-nor-18-20-trinor-      5-cis-13-trans prostadiene   cyclopent-2-en-1-one 357 1-trans-iodo-4,4-di      methyl-5-phenyl 2-[7-methoxy-7-methoxycarbonyl- dl-15a-hydroxy-1-(methoxy      methoxycarbonylmethyl)-1,9-dioxo-  3-triethylsilyloxy-1-pentene 6-(trimet      hylsiloxy)-2-cis,6-heptadienyl] 16,16-dimethyl-17-phenyl-2-nor-18-20-trin      or-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 358 1-trans-iodo-4-c      yclopentyl 2-[7-methoxy-7-methoxycarbonyl- dl-15a-hydroxy-1-(methoxymetho      xycarbonylmethyl)-1,9-dioxo-  3-triphenylmethoxy-1-butene 6-(trimethylsil      oxy)-2-cis,6-heptadienyl] 16-cyclopentyl-2-nor-17-20-tetranor-5-cis-13-tr      ans prostadiene   cyclopent-2-en-1-one 359 1-trans-iodo-4-cyclohexyl      2-[7-methoxy-7-methoxycarbonyl- dl-15a-hydroxy-1-(methoxymethoxycarbonylm      ethyl)-1,9-dioxo-  3-triphenylmethoxy-1-butene 6-(trimethylsiloxy)-2-cis,      6-heptadienyl] 16-cyclohexyl-2-nor-17-20-tetranor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 360 1-trans-iodo- 2-[7-methoxy-7-metho      xycarbonyl- dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      4-triphenylmethoxy-1-heptene 6-(trimethylsiloxy)-2-cis,6-heptadienyl]      20-nor-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        361 1-trans-tri-n-butylstannyl-4-methyl- 2-[7-methoxy-7-methoxycarbonyl      - dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-methyl-      4-trimethylsilyloxy-1-heptene 6-(trimethylsiloxy)-2-cis,6-heptadienyl]      20-nor-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 362      1-trans-tri-n-butylstannyl-4-ethyl- 2-[7-methoxy-7-methoxycarbonyl-      dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-ethyl-      4-trimethylsilyloxy-1-octene 6-(trimethylsiloxy)-2-cis,6-heptadienyl]      2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 363 1-trans-tri-n      -butylstannyl-5-methyl 2-[7-methoxy-7-methoxycarbonyl- dl-16-hydroxy-1-(m      ethoxymethoxycarbonylmethyl)-1,9-dioxo-  4-trimethylsilyloxy-1-heptene      6-(trimethylsiloxy)-2-cis,6-heptadienyl] 17-methyl-20-nor-2-nor-5-cis-13-      trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        364 1-trans-iodo-5,5-dimethyl 2-[7-methoxy-7-methoxycarbonyl- dl-16-hyd      roxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  4-trimethylsilyloxy-1-o      ctene 6-(trimethylsiloxy)-2-cis,6-heptadienyl] 17,17-dimethyl-2-nor-5-cis      -13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PROUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        365 1-trans-tri-n-butylstannyl-4-vinyl- 2-[7-methoxy-7-methoxycarbonyl-       dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-vinyl-      4-trimethylsilyloxy-1-heptene 6-(trimethylsiloxy)-2-cis,6-heptadienyl]      20-nor-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 366      1-trans-tri-n-butylstannyl-4-cyclopropyl- 2-[7-methoxy-7-methoxycarbonyl-       dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-cyclopropyl-        4-trimethylsilyloxy-1-octene 6-(trimethylsiloxy)-2-cis,6-heptadienyl]      2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 367 1-trans-tri-n      -butylstannyl-4-trimethylsilylethynyl- 2-[7-methoxy-7-methoxycarbonyl-      dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-ethynyl-      4-trimethylsilyloxy-1-heptene 6-(trimethylsiloxy)-2-cis,6-heptadienyl]      20-nor-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 368      1-trans-tri-n-butylstannyl-5-methylene 2-[7-methoxy-7-methoxycarbonyl-      dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  4-triethylsily      loxy-1-heptene 6-(trimethylsiloxy)-2-cis,6-heptadienyl] 17-methylene-20-n      or-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 369 1-trans-tr      i-n-butylstannyl-4-methyl-5-methylene 2-[7-methoxy-7-methoxycarbonyl-      dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-methyl-      4-trimethylsilyloxy-1-heptene 6-(trimethylsiloxy)-2-cis,6-heptadienyl]      17-methylene-20-nor-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-o      ne 370 1-trans-tri-n-butylstannyl-4-dimethoxymethyl- 2-[7-methoxy-7-metho      xycarbonyl- dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-f      ormyl-  4-trimethylsilyloxy-1-heptene 6-(trimethylsiloxy)-2-cis,6-heptadi      enyl] 20-nor-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 371      1-trans-tri-n-butylstannyl-4-fluoromethyl- 2-[7-methoxy-7-methoxycarbonyl      - dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-fluoromethy      l-  4-trimethylsilyloxy-1-heptene 6-(trimethylsiloxy)-2-cis,6-heptadienyl      ] 20-nor-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 372      1-trans-tri-n-butylstannyl-4-difluoromethyl- 2-[7-methoxy-7-methoxycarbon      yl- dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-difluorom      ethyl-  4-trimethylsilyloxy-1-heptene 6-(trimethylsiloxy)-2-cis,6-heptadi      enyl] 20-nor-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 373      1-trans-tri-n-butylstannyl-4-trifluoromethyl- 2-[7-methoxy-7-methoxycarbo      nyl- dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-trifluor      omethyl-  4-trimethylsilyloxy-1-heptene 6-(trimethylsiloxy)-2-cis,6-hepta      dienyl] 20-nor-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one      374 1-trans-tri-n-butylstannyl-4-chloromethyl- 2-[7-methoxy-7-methoxycarb      onyl- dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-chlorom      ethyl-  4-trimethylsilyloxy-1-heptene 6-(trimethylsiloxy)-2-cis,6-heptadi      enyl] 20-nor-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 375      1-trans-tri-n-butylstannyl-4-trimethylsilyloxymethyl- 2-[7-methoxy-7-meth      oxycarbonyl- dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-      hydroxymethyl-  4-trimethylsilyloxy-1-heptene 6-(trimethylsiloxy)-2-cis,6      -heptadienyl] 20-nor-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-      one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        376 1-trans-iodo-4-methyl-7-chloro 2-[7-methoxy-7-methoxycarbonyl-      dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-methyl-      4-trimethylsilyloxy-1-heptene 6-(trimethylsiloxy)-2-cis,6-heptadienyl]      19-chloro-2-nor-20-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one      377 1-trans-iodo- 2-[7-methoxy-7-methoxycarbonyl- dl-15a-hydroxy-1-(metho      xymethoxycarbonylmethyl)-1,9-dioxo-  3-triphenylmethoxy-1-octene      6-(trimethylsiloxy)-2-cis,6-heptadienyl] 2-nor-5-cis-13-trans prostadiene         cyclopent-2-en-1-one 378 1-trans-iodo-3-methyl- 2-[7-methoxy-7-methoxy      carbonyl- dl-15a-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-15-me      thyl-  3-trimethylsilyloxy-1-octene 6-(trimethylsiloxy)-2-cis,6-heptadien      yl] 2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 379 1-trans-i      odo-4,4-dimethyl 2-[7-methoxy-7-methoxycarbonyl- dl-15a-hydroxy-1-(methox      ymethoxycarbonylmethyl)-1,9-dioxo-  3-trimethylsilyloxy-1-octene      6-(trimethylsiloxy)-2-cis,6-heptadienyl] 16,16-dimethyl-2-nor-5-cis-13-tr      ans prostadiene   cyclopent-2-en-1-one 380 1-trans-iodo-4,4-trimethylene      2-[7-methoxy-7-methoxycabonyl- dl-15a-hydroxy-1-(methoxymethoxycarbonylme      thyl)-1,9-dioxo-  3-trimethylsilyloxy-1-octene 6-(trimethylsiloxy)-2-cis,      6-heptadienyl] 16,16-trimethylene-2-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        381 1-trans-tri-n-butylstannyl-3-vinyl- 2-[7-methoxy-7-methoxycaronyl-      dl-15a-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-15-vinyl-      3-trimethylsilyloxy-1-octene 6-(trimethylsiloxy)-2-cis,6-heptadienyl]      2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        382 1-trans-iodo- 2-[7-methoxy-7-methoxycabonyl- dl-16-hydroxy-1-(metho      xymethoxycarbonylmethyl)-1,9-dioxo-  4-triphenylmethoxy-1-octene      6-(trimethylsiloxy)-2-cis,6-heptadienyl] 2-nor-5-cis-13-trans prostadiene         cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        383 1-trans-tri-n-butylstannyl-4-methyl- 2-[7-methoxy-7-methoxycabonyl-       dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-methyl-      4-trimethylsilyloxy-1-octene 6-(trimethylsiloxy)-2-cis,6-heptadienyl]      2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 384 1-trans-tri-n      -butylstannyl-5-methyl- 2-[7-methoxy-7-methoxycaronyl- dl-16-hydroxy-1-(m      ethoxymethoxycarbonylmethyl)-1,9-dioxo-  4-trimethylsilyloxy-1-octene      6-(trimethylsiloxy)-2-cis,6-heptadienyl] 17-methyl-2-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 385 1-trans-tri-n-butylstannyl-4-vinyl      - 2-[7-methoxy-7-methoxycarbonyl- dl-16-hydroxy-1-(methoxymethoxycarbonyl      methyl)-1,9-dioxo-16-vinyl-  4-trimethylsilyloxy-1-octene 6-(trimethylsil      oxy)-2-cis,6-heptadienyl] 2-nor-5-cis-13-trans prostadiene   cyclopent-2-      en-1-one 386 1-trans-tri-n-butylstannyl-4-trimethylsilylethynyl-      2-[7-methoxy-7-methoxycabonyl- dl-16-hydroxy-1-(methoxymethoxycarbonylmet      hyl)-1,9-dioxo-16-ethynyl-  4-trimethylsilyloxy-1-octene 6-(trimethylsilo      xy)-2-cis,6-heptadienyl] 2-nor-5-cis-13-trans prostadiene   cyclopent-2-e      n-1-one 387 1-trans-tri-n-butylstannyl-5-methylene 2-[7-methoxy-7-methoxy      caronyl- dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      4-triethylsilyloxy-1-octene 6-(trimethylsiloxy)-2-cis,6-heptadienyl]      17-methylene-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 388      1-trans-tri-n-butylstannyl-4-methyl-5-methylene 2-[7-methoxy-7-methoxycab      onyl- dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-methyl-        4-trimethylsilyloxy-1-octene 6-(trimethylsiloxy)-2-cis,6-heptadienyl]      17-methylene-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 389      1-trans-tri-n-butylstannyl-4-dimethoxymethyl- 2-[7-methoxy-7-methoxycabon      yl- dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-formyl-      4-trimethylsilyloxy-1-octene 6-(trimethylsiloxy)-2-cis,6-heptadienyl]      2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 390 1-trans-tri-n      -butylstannyl-4-fluoromethyl- 2-[7-methoxy-7-methoxycabonyl- dl-16-hydrox      y-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-fluoromethyl-  4-trimethy      lsilyloxy-1-octene 6-(trimethylsiloxy)-2-cis,6-heptadienyl]   2-nor-5-cis      -13-trans prostadiene   cyclopent-2-en-1-one 391 1-trans-tri-n-butylstann      yl-4-difluoromethyl- 2-[7-methoxy-7-methoxycabonyl- dl-16-hydroxy-1-(meth      oxymethoxycarbonylmethyl)-1,9-dioxo-16-difluoromethyl-  4-trimethylsilylo      xy-1-octene 6-(trimethylsiloxy)-2-cis,6-heptadienyl] 2-nor-5-cis-13-trans       prostadiene   cyclopent-2-en-1-one 392 1-trans-tri-n-butylstannyl-4-trif      luoromethyl- 2-[7-methoxy-7-methoxycabonyl- dl-16-hydroxy-1-(methoxymetho      xycarbonylmethyl)-1,9-dioxo-16-trifluoromethyl-  4-trimethylsilyloxy-1-oc      tene 6-(trimethylsiloxy)-2-cis,6-heptadienyl] 2-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 393 1-trans-tri-n-butylstannyl-4-chlor      omethyl- 2-[7-methoxy-7-methoxycabonyl- dl-16-hydroxy-1-(methoxymethoxyca      rbonylmethyl)-1,9-dioxo-16-chloromethyl-  4-trimethylsilyloxy-1-octene      6-(trimethylsiloxy)-2-cis,6-heptadienyl] 2-nor-5-cis-13-trans prostadiene         cyclopent-2-en-1-one 394 1-trans-tri-n-butylstannyl-4-trimethylsilylox      ymethyl- 2-[7-methoxy-7-methoxycabonyl- dl-16-hydroxy-1-(methoxymethoxyca      rbonylmethyl)-1,9-dioxo-16-hydroxymethyl-  4-trimethylsilyloxy-1-octene      6-(trimethylsiloxy)-2-cis,6-heptadienyl] 2-nor-5-cis-13-trans prostadiene         cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        395 1-trans-iodo- 2-[7-methoxy-7-methoxycabonyl- dl-15a-hydroxy-1-(meth      oxymethoxycarbonylmethyl)-1,9-dioxo-  3-triphenylmethoxy-1-nonene      6-(trimethylsiloxy)-2-cis,6-heptadienyl] 20-methyl-2-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 396 1-trans-iodo-3-methyl- 2-[7-methox      y-7-methoxycabonyl- dl-15a-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-d      ioxo-15-methyl-  3-trimethylsilyloxy-1-nonene 6-(trimethylsiloxy)-2-cis,6      -heptadienyl] 20-methyl-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en      -1-one 397 1-trans-iodo-4,4-dimethyl 2-[7-methoxy-7-methoxycabonyl-      dl-15a-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  3-trimethylsi      lyloxy-1-nonene 6-(trimethylsiloxy)-2-cis,6-heptadienyl] 16,16-dimethyl-2      0-methyl-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 398      1-trans-iodo-4,4-trimethylene 2-[7-methoxy-7-methoxycabonyl- dl-15a-hydro      xy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  3-trimethylsilyloxy-1-non      ene 6-(trimethylsiloxy)-2-cis,6-heptadienyl] 16,16-trimethylene-20-methyl      -2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        399 1-trans-tri-n-butylstannyl-3-vinyl- 2-[7-methoxy-7-methoxycabonyl-      dl-15a-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-15-vinyl-      3-trimethylxilyloxy-1-nonene 6-(trimethylsiloxy)-2-cis,6-heptadienyl]      20-methyl-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        400 1-trans-iodo- 2-[7-methoxy-7-methoxycabonyl- dl-16-hydroxy-1-(metho      xymethoxycarbonylmethyl)-1,9-dioxo-  4-triphenylmethoxy-1-nonene      6-(trimethylsiloxy)-2-cis,6-heptadienyl] 20-methyl-2-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        401 1-trans-tri-n-butylstannyl-4-methyl- 2-[7-methoxy-7-methoxycabonyl-       dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-methyl-      4-trimethylsilyloxy-1-nonene 6-(trimethylsiloxy)-2-cis,6-heptadienyl]      20-methyl-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 402      1-trans-tri-n-butylstannyl-5-methyl 2-[7-methoxy-7-methoxycabonyl-      dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  4-trimethylsil      yloxy-1-nonene 6-(trimethylsiloxy)-2-cis,6-heptadienyl] 17-methyl-20-meth      yl-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 403 1-trans-tr      i-n-butylstannyl-4-vinyl- 2-[7-methoxy-7-methoxycabonyl- dl-16-hydroxy-1-      (methoxymethoxycarbonylmethyl)-1,9-dioxo-16-vinyl-  4-trimethylsilyloxy-1      -nonene 6-(trimethylsiloxy)-2-cis,6-heptadienyl] 20-methyl-2-nor-5-cis-13      -trans prostadiene   cyclopent-2-en-1-one 404 1-trans-tri-n-butylstannyl-      4-trimethylsilylethynyl- 2-[7-methoxy-7-methoxycabonyl- dl-16-hydroxy-1-(      methoxymethoxycarbonylmethyl)-1,9-dioxo-16-ethynyl-  4-trimethylsilyloxy-      1-nonene 6-(trimethylsiloxy)-2-cis,6-heptadienyl] 20-methyl-2-nor-5-cis-1      3-trans prostadiene   cyclopent-2-en-1-one 405 1-trans-tri-n-butylstannyl      -5-methylene 2-[7-methoxy-7-methoxycabonyl- dl-16-hydroxy-1-(methoxymetho      xycarbonylmethyl)-1,9-dioxo-  4-triethylsilyloxy-1-nonene 6-(trimethylsil      oxy)-2-cis,6-heptadienyl] 17-methylene-20-methyl-2-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 406 1-trans-tri-n-butylstannyl-4-methy      l-5-methylene 2-[7-methoxy-7-methoxycabonyl- dl-16-hydroxy-1-(methoxymeth      oxycarbonylmethyl)-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-nonene      6-(trimethylsiloxy)-2-cis,6-heptadienyl] 17-methylene-20-methyl-2-nor-5-c      is-13-trans prostadiene   cyclopent-2-en-1-one 407 1-trans-tri-n-butylsta      nnyl-4-dimethoxymethyl- 2-[7-methoxy-7-methoxycabonyl- dl-16-hydroxy-1-(m      ethoxymethoxycarbonylmethyl)-1,9-dioxo-16-formyl-  4-trimethylsilyloxy-1-      nonene 6-(trimethylsiloxy)-2-cis,6-heptadienyl] 20-methyl-2-nor-5-cis-13-      trans prostadiene   cyclopent-2-en-1-one 408 1-trans-tri-n-butylstannyl-4      -fluoromethyl- 2-[7-methoxy-7-methoxycabonyl- dl-16-hydroxy-1-(methoxymet      hoxycarbonylmethyl)-1,9-dioxo-16-fluoromethyl-  4-trimethylsilyloxy-1-non      ene 6-(trimethylsiloxy)-2-cis,6-heptadienyl] 20-methyl-2-nor-5-cis-13-tra      ns prostadiene   cyclopent-2-en-1-one 409 1-trans-tri-n-butylstannyl-4-di      fluoromethyl- 2-[7-methoxy-7-methoxycabonyl- dl-16-hydroxy-1-(methoxymeth      oxycarbonylmethyl)-1,9-dioxo-16-difluoromethyl-  4-trimethylsilyloxy-1-no      nene 6-(trimethylsiloxy)-2-cis,6-heptadienyl] 20-methyl-2-nor-5-cis-13-tr      ans prostadiene   cyclopent-2-en-1-one 410 1-trans-tri-n-butylstannyl-4-t      rifluoromethyl- 2-[7-methoxy-7-methoxycabonyl- dl-16-hydroxy-1-(methoxyme      thoxycarbonylmethyl)-1,9-dioxo-16-trifluoromethyl-  4-trimethylsilyloxy-1      -nonene 6-(trimethylsiloxy)-2-cis,6-heptadienyl] 20-methyl-2-nor-5-cis-13      -trans prostadiene   cyclopent-2-en-1-one 411 1-trans-tri-n-butylstannyl-      4-chloromethyl- 2-[7-methoxy-7-methoxycabonyl- dl-16-hydroxy-1-(methoxyme      thoxycarbonylmethyl)-1,9-dioxo-16-chloromethyl-  4-trimethylsilyloxy-1-no      nene 6-(trimethylsiloxy)-2-cis,6-heptadienyl] 20-methyl-2-nor-5-cis-13-tr      ans prostadiene   cyclopent-2-en-1-one 412 1-trans-tri-n-butylstannyl-4-t      rimethylsilyloxymethyl- 2-[7-methoxy-7-methoxycabonyl- dl-16-hydroxy-1-(m      ethoxymethoxycarbonylmethyl)-1,9-dioxo-16-hydroxymethyl-  4-trimethylsily      loxy-1-nonene 6-(trimethylsiloxy)-2-cis,6-heptadienyl] 20-methyl-2-nor-5-      cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-PGE2 SERIES        413 1-trans-iodo- 2-[7-methoxy-7-methoxycabonyl- dl-15a-hydroxy-1-(meth      oxymethoxycarbonylmethyl)-1,9-dioxo-  3-triphenylmethoxy-1-decene      6-(trimethylsiloxy)-2-cis,6-heptadienyl] 20-ethyl-2-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 414 1-trans-iodo-3-methyl- 2-[7-methox      y-7-methoxycabonyl- dl-15a-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-d      ioxo-15-methyl-  3-trimethylsilyloxy-1-decene 6-(trimethylsiloxy)-2-cis,6      -heptadienyl] 20-ethyl-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-      1-one 415 1-trans-iodo-4,4-dimethyl 2-[7-methoxy-7-methoxycabonyl-      dl-15a-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  3-trimethylsi      lyloxy-1-decene 6-(trimethylsioxy)-2-cis,6-heptadienyl] 16,16-dimethyl-20      -ethyl-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 416      1-trans-iodo-4,4-trimethylene 2-[7-methoxy-7-methoxycabonyl- dl-15a-hydro      xy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  3-trimethylsilyloxy-1-dec      ene 6-(trimethylsiloxy)-2-cis,6-heptadienyl] 16,16-trimethylene-20-ethyl-      2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        417 1-trans-tri-n-butylstannyl-3-vinyl- 2-[7-methoxy-7-methoxycabonyl-      dl-15a-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-15-vinyl-      3-trimethylsilyloxy-1-decene 6-(trimethylsiloxy)-2-cis,6-heptadienyl]      20-ethyl-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        418 1-trans-iodo- 2-[7-methoxy-7-methoxycabonyl- dl-16-hydroxy-1-(metho      xymethoxycarbonylmethyl)-1,9-dioxo-  4-triphenylmethoxy-1-decene      6-(trimethylsiloxy)-2-cis,6-heptadienyl] 20-ethyl-2-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        419 1-trans-tri-n-butylstannyl-4-methyl- 2-[7-methoxy-7-methoxycabonyl-       dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-methyl-      4-trimethylsilyloxy-1-decene 6-(trimethylsiloxy)-2-cis,6-heptadienyl]      20-ethyl-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 420      1-trans-tri-n-butylstanyl-5-methyl 2-[7-methoxy-7-methoxycabonyl-      dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  4-trimethylsil      yloxy-1-decene 6-(trimethylsiloxy)-2-cis,6-heptadienyl] 17-methyl-20-ethy      l-2-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 421 1-trans-tri      -n-butylstannyl-4-vinyl- 2-[7-methoxy-7-methoxycabonyl- dl-16-hydroxy-1-(      methoxymethoxycarbonylmethyl)-1,9-dioxo-16-vinyl-  4-trimethylsilyloxy-1-      decene 6-(trimethylsiloxy)-2-cis,6-heptadienyl] 20-ethyl-2-nor-5-cis-13-t      rans prostadiene   cyclopent-2-en-1-one 422 1-trans-tri-n-butylstannyl-4-      trimethylsilylethynyl- 2-[7-methoxy-7-methoxycabonyl- dl-16-hydroxy-1-(me      thoxymethoxycarbonylmethyl)-1,9-dioxo-16-ethynyl  4-trimethylsilyloxy-1-d      ecene 6-(trimethylsiloxy)-2-cis,6-heptadienyl] 20-ethyl-2-nor-5-cis-13-tr      ans prostadiene   cyclopent-2-en-1-one 423 1-trans-tri-n-butylstannyl-5-m      ethylene 2-[7-methoxy-7-methoxycabonyl- dl-16-hydroxy-1-(methoxymethoxyca      rbonylmethyl)-1,9-dioxo-  4-triethylsiloxy-1-decene 6-(trimethylsiloxy)-2      -cis,6-heptadienyl] 17-methylene-20-ethyl-2-nor-5-cis-13-trans prostadien      e   cyclopent-2-en-1-one 424 1-trans-tri-n-butylstannyl-4-methyl-5-methyl      ene 2-[7-methoxy-7-methoxycabonyl- dl-16-hydroxy-1-(methoxymethoxycarbony      lmethyl)-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-decene 6-(trimethyls      iloxy)-2-cis,6-heptadienyl] 17-methylene-20-ethyl-2-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 425 1-trans-tri-n-butylstannyl-4-dimet      hoxymethyl 2-[7-methoxy-7-methoxycabonyl- dl-16-hydroxy-1-(methoxymethoxy      carbonylmethyl)-1,9-dioxo-16-formyl-  4-trimethylsilyloxy-1-decene      6-(trimethylsiloxy)-2-cis,6-heptadienyl] 20-ethyl-2-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 426 1-trans-tri-n-butylstannyl-4-fluor      omethyl- 2-[7-methoxy-7-methoxycabonyl- dl-16-hydroxy-1-(methoxymethoxyca      rbonylmethyl)-1,9-dioxo-16-fluoromethyl-  4-trimethylsilyloxy-1-decene      6-(trimethylsiloxy)-2-cis,6-heptadienyl] 20-ethyl-2-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 427 1-trans-tri-n-butylstannyl-4-diflu      oromethyl- 2-[7-methoxy-7-methoxycabonyl- dl-16-hydroxy-1-(methoxymethoxy      carbonylmethyl)-1,9-dioxo-16-difluoromethyl-  4-trimethylsilyloxy-1-decen      e 6-(trimethysiloxy)-2-cis,6-heptadienyl] 20-ethyl-2-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-one 428 1-trans-tri-n-butylstannyl-4-trifluo      romethyl- 2-[7-methoxy-7-methoxycabonyl- dl-16-hydroxy-1-(methoxymethoxyc      arbonylmethyl)-1,9-dioxo-16-trifluoromethyl-  4-trimethylsilyloxy-1-decen      e 6-(trimethylsiloxy)-2-cis,6-heptadienyl] 20-ethyl-2-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 429 1-trans-tri-n-butylstannyl-4-chlor      omethyl- 2-[7-methoxy-7-methoxycabonyl- dl-16-hydroxy-1-(methoxymethoxyca      rbonylmethyl)-1,9-dioxo-16-chloromethyl-  4-trimethylsilyloxy-1-decene      6-(trimethylsiloxy)-2-cis,6-heptadienyl] 20-ethyl-2-nor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 430 1-trans-tri-n-butylstanyl-4-trimet      hylsilyloxymethyl- 2-[7-methoxy-7-methoxycabonyl- dl-16-hydroxy-1-(methox      ymethoxycarbonylmethyl)-1,9-dioxo-16-hydroxymethyl-  4-trimethylsilyloxy-      1-decene 6-(trimethylsiloxy)-2-cis,6-heptadienyl] 20-ethyl-2-nor-5-cis-13      -trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        431 1-trans-iodo- 2-[8-methoxy-8-methoxycarbonyl- dl-15a-hydroxy-1-(met      hoxymethoxycarbonylmethyl)-1,9-dioxo-  3-triphenylmethoxy-1-heptene      7-(trimethylsiloxy)-2-cis,7-octadienyl] 20-nor-5-cis-13-trans prostadiene         cyclopent-2-en-1-one 432 1-trans-iodo-3-methyl- 2-[8-methoxy-8-methoxy      carbonyl- dl-15a-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-15-me      thyl-  3-trimethylsilyloxy-1-heptene 7-(trimethylsiloxy)-2-cis,7-octadien      yl] 20-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 433      1-trans-iodo-4,4-dimethyl 2-[8-methoxy-8-methoxycarbonyl- dl-15a-hydroxy-      1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  3-trimethylsilyloxy-1-hepten      e 7-(trimethylsiloxy)-2-cis,7-octadienyl] 16,16-dimethyl-20-nor-5-cis-13-      trans prostadiene   cyclopent-2-en-1-one 434 1-trans-iodo-5,5-dimethyl      2-[8-methoxy-8-methoxycarbonyl- dl-15a-hydroxy-1-(methoxymethoxycarbonylm      ethyl)-1,9-dioxo-  3-triphenylmethoxy-1-octene 7-(trimethylsiloxy)-2-cis,      7-octadienyl] 17,17-dimethyl-5-cis-13-trans prostadiene   cyclopent-2-en-      1-one 435 1-trans-iodo-4-methyl 2-[8-methoxy-8-methoxycarbonyl- dl-15a-hy      droxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  3-triphenylmethoxy-1-o      ctene 7-(trimethylsiloxy)-2-cis,7-octadienyl] 16-methyl-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 436 1-trans-iodo-4,4-trimethylene      2-[8-methoxy-8-methoxycarbonyl- dl-15a-hydroxy-1-(methoxymethoxycarbonylm      ethyl)-1,9-dioxo-  3-trimethylsilyloxy-1-heptene 7-(trimethylsiloxy)-2-ci      s,7-octadienyl] 16,16-trimethylene-20-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        437 1-trans-tri-n-butylstannyl-3-vinyl- 2-[8-methoxy-8-methoxycarbonyl-       dl-15a-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-15-vinyl-      3-trimethylsilyloxy-1-heptene 7-(trimethylsiloxy)-2-cis,7-octadienyl]      20-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 438 1-trans-tri-      n-butylstannyl-4-phenoxy 2-[8-methoxy-8-methoxycarbonyl- dl-15a-hydroxy-1      -(methoxymethoxycarbonylmethyl)-1,9-dioxo-  3-triethylsilyloxy-1-butene      7-(trimethylsiloxy)-2-cis,7-octadienyl] 16-phenoxy-17-20-tetranor-5-cis-1      3-trans prostadiene   cyclopent-2-en-1-one 439 1-trans-tri-n-butylstannyl      -4-(p-fluorophenoxy) 2-[8-methoxy-8-methoxycarbonyl- dl-15a-hydroxy-1-(me      thoxymethoxycarbonylmethyl)-1,9-dioxo-  3-triethylsilyoxy-1-butene      7-(trimethylsiloxy)-2-cis,7-octadienyl] 16-(p-fluorophenoxy)-17-20-tetran      or-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 440 1-trans-tri-n-bu      tylstannyl-4-(m-chlorophenoxy) 2-[8-methoxy-8-methoxycarbonyl- dl-15a-hyd      roxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  3-triethylsilyloxy-1-bu      tene 7-(trimethylsiloxy)-2-cis,7-octadienyl] 16-(m-chlorophenoxy)-17-20-t      etranor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 441 1-trans-tri      -n-butylstannyl-4-(m-trifluoromethylphenoxy) 2-[8-methoxy-8-methoxycarbon      yl- dl-15a-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  3-triethy      lsilyloxy-1-butene 7-(trimethylsiloxy)-2-cis,7-octadienyl] 16-(m-trifluor      omethylphenoxy)-17-20-tetranor-5-cis-13-trans prostadiene   cyclopent-2-e      n-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        442 1-trans-iodo-5-phenyl 2-[8-methoxy-8-methoxycarbonyl- dl-15a-hydrox      y-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  3-triethylsilyloxy-1-pente      ne 7-(trimethylsiloxy)-2-cis,7-octadienyl] 17-phenyl-18-20-trinor-5-cis-1      3-trans prostadiene   cyclopent-2-en-1-one 443 1-trans-iodo-4,4-dimethyl-      5-phenyl 2-[8-methoxy-8-methoxycarbonyl- dl-15a-hydroxy-1-(methoxymethoxy      carbonylmethyl)-1,9-dioxo-  3-triethylsilyloxy-1-pentene 7-(trimethylsilo      xy)-2-cis,7-octadienyl] 16,16-dimethyl-17-phenyl-18-20-trinor-5-cis-13-tr      ans prostadiene   cyclopent-2-en-1-one 444 1-trans-iodo-4-cyclopentyl      2-[8-methoxy-8-methoxycarbonyl- dl-15a-hydroxy-1-(methoxymethoxycarbonylm      ethyl)-1,9-dioxo-  3-triphenylmethoxy-1-butene 7-(trimethylsiloxy)-2-cis,      7-octadienyl] 16-cyclopentyl-17-20-tetranor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 445 1-trans-iodo-4-cyclohexyl 2-[8-methoxy-8-methoxy      carbonyl- dl-15a-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      3-triphenylmethoxy-1-butene 7-(trimethylsiloxy)-2-cis,7-octadienyl]      16-cyclohexyl-17-20-tetranor-5-cis-13-trans prostadiene   cyclopent-1-en-      1-one 446 1-trans-iodo- 2-[8-methoxy-8-methoxycarbonyl- dl-16-hydroxy-1-(      methoxymethoxycarbonylmethyl)-1,9-dioxo-  4-triphenylmethoxy-1-heptene      7-(trimethylsiloxy)-2-cis,7-octadienyl] 20-nor-5-cis-13-trans prostadiene         cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        447 1-trans-tri-n-butylstannyl-4-methyl- 2-[8-methoxy-8-methoxycarbonyl      - dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-methyl-      4-trimethylsilyloxy-1-heptene 7-(trimethylsiloxy)-2-cis,7-octadienyl]      20-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 448 1-trans-tri-      n-butylstannyl-4-ethyl- 2-[  8-methoxy-8-methoxycarbonyl- dl-16-hydroxy-1      -(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-ethyl-  4-trimethylsilyloxy-      1-octene 7-(trimethylsiloxy)-2-cis,7-octadienyl] 5-cis-13-trans prostadie      ne   cyclopent-2-en-1-one 449 1-trans-tri-n-butylstannyl-5-methyl      2-[8-methoxy-8-methoxycarbonyl- dl-16-hydroxy-1-(methoxymethoxycarbonylme      thyl)-1,9-dioxo-  4-trimethylsilyloxy-1-heptene 7-(trimethylsiloxy)-2-cis      ,7-octadienyl] 17-methyl-20-nor-5-cis-13-trans prostadiene   cyclopent-2-      en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        450 1-trans-iodo-5,5-dimethyl 2-[8-methoxy-8-methoxycarbonyl- dl-16-hyd      roxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  4-trimethylsilyloxy-1-o      ctene 7-(trimethylsiloxy)-2-cis,7-octadienyl] 17,17-dimethyl-5-cis-13-tra      ns prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        451 1-trans-tri-n-butylstannyl-4-vinyl- 2-[8-methoxy-8-methoxycarbonyl-       dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-vinyl-      4-trimethylsilyloxy-1-heptene 7-(trimethylsiloxy)-2-cis,7-octadienyl]      20-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 452 1-1-trans-tr      i-n-butylstannyl-4-cyclopropyl- 2-[8-methoxy-8-methoxycarbonyl- dl-16-hyd      roxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-cyclopropyl-      4-trimethylsilyloxy-1-octene 7-(trimethylsiloxy)-2-cis,7-octadienyl]      5-cis-13-trans prostadiene   cyclopent-2-en-1-one 453 1-trans-tri-n-butyl      stannyl-4-trimethylsilylethynyl- 2-[8-methoxy-8-methoxycarbonyl-      dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-ethynyl-      4-trimethylsilyloxy-1-heptene 7-(trimethylsiloxy)-2-cis,7-octadienyl]      20-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 454 1-trans-tri-      n-butylstannyl-5-methylene 2-[8-methoxy-8-methoxycarbonyl- dl-16-hydroxy-      1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  4-triethylsiloxy-1-heptene      7-(trimethylsiloxy)-2-cis,7-octadienyl] 17-methylene-20-nor-5-cis-13-tran      s prostadiene   cyclopent-2-en-1-one 455 1-trans-tri-n-butylstannyl-4-met      hyl-5-methylene 2-[8-methoxy-8-methoxycarbonyl- dl-16-hydroxy-1-(methoxym      ethoxycarbonylmethyl)-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-heptene       7-(trimethylsiloxy)-2-cis,7-octadienyl] 17-methylene-20-nor-5-cis-13-tra      ns prostadiene   cyclopent-2-en-1-one 456 1-trans-tri-n-butylstannyl-4-di      methoxymethyl- 2-[8-methoxy-8-methoxycarbonyl- dl-16-hydroxy-1-(methoxyme      thoxycarbonylmethyl)-1,9-dioxo-16-formyl-  4-trimethylsilyloxy-1-heptene      7-(trimethylsiloxy)-2-cis-7,octadienyl] 20-nor-5-cis-13-trans prostadiene         cyclopent-2-en-1-one 457 1-trans-tri-n-butylstannyl-4-fluoromethyl-      2-[8-methoxy-8-methoxycarbonyl- dl-16-hydroxy-1-(methoxymethoxycarbonylme      thyl)-1,9-dioxo-16-fluoromethyl-  4-trimethylsilyloxy-1-heptene 7-(trimet      hylsiloxy)-2-cis,7-octadienyl] 20-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 458 1-trans-tri-n-butylstannyl-4-difluoromethyl-      2[8-methoxy-8-methoxycarbonyl- dl-16-hydroxy-1-(methoxymethoxycarbonylmet      hyl)-1,9-dioxo-16-difluoromethyl-  4-trimethylsilyloxy-1-heptene      7-(trimethylsiloxy)-2-cis,7-octadienyl] 20-nor-5-cis-13-trans prostadiene         cyclopent-2-en-1-one 459 1-trans-tri-n-butylstannyl-4-trifluoromethyl-       2-[8-methoxy-8-methoxycarbonyl- dl-16-hydroxy-1-(methoxymethoxycarbonylm      ethyl)-1,9-dioxo-16-trifluoromethyl-  4-trimethylsilyloxy-1-heptene      7-(trimethylsiloxy)-2-cis,7-octadienyl] 20-nor-5-cis-13-trans prostadiene         cyclopent-2-en-1-one 460 1-trans-tri-n-butylstannyl-4-chloromethyl-      2-[8-methoxy-8-methoxycarbonyl- dl-16-hydroxy-1-(methoxymethoxycarbonylme      thyl)-1,9-dioxo-16-chloromethyl-  4-trimethylsilyloxy-1-heptene 7-(trimet      hylsiloxy)-2-cis,7-octadienyl] 20-nor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 461 1-trans-tri-n-butylstannyl-4-trimethylsilyloxyme      thyl- 2-[8-methoxy-8-methoxycarbonyl- dl-16-hydroxy-1-(methoxymethoxycarb      onylmethyl)-1,9-dioxo-16-hydroxymethyl-  4-trimethylsilyloxy-1-heptene      7-(trimethylsiloxy)-2-cis,7-octadienyl] 20-nor-5-cis-13-trans prostadiene         cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        462 1-trans-iodo-4-methyl-7-chloro 2-[8-methoxy-8-methoxycarbonyl-      dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-methyl-      4-trimethylsilyloxy-1-heptene 7-(trimethylsiloxy)-2-cis,7-octadienyl]      19-chloro-20-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 463      1-trans-iodo- 2[8-methoxy-8-methoxycarbonyl- dl-15a-hydroxy-1-(methoxymet      hoxycarbonylmethyl)-1,9-dioxo-  3-triphenylmethoxy-1-octene 7-(trimethyls      iloxy)-2-cis,7-octadienyl] 5-cis-13-trans prostadiene   cyclopent-2-en-1-      one 464 1-trans-iodo-3-methyl- 2-[8-methoxy-8-methoxycarbonyl- dl-15a-hyd      roxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-15-methyl-  3-trimethylsi      lyloxy-1-octene 7-(trimethylsiloxy)-2-cis,7-octadienyl] 5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 465 1-trans-iodo-4,4-dimethyl      2-[8-methoxy-8-methoxycarbonyl- dl-15a-hydroxy-1-(methoxymethoxycarbonylm      ethyl)-1,9-dioxo-  3-trimethylsilyloxy-1-octene 7-(trimethylsiloxy)-2-cis      ,7-octadienyl] 16,16-dimethyl-5-cis-13-trans prostadiene   cyclopent-2-en      -1-one 466 1-trans-iodo-4,4-trimethylene 2-[8-methoxy-8-methoxycarbonyl-      dl-15a-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  3-trimethylsi      lyloxy-1-octene 7-(trimethylsiloxy)-2-cis,7-octadienyl] 16,16-trimethylen      e-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SSERIES        467 1-trans-tri-n-butylstannyl-3-vinyl- 2-[8-methoxy-8-methoxycarbonyl-       dl-15a-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-15-vinyl-      3-trimethylsilyloxy-1-octene 7-(trimethylsiloxy)-2-cis,7-octadienyl]      5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        468 1-trans-iodo- 2-[8-methoxy-8-methoxycarbonyl- dl-16-hydroxy-1-(meth      oxymethoxycarbonylmethyl)-1,9-dioxo-  4-triphenylmethoxy-1-octene      7-(trimethylsiloxy)-2-cis,7-octadienyl] 5-cis-13-trans prostadiene      cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        469 1-trans-tri-n-butylstannyl-4-methyl- 2-[8-methoxy-8-methoxycarbonyl      - dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-methyl-      4-trimethylsilyloxy-1-octene 7-(trimethylsiloxy)-2-cis,7-octadienyl]      5-cis-13-trans prostadiene   cyclopent-2-en-1-one 470 1-trans-tri-n-butyl      stannyl-5-methyl 2-[8-methoxy-8-methoxycarbonyl- dl-16-hydroxy-1-(methoxy      methoxycarbonylmethyl)-1,9-dioxo-  4-trimethylsilyloxy-1-octene 7-(trimet      hylsiloxy)-2-cis,7-octadienyl] 17-methyl-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 471 1-trans-tri-n-butylstannyl-4-vinyl- 2-[8-methoxy      -8-methoxycarbonyl- dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-di      oxo-16-vinyl-  4-trimethylsilyloxy-1-octene 7-(trimethylsiloxy)-2-cis,7-o      ctadienyl] 5-cis-13-trans prostadiene   cyclopent-2-en-1-one 472      1-trans-tri-n-butylstannyl-4-trimethylsilylethynyl- 2-[8-methoxy-8-methox      ycarbonyl- dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-et      hynyl-  4-trimethylsilyloxy-1-octene 7-(trimethylsiloxy)-2-cis,7-octadien      yl] 5-cis-13-trans prostadiene   cyclopent-2-en-1-one 473 1-trans-tri-n-b      utylstannyl-5-methylene 2-[8-methoxy-8-methoxycarbonyl- dl-16-hydroxy-1-(      methoxymethoxycarbonylmethyl)-1,9-dioxo-  4-triethylsilyloxy-1-octene      7-(trimethylsiloxy)-2-cis,7-octadienyl] 17-methylene-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 474 1-trans-tri-n-butylstannyl-4-methy      l-5-methylene 2-[8-methoxy-8-methoxycarbonyl- dl-16-hydroxy-1-(methoxymet      hoxycarbonylmethyl)-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-octene      7-(trimethylsiloxy)-2-cis,7-octadienyl] 17-methylene-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 475 1-trans-tri-n-butylstannyl-4-dimet      hoxymethyl- 2-[8-methoxy-8-methoxycarbonyl- dl-16-hydroxy-1-(methoxymetho      xycarbonylmethyl)-1,9-dioxo-16-formyl-  4-trimethylsilyloxy-1-octene      7-(trimethylsiloxy)-2-cis,7-octadienyl] 5-cis-13-trans prostadiene      cyclopent-2-en-1-one 476 1-trans-tri-n-butylstannyl-4-fluoromethyl-      2-[8-methoxy-8-methoxycarbonyl- dl-16-hydroxy-1-(methoxymethoxycarbonylme      thyl)-1,9-dioxo-16-fluoromethyl-  4-trimethylsilyloxy-1-octene 7-(trimeth      ylsiloxy)-2-cis,7-octadienyl] 5-cis-13-trans prostadiene   cyclopent-2-en      -1-one 477 1-trans-tri-n-butylstannyl-4-difluoromethyl- 2-[8-methoxy-8-me      thoxycarbonyl- dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-1      6-difluoromethyl-  4-trimethylsilyloxy-1-octene 7-(trimethylsilyloxy-2-ci      s,7-octadienyl] 5 cis-13-trans prostadiene   cyclopent-2-en-1-one 478      1-trans-tri-n-butylstannyl-4-trifluoromethmethyl- 2-[8-methoxy-8-methoxyc      arbonyl- dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-trif      luoromethyl-  4-trimethylsilyloxy-1-octene 7-(trimethylsiloxy)-2-cis,7-oc      tadienyl] 5-cis-13-trans prostadiene   cyclopent-2-en-1-one 479 1-trans-t      ri-n-butylstannyl-4-chloromethyl- 2-[8-methoxy-8-methoxycarbonyl-      dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-chloromethyl-        4-trimethylsilyloxy-1-octene 7-(trimethylsiloxy)-2-cis,7-octadienyl]      5-cis-13-trans prostadiene   cyclopent-2-en-1-one480 1-trans-tri-n-butyls      tannyl-4-trimethylsilyloxymethyl- 2-[8-methoxy-8-methoxycarbonyl-      dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-hydroxymethyl      -  4-trimethylsilyloxy-1-octene 7-(trimethylsiloxy)-2-cis,7-octadienyl]      5-cis-13-trans prostadiene   cyclopent-2-en-1-one         EXAMPLE VINYLIODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        481 1-trans-iodo- 2-[8-methoxy-8-methoxycarbonyl- dl-15a-hydroxy-1-(met      hoxymethoxycarbonylmethyl)-1,9-dioxo-  3-triphenylmethoxy-1-nonene      7-(trimethylsiloxy)-2-cis,7-octadienyl] 20-methyl-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 482 1-trans-iodo-3-methyl- 2-[8-methox      y-8-methoxycarbonyl- dl-15a-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-      dioxo-15-methyl-  3-trimethylsilyloxy-1-nonene 7-(trimethylsiloxy)-2-cis,      7-octadienyl] 20-methyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one       483 1-trans-iodo-4,4-dimethyl- 2-[8-methoxy-8-methoxycarbonyl- dl-15a-hy      droxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  3-trimethylsilyloxy-1-      nonene 7-(trimethylsiloxy)-2-cis,7-octadienyl] 16,16-dimethyl-20-methyl-5      -cis-13-trans prostadiene   cyclopent-2-en-1-one 484 1-trans-iodo-4,4-tri      methylene 2-[8-methoxy-8-methoxycarbonyl- dl-15a-hydroxy-1-(methoxymethox      ycarbonylmethyl)-1,9-dioxo-  3-trimethylsilyloxy-1-nonene 7-(trimethylsil      oxy)-2-cis,7-octadienyl] 16,16-trimethylene-20-methyl-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        485 1-trans-tri-n-butylstannyl-3-vinyl- 2-[8-methoxy-8-methoxycarbonyl-       dl-15a-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-15-vinyl-      3-trimethylsilyloxy-1-nonene 7-(trimethylsiloxy)-2-cis,7-octadienyl]      20-methyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        486 1-trans-iodo- 2-[8-methoxy-8-methoxycarbonyl- dl-16-hydroxy-1-(meth      oxymethoxycarbonylmethyl)-1,9-dioxo-  4-triphenylmethoxy-1-nonene      7-(trimethylsiloxy)-2-cis,7-octadienyl] 20-methyl-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        487 1-trans-tri-n-butylstannyl-4-methyl- 2-[8-methoxy-8-methoxycarbonyl      - dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-methyl-      4-trimethylsiloxy-1-nonene 7-(trimethylsiloxy)-2-cis,7-octadienyl]      20-methyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 488 1-trans-t      ri-n-butylstannyl-5-methyl 2-[8-methoxy-8-methoxycarbonyl- dl-16-hydroxy-      1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  4-trimethylsilyloxy-1-nonene       7-(trimethylsiloxy)-2-cis,7-octadienyl] 17-methyl-20-methyl-5-cis-13-tra      ns prostadiene   cyclopent-2-en-1-one 489 1-trans-tri-n-butylstannyl-4-vi      nyl- 2-[8-methoxy-8-methoxycarbonyl- dl-16-hydroxy-1-(methoxymethoxycarbo      nylmethyl)-1,9-dioxo-16-vinyl-  4-trimethylsilyloxy-1-nonene 7-(trimethyl      siloxy)-2-cis,7-octadienyl] 20-methyl-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 490 1-trans-tri-n-butylstannyl-4-trimethylsilylethyn      yl- 2-[8-methoxy-8-methoxycarbonyl- dl-16-hydroxy-1-(methoxymethoxycarbon      ylmethyl)-1,9-dioxo-16-ethynyl-  4-trimethylsilyloxy-1-nonene 7-(trimethy      lsiloxy)-2-cis,7-octadienyl] 20-methyl-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 491 1-trans-tri-n-butylstannyl-5-methylene 2-[-8-met      hoxy-8-methoxycarbonyl- dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,      9-dioxo-  4-triethylsilyloxy-1-nonene 7-(trimethylsiloxy)-2-cis,7-octadie      nyl] 17-methylene-20-methyl-5-cis-13-trans prostadiene   cyclopent-2-en-1      -one 492 1-trans-tri-n-butylstannyl-4-methyl-5-methylene 2-[8-methoxy-8-m      ethoxycarbonyl- dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      16-methyl-  4-trimethylsilyloxy-1-nonene 7-(trimethylsiloxy)-2-cis,7-octa      dienyl] 17-methylene-20-methyl-5-cis-13-trans prostadiene   cyclopent-2-e      n-1-one 493 1-trans-tri-n-butylstannyl-4-dimethoxymethyl- 2-[8-methoxy-8-      methoxycarbonyl- dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo      -16-formyl-  4-trimethylsilyloxy-1-nonene 7-(trimethylsiloxy)-2-cis,7-oct      adienyl] 20-methyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 494      1-trans-tri-n-butylstannyl-4-fluoromethyl- 2-[8-methoxy-8-methoxycarbonyl      - dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-fluoromethy      l-  4-trimethylsilyloxy-1-nonene 7-(trimethylsiloxy)-2-cis,7-octadienyl]      20-methyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 495 1-trans-t      ri-n-butylstannyl-4-difluoromethyl- 2-[8-methoxy-8-methoxycarbonyl-      dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-difluoromethy      l-  4-trimethylsilyloxy-1-nonene 7-(trimethylsiloxy)-2-cis,7-octadienyl]      20-methyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 496 1-trans-t      ri-n-butylstannyl-4-trifluoromethyl- 2-[8-methoxy-8-methoxycarbonyl-      dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-trifluorometh      yl-  4-trimethylsilyloxy-1-nonene 7-(trimethylsiloxy)-2-cis,7-octadienyl]       20-methyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 497      1-trans-tri-n-butylstannyl-4-chloromethyl- 2-[8-methoxy-8-methoxycarbonyl      - dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-chloromethy      l-  4-trimethylsilyloxy-1-nonene 7-(trimethylsiloxy)-2-cis,7-octadienyl]      20-methyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 498 1-trans-t      ri-n-butylstannyl-4-trimethylsilyloxymethyl- 2-[8-methoxy-8-methoxycarbon      yl- dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-hydroxyme      thyl-  4-trimethylsilyloxy-1-nonene 7-(trimethylsiloxy)-2-cis,7-octadieny      l] 20-methyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        499 1-trans-iodo- 2-[8-methoxy-8-methoxycarbonyl- dl-15a-hydroxy-1-(met      hoxymethoxycarbonylmethyl)-1,9-dioxo-  3-triphenylmethoxy-decene      7-(trimethylsiloxy)-2-cis,7-octadienyl] 20-ethyl-5-cis-13-trans prostadie      ne   cyclopent-2-en-1-one 500 1-trans-iodo-3-methyl- 2-[8-methoxy-8-metho      xycarbonyl- dl-15a-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-15-      methyl-  3-trimethylsilyloxy-1-decene 7-(trimethylsiloxy)-2-cis,7-octadie      nyl] 20-ethyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 501      1-trans-iodo-4,4-dimethyl 2-[8-methoxy-8-methoxycarbonyl- dl-15a-hydroxy-      1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  3-trimethylsilyloxy-1-decene       7-(trimethylsiloxy)-2-cis,7-octadienyl] 16,16-dimethyl-20-ethyl-5-cis-13      -trans prostadiene   cyclopent-2-en-1-one 502 1-trans-iodo-4,4-trimethyle      ne 2-[8-methoxy-8-methoxycarbonyl- dl-15a-hydroxy-1-(methoxymethoxycarbon      ylmethyl)-1,9-dioxo-  3-trimethylsilyloxy-1-decene 7-(trimethylsiloxy)-2-      cis,7-octadienyl] 16,16-trimethylene-20-ethyl-5-cis-13-trans prostadiene        cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        503 1-trans-tri-n-butylstannyl-3-vinyl- 2-[8-methoxy-8-methoxycarbonyl-       dl-15a-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-15-vinyl-      3-trimethylsilyloxy-1-decene 7-(trimethylsiloxy)-2-cis,7-octadienyl]      20-ethyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        504 1-trans-iodo- 2-[8-methoxy-8-methoxycarbonyl- dl-16-hydroxy-1-(meth      oxymethoxycarbonylmethyl)-1,9-dioxo-  4-triphenylmethoxy-1-decene      7-(trimethylsiloxy)-2-cis,7-octadienyl] 20-ethyl-5-cis-13-trans prostadie      ne   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        505 1-trans-tri-n-butylstannyl-4-methyl- 2-[8-methoxy-8-methoxycarbonyl      - dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-methyl-      4-trimethylsilyloxy-1-decene 7-(trimethylsiloxy)-2-cis,7-octadienyl]      20-ethyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 506 1-trans-tr      i-n-butylstannyl-5-methyl 2-[8-methoxy-8-methoxycarbonyl- dl-16-hydroxy-1      -(methoxymethoxycarbonylmethyl)-1,9-dioxo-  4-trimethylsilyloxy-1-decene      7-(trimethylsiloxy)-2-cis,7-octadienyl] 17-methyl-20-ethyl-5-cis-13-trans       prostadiene   cyclopent-2-en-1-one 507 1-trans-tri-n-butylstannyl-4-viny      l 2-[8-methoxy-8-methoxycarbonyl- dl-16-hydroxy-1-(methoxymethoxycarbonyl      methyl)-1,9-dioxo-16-vinyl-  4-trimethylsilyloxy-1-decene 7-(trimethylsil      oxy)-2-cis,7-octadienyl] 20-ethyl-5-cis-13-trans prostadiene   cyclopent-      2-en-1-one 508 1-trans-tri-n-butylstannyl-4-trimethylsilylethynyl-      2-[8-methoxy-8-methoxycarbonyl- dl-16-hydroxy-1-(methoxymethoxycarbonylme      thyl)-1,9-dioxo-16-ethynyl-  4-trimethylsilyloxy-1-decene 7-(trimethylsil      oxy)-2-cis,7-octadienyl] 20-ethyl-5-cis-13-trans prostadiene   cyclopent-      2-en-1-one 509 1-trans-tri-n-butylstannyl-5-methylene 2-[8-methoxy-8-meth      oxycarbonyl- dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      4-triethylsilyloxy-1-decene 7-(trimethylsiloxy)-2-cis,7-octadienyl]      17-methylene-20-ethyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one      510 1-trans-tri-n-butylstannyl-4-methyl-5-methylene 2-[8-methoxy-8-methox      ycarbonyl- dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-me      thyl-  4-trimethylsilyloxy-1-decene 7-(trimethylsiloxy)-2-cis,7-octadieny      l] 17-methylene-20-ethyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-on      e 511 1-trans-tri-n-butylstannyl-4-dimethoxymethyl- 2-[8-methoxy-8-methox      ycarbonyl- dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-fo      rmyl-  4-trimethylsilyloxy-1-decene 7-(trimethylsiloxy)-2-cis,7-octadieny      l] 20-ethyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 512      1-trans-tri-n-butylstannyl-4-fluoromethyl- 2-[8-methoxy-8-methoxycarbonyl      - dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-fluoromethy      l-  4-trimethylsilyloxy-1-decene 7-(trimethylsiloxy)-2-cis,7-octadienyl]      20-ethyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 513 1-trans-tr      i-n-butylstannyl-4-difluoromethyl- 2-[8-methoxy-8-methoxycarbonyl-      dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-difluoromethy      l-  4-trimethylsilyloxy-1-decene 7-(trimethylsiloxy)-2-cis,7-octadienyl]      20-ethyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 514 1-trans-tr      i-n-butylstannyl-4-trifluoromethyl- 2-[8-methoxy-8-methoxycarbonyl-      dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-trifluorometh      yl-  4-trimethylsilyloxy-1-decene 7-(trimethylsiloxy)-2-cis,7-octadienyl]       20-ethyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 515 1-trans-t      ri-n-butylstannyl-4-chloromethyl- 2-[8-methoxy-8-methoxycarbonyl-      dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-chloromethyl-        4-trimethylsilyloxy-1-decene 7-(trimethylsiloxy)-2-cis,7-octadienyl]      20-ethyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 516 1-trans-tr      i-n-butylstannyl-4-trimethylsilyloxymethyl- 2-[8-methoxy-8-methoxycarbony      l- dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-hydroxymet      hyl-  4-trimethylsilyloxy-1-decene 7-(trimethylsiloxy)-2-cis,7-octadienyl      ] 20-ethyl-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        517 1-trans-iodo- 2-[9-methoxy-9-methoxycarbonyl- dl-15a-hydroxy-1-(met      hoxymethoxycarbonylmethyl)-1,9-dioxo-  3-triphenylmethoxy-1-heptene      8-(trimethylsiloxy)-2-cis,8-nonadienyl] 20-nor-2-homo-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 518 1-trans-iodo-3-methyl- 2-[9-methox      y-9-methoxycarbonyl- dl-15a-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-      dioxo-15-methyl-  3-trimethylsilyloxy-1-heptene 8-(trimethylsiloxy)-2-cis      ,8-nonadienyl] 20-nor-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-      1-one 519 1-trans-iodo-4,4-dimethyl 2-[9-methoxy-9-methoxycarbonyl-      dl-15a-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  3-trimethylsi      lyloxy-1-heptene 8-(trimethylsiloxy)-2-cis,8-nonadienyl] 16,16-dimethyl-2      0-nor-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 520      1-trans-iodo-5,5-dimethyl 2-[9-methoxy-9-methoxycarbonyl- dl-15a-hydroxy-      1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  3-triphenylmethoxy-1-octene      8-(trimethylsiloxy)-2-cis,8-nonadienyl] 17,17-dimethyl-2-homo-5-cis-13-tr      ans prostadiene   cyclopent-2-en-1-one 521 1-trans-iodo-4-methyl      2-[9-methoxy-9-methoxycarbonyl- dl-15a-hydroxy-1-(methoxymethoxycarbonylm      ethyl)-1,9-dioxo-  3-triphenylmethoxy-1-octene 8-(trimethylsiloxy)-2-cis,      8-nonadienyl] 16-methyl-2-homo-5-cis-13-trans prostadiene   cyclopent-2-e      n-1-one 522 1-trans-iodo-4,4-trimethylene- 2-[9-methoxy-9-methoxycarbonyl      - dl-15a-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  3-trimethyl      silyloxy-1-heptene 8-(trimethylsiloxy)-2-cis,8-nonadienyl] 16,16-trimethy      lene-20-nor-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        523 1-trans-tri-n-butylstannyl-3-vinyl 2-[9-methoxy-9-methoxycarbonyl-      dl-15a-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-15-vinyl-      3-trimethylsilyloxy-1-heptene 8-(trimethylsiloxy)-2-cis,8-nonadienyl]      20-nor-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 524      1-trans-tri-n-butylstannyl-4-phenoxy 2-[9-methoxy-9-methoxycarbonyl-      dl-15a-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  3-triethylsil      yloxy-1-butene 8-(trimethylsiloxy)-2-cis,8-nonadienyl] 16-phenoxy-2-homo-      17-20-tetranor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 525      1-trans-tri-n-butylstannyl-4-(p-fluorophenoxy) 2-[9-methoxy-9-methoxycarb      onyl- dl-15a-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      3-triethylsilyloxy-1-butene 8-(trimethylsiloxy)-2-cis,8-nonadienyl]      16-(p-fluorophenoxy)-2-homo-17-20-tetranor-5-cis-13-trans prostadiene      cyclopent-2-en-1-one 526 1-trans-tri-n-butylstannyl-4-(m-chlorophenoxy)      2-[9-methoxy-9-methoxycarbonyl- dl-15a-hydroxy-1-(methoxymethoxycarbonylm      ethyl)-1,9-dioxo-  3-triethylsilyloxy-1-butene 8-(trimethylsiloxy)-2-cis,      8-nonadienyl] 16-(m-chlorophenoxy)-2-homo-17-20-tetranor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 527 1-trans-tri-n-butylstannyl-4-(m-tr      ifluoromethylphenoxy) 2-[9-methoxy-9-methoxycarbonyl- dl-15a-hydroxy-1-(m      ethoxymethoxycarbonylmethyl)-1,9-dioxo-  3-triethylsilyloxy-1-butene      8-(trimethylsiloxy)-2-cis,8-nonadienyl] 16-(m-trifluoromethylphenoxy)-2-h      omo-17-20-tetranor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        528 1-trans-iodo-5-phenyl 2-[9-methoxy-9-methoxycarbonyl- dl-15a-hydrox      y-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  3-triethylsilyloxy-1-pente      ne 8-(trimethylsiloxy)-2-cis,8-nonadienyl] 17-phenyl-2-homo-18-20-trinor-      5-cis-13-trans prostadiene   cyclopent-2-en-1-one 529 1-trans-iodo-4,4-di      methyl-5-phenyl 2-[9-methoxy-9-methoxycarbonyl- dl-15a-hydroxy-1-(methoxy      methoxycarbonylmethyl)-1,9-dioxo-  3-triethylsilyloxy-1-pentene 8-(trimet      hylsiloxy)-2-cis,8-nonadienyl] 16,16-dimethyl-17-phenyl-2-homo-18-20-trin      or-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 530 1-trans-iodo-4-c      yclopentyl 2-[9-methoxy-9-methoxycarbonyl- dl-15a-hydroxy-1-(methoxymetho      xycarbonylmethyl)-1,9-dioxo-  3-triphenylmethoxy-1-butene 8-(trimethylsil      oxy)-2-cis,8-nonadienyl] 16-cyclopentyl-2-homo-17-20-tetranor-5-cis-13-tr      ans prostadiene   cyclopent-2-en-1-one 531 1-trans-iodo-4-cyclohexyl      2-[9-methoxy-9-methoxycarbonyl- dl-15a-hydroxy-1-(methoxymethoxycarbonylm      ethyl)-1,9-dioxo-  3-triphenylmethoxy-1-butene 8-(trimethylsiloxy)-2-cis,      8-nonadienyl] 16-cyclohexyl-2-homo-17-20-tetranor-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 532 1-trans-iodo- 2-[9-methoxy-9-metho      xycarbonyl- dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      4-triphenylmethoxy-1-heptene 8-(trimethylsiloxy)-2-cis,8-nonadienyl]      20-nor-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        533 1-trans-tri-n-butylstannyl-4-methyl- 2-[9-methoxy-9-methoxycarbonyl      - dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-methyl-      4-trimethylsilyloxy-1-heptene 8-(trimethylsiloxy)-2-cis,8-nonadienyl]      20-nor-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 534      1-trans-tri-n-butylstannyl-4-ethyl- 2-[9-methoxy-9-methoxycarbonyl-      dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-ethyl-      4-trimethylsilyloxy-1-octene 8-(trimethylsiloxy)-2-cis,8-nonadienyl]      2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 535 1-trans-tri-      n-butylstannyl-5-methyl 2-[9-methoxy-9-methoxycarbonyl- dl-16-hydroxy-1-(      methoxymethoxycarbonylmethyl)-1,9-dioxo-  4-trimethylsilyloxy-1-heptene      8-(trimethylsiloxy)-2-cis,8-nonadienyl] 17-methyl-20-nor-2-homo-5-cis-13-      trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        536 1-trans-iodo-5,5-dimethyl 2-[9-methoxy-9-methoxycarbonyl- dl-16-hyd      roxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  4-trimethylsilyloxy-1-o      ctene 8-(trimethylsiloxy)-2-cis,8-nonadienyl] 17,17-dimethyl-2-homo-5-cis      -13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        537 1-trans-tri-n-butylstannyl-4-vinyl- 2-[9-methoxy-9-methoxycarbonyl-       dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-vinyl-      4-trimethylsilyloxy-1-heptene 8-(trimethylsiloxy)-2-cis,8-nonadienyl]      20-nor-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one538      1-trans-tri-n-butylstannyl-4-cyclopropyl- 2-[9-methoxy-9-methoxycarbonyl-       dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-cyclopropyl-        4-trimethylsilyloxy-1-octene 8-(trimethylsiloxy)-2-cis,8-nonadienyl]      2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 539 1-trans-tri-      n-butylstannyl-4-trimethylsilylethynyl- 2-[9-methoxy-9-methoxycarbonyl-      dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-ethynyl-      4-trimethylsilyloxy-1-heptene 8-(trimethylsiloxy)-2-cis,8-nonadienyl]      20-nor-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 540      1-trans-tri-n-butylstannyl-5-methylene 2-[9-methoxy-9-methoxycarbonyl-      dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  4-triethylsily      loxy-1-heptene 8-(trimethylsiloxy)-2-cis,8-nonadienyl] 17-methylene-20-no      r-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 541 1-trans-tr      i-n-butylstannyl-4-methyl-5-methylene 2-[9-methoxy-9-methoxycarbonyl-      dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-methyl-      4-trimethylsilyloxy-1-heptene 8-(trimethylsiloxy)-2-cis,8-nonadienyl]      17-methylene-20-nor-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-      one 542 1-trans-tri-n-butylstannyl-4-dimethoxymethyl- 2-[9-methoxy-9-meth      oxycarbonyl- dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-      formyl-  4-trimethylsilyloxy-1-heptene 8-(trimethylsiloxy)-2-cis,8-nonadi      enyl] 20-nor-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one      543 1-trans-tri-n-butylstannyl-4-fluoromethyl- 2-[9-methoxy-9-methoxycarb      onyl- dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-fluorom      ethyl-  4-trimethylsilyloxy-1-heptene 8-(trimethylsiloxy)-2-cis,8-nonadie      nyl] 20-nor-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 544      1-trans-tri-n-butylstannyl-4-difluoromethyl- 2-[9-methoxy-9-methoxycarbon      yl- dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-difluorom      ethyl-  4-trimethylsilyloxy-1-heptene 8-(trimethylsiloxy)-2-cis,8-nonadie      nyl] 20-nor-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 545      1-trans-tri-n-butylstannyl-4-trifluoromethyl- 2-[9-methoxy-9-methoxycarbo      nyl- dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-trifluor      omethyl-  4-trimethylsilyloxy-1-heptene 8-(trimethylsiloxy)-2-cis,8-nonad      ienyl] 20-nor-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one      546 1-trans-tri-n-butylstannyl-4-chloromethyl- 2-[9-methoxy-9-methoxycarb      onyl- dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-chlorom      ethyl-  4-trimethylsilyloxy-1-heptene 8-(trimethylsiloxy)-2-cis,8-nonadie      nyl] 20-nor-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 547      1-trans-tri-n-butylstannyl-4-trimethylsilyloxymethyl- 2-[9-methoxy-9-meth      oxycarbonyl- dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-      hydroxymethyl-  4-trimethylsilyloxy-1-heptene 8-(trimethylsiloxy)-2-cis,8      -nonadienyl] 20-nor-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-      one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        548 1-trans-iodo-4-methyl-7-chloro 2-[9-methoxy-9-methoxycarbonyl-      dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-methyl-      4-trimethylsilyloxy-1-heptene 8-(trimethylsiloxy)-2-cis,8-nonadienyl]      19-chloro-2-homo-20-nor-5-cis-13-trans prostadiene   cyclopent-2-en-1-one       549 1-trans-iodo- 2-[9-methoxy-9-methoxycarbonyl- dl-15a-hydroxy-1-(meth      oxymethoxycarbonylmethyl)-1,9-dioxo-  3-triphenylmethoxy-1-octene      8-(trimethylsiloxy)-2-cis,8-nonadienyl] 2-homo-5-cis-13-trans prostadiene         cyclopent-2-en-1-one 550 1-trans-iodo-3-methyl- 2-[9-methoxy-9-methoxy      carbonyl- dl-15a-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-15-me      thyl-  3-trimethylsilyloxy-1-octene 8-(trimethylsiloxy)-2-cis,8-nonadieny      l] 2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 551 1-trans-i      odo-4,4-dimethyl 2-[9-methoxy-9-methoxycarbonyl- dl-15a-hydroxy-1-(methox      ymethoxycarbonylmethyl)-1,9-dioxo-  3-trimethylsilyloxy-1-octene      8-(trimethylsiloxy)-2-cis,8-nonadienyl] 16,16-dimethyl-2-homo-5-cis-13-tr      ans prostadiene   cyclopent-2-en-1-one 552 1-trans-iodo-4,4-trimethylene      2-[9-methoxy-9-methoxycarbonyl- dl-15a-hydroxy-1-(methoxymethoxycarbonylm      ethyl)-1,9-dioxo-  3-trimethylsilyloxy-1-octene 8-(trimethylsiloxy)-2-cis      ,8-nonadienyl] 16,16-trimethylene-2-homo-5-cis-13-trans prostadiene      cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        553 1-trans-tri-n-butylstannyl-3-vinyl- 2-[9-methoxy-9-methoxycarbonyl-       dl-15a-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-15-vinyl-      3-trimethylsilyloxy-1-octene 8-(trimethylsiloxy)-2-cis,8-nonadienyl]      2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        554 1-trans-iodo- 2-[9-methoxy-9-methoxycarbonyl- dl-16-hydroxy-1-(meth      oxymethoxycarbonylmethyl)-1,9-dioxo-  4-triphenylmethoxy-1-octene      8-(trimethylsiloxy)-2-cis,8-nonadienyl] 2-homo-5-cis-13-trans prostadiene         cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        555 1-trans-tri-n-butylstannyl-4-methyl- 2-[9-methoxy-9-methoxycarbonyl      - dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-methyl-      4-trimethylsilyloxy-1-octene 8-(trimethylsiloxy)-2-cis,8-nonadienyl]      2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 556 1-trans-tri-      n-butylstannyl-5-methyl- 2-[9-methoxy-9-methoxycarbonyl- dl-16-hydroxy-1-      (methoxymethoxycarbonylmethyl)-1,9-dioxo-  4-trimethylsilyloxy-1-octene      8-(trimethylsiloxy)-2-cis,8-nonadienyl] 17-methyl-2-homo-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 557 1-trans-tri-n-butylstannyl-4-vinyl      - 2-[9-methoxy-9-methoxycarbonyl- dl-16-hydroxy-1-(methoxymethoxycarbonyl      methyl)-1,9-dioxo-16-vinyl-  4-trimethylsilyloxy-1-octene 8-(trimethylsil      oxy)-2-cis,8-nonadienyl] 2-homo-5-cis-13-trans prostadiene   cyclopent-2-      en-1-one 558 1-trans-tri-n-butylstannyl-4-trimethylsilylethynyl-      2-[9-methoxy-9-methoxycarbonyl- dl-16-hydroxy-1-(methoxymethoxycarbonylme      thyl)-1,9-dioxo-16-ethynyl-  4-trimethylsilyloxy-1-octene 8-(trimethylsil      oxy)-2-cis,8-nonadienyl] 2-homo-5-cis-13-trans prostadiene   cyclopent-2-      en-1-one 559 1-trans-tri-n-butylstannyl-5-methylene 2-[9-methoxy-9-methox      ycarbonyl- dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      4-triethylsilyloxy-1-octene 8-(trimethylsiloxy)-2-cis,8-nonadienyl]      17-methylene-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one      560 1-trans-tri-n-butylstannyl-4-methyl-5-methylene 2-[9-methoxy-9-methox      ycarbonyl- dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-me      thyl-  4-trimethylsilyloxy-1-octene 8-(trimethylsiloxy)-2-cis,8-nonadieny      l] 17-methylene-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one      561 1-trans-tri-n-butylstannyl-4-dimethoxymethyl- 2-[9-methoxy-9-methoxyc      arbonyl- dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-form      yl-  4-trimethylsilyloxy-1-octene 8-(trimethylsiloxy)-2-cis,8-nonadienyl]       2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 562 1-trans-tri      -n-butylstannyl-4-fluoromethyl- 2-[9-methoxy-9-methoxycarbonyl- dl-16-hyd      roxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-fluoromethyl-      4-trimethylsilyloxy-1-octene 8-(trimethylsiloxy)-2-cis,8-nonadienyl]      2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 563 1-trans-tri-      n-butylstannyl-4-difluoromethyl- 2-[9-methoxy-9-methoxycarbonyl-      dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-difluoromethy      l-  4-trimethylsilyloxy-1-octene 8-(trimethylsiloxy)-2-cis,8-nonadienyl]        2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 564 1-trans-tr      i-n-butylstannyl-4-trifluoromethyl- 2-[9-methoxy-9-methoxycarbonyl-      dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-trifluorometh      yl-  4-trimethylsilyloxy)-1-octene 8(trimethylsiloxy)-2-cis,8-nonadienyl]       2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 565 1-trans-tri      -n-butylstannyl-4-choromethyl- 2-[9-methoxy-9-methoxycarbonyl- dl-16-hydr      oxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-chloromethyl-      4-trimethylsilyloxy-1-octene 8-(trimethylsiloxy)-2-cis,8-nonadienyl]      2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 566 1-trans-tri-      n-butylstannyl-4-trimethylsilyloxymethyl- 2-[9-methoxy-9-methoxycarbonyl-       dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-hydroxymethy      l-  4-trimethylsilyloxy-1-octene 8-(trimethylsiloxy)-2-cis,8-nonadienyl]      2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        567 1-trans-iodo- 2-[9-methoxy-9-methoxycarbonyl- dl-15a-hydroxy-1-(met      hoxymethoxycarbonylmethyl)-1,9-dioxo-  3-triphenylmethoxy-1-nonene      8-(trimethylsiloxy)-2-cis,8-nonadienyl] 20-methyl-2-homo-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 568 1-trans-iodo-3-methyl- 2-[9-methox      y-9-methoxycarbonyl- dl-15a-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-      dioxo-15-methyl-  3-trimethylsilyloxy-1-nonene 8-(trimethylsiloxy)-2-cis,      8-nonadienyl] 20-methyl-2-homo-5-cis-13-trans prostadiene   cyclopent-2-e      n-1-one 569 1-trans-iodo-4,4-dimethyl 2-[9-methoxy-9-methoxycarbonyl-      dl-15a-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  3-trimethylsi      lyloxy-1-nonene 8-(trimethylsiloxy)-2-cis,8-nonadienyl] 16,16-dimethyl-20      -methyl-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 570      1-trans-iodo-4,4-trimethylene 2-[9-methoxy-9-methoxycarbonyl- dl-15a-hydr      oxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  3-trimethylsilyloxy-1-no      nene 8-(trimethylsiloxy)-2-cis,8-nonadienyl] 16,16-trimethylene-20-methyl      -2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        571 1-trans-tri-n-butylstannyl-3-vinyl- 2-[9-methoxy-9-methoxycarbonyl-       dl-15a-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-15-vinyl-      3-trimethylsilyloxy-1-nonene 8-(trimethylsiloxy)-2-cis,8-nonadienyl]      20-methyl-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        572 1-trans-iodo- 2-[9-methoxy-9-methoxycarbonyl- dl-16-hydroxy-1-(meth      oxymethoxycarbonylmethyl)-1,9-dioxo-  4-triphenylmethoxy-1-nonene      8-(trimethylsiloxy)-2-cis,8-nonadienyl] 20-methyl-2-homo-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        573 1-trans-tri-n-butylstannnyl-4-methyl- 2-[9-methoxy-9-methoxycarbony      l- dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-methyl-      4-trimethylsilyloxy-1-nonene 8-(trimethylsiloxy)-2-cis,8-nonadienyl]      20-methyl-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 574      1-trans-tri-n-butylstannyl-5-methyl 2-[9-methoxy-9-methoxycarbonyl-      dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  4-trimethylsil      yloxy-1-nonene 8-(trimethylsiloxy)-2-cis,8-nonadienyl] 17-methyl-20-methy      l-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 575 1-trans-tr      i-n-butylstannyl-4-vinyl- 2-[9-methoxy-9-methoxycarbonyl- dl-16-hydroxy-1      -(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-vinyl-  4-trimethylsilyloxy-      1-nonene 8-(trimethylsiloxy)-2-cis,8-nonadienyl] 20-methyl-2-homo-5-cis-1      3-trans prostadiene   cyclopent-2-en-1-one 576 1-trans-tri-n-butylstannyl      -4-methylsilylethynyl- 2-[9-methoxy-9-methoxycarbonyl- dl-16-hydroxy-1-(m      ethoxymethoxycarbonylmethyl)-1,9-dioxo-16-ethynyl-  4-trimethylsilyloxy-1      -nonene 8-(trimethylsiloxy)-2-cis,8-nonadienyl] 20-methyl-2-homo-5-cis-13      -trans prostadiene   cyclopent-2-en-1-one 577 1-trans-tri-n-butylstannyl-      5-methylene 2-[9-methoxy-9-methoxycarbonyl- dl-16-hydroxy-1-(methoxymetho      xycarbonylmethyl)-1,9-dioxo-  4-triethylsilyloxy-1-nonene 8-(trimethylsil      oxy)-2-cis,8-nonadienyl] 17-merthylene-20-methyl-2-homo-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 578 1-trans-tri-n-butylstannyl-4-methy      l-5-methylene 2-[9-methoxy-9-methoxycarbonyl- dl-16-hydroxy-1-(methoxymet      hoxycarbonylmethyl)-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-nonene      8-(trimethylsiloxy)-2-cis,8-nonadienyl] 17-methylene-20-methyl-2-homo-5-c      is-13-trans prostadiene   cyclopent-2-en-1-one 579 1-trans-tri-n-butylsta      nnyl-4-dimethoxymethyl- 2-[9-methoxy-9-methoxycarbonyl- dl-16-hydroxy-1-(      methoxymethoxycarbonylmethyl)-1,9-dioxo-16-formyl-  4-trimethylsilyloxy-1      -nonene 8-(trimethylsiloxy)-2-cis,8-nonadienyl] 20-methyl-2-homo-5-cis-13      -trans prostadiene   cyclopent-2-en-1-one 580 1-trans-tri-n-butylstannyl-      4-fluoromethyl- 2-[9-methoxy-9-methoxycarbonyl- dl-16-hydroxy-1-(methoxym      ethoxycarbonylmethyl)-1,9-dioxo-16-fluoromethyl-  4-trimethylsilyloxy-1-n      onene 8-(trimethylsiloxy)-2-cis,8-nonadienyl] 20-methyl-2-homo-5-cis-13-t      rans prostadiene   cyclopent-2-en-1-one 581 1-trans-tri-n-butylstannyl-4-      difluoromethyl- 2-[9-methoxy-9-methoxycarbonyl- dl-16-hydroxy-1-(methoxym      ethoxycarbonylmethyl)-1,9-dioxo-16-difluoromethyl-  4-trimethylsilyloxy-1      -nonene 8-(trimethylsiloxy)-2-cis,8-nonadienyl] 20-methyl-2-homo-5-cis-13      -trans prostadiene   cyclopent-2-en-1-one 582 1-trans-tri-n-butylstannyl-      4-trifluoromethyl- 2-[9-methoxy-9-methoxycarbonyl- dl-16-hydroxy-1-(metho      xymethoxycarbonylmethyl)-1,9-dioxo-16-trifluoromethyl-  4-trimethylsilylo      xy-1-nonene 8-(trimethylsiloxy)-2-cis,8-nonadienyl]   20-methyl-2-homo-5-      cis-13-trans prostadiene   cyclopent-2-en-1-one 583 1-trans-tri-n-butylst      annyl-4-chloromethyl- 2-[9-methoxy-9-methoxycarbonyl- dl-16-hydroxy-1-(me      thoxymethoxycarbonylmethyl)-1,9-dioxo-16-chloromethyl-  4-trimethylsilylo      xy-1-nonene 8-(trimethylsiloxy)-2-cis,8-nonadienyl] 20-methyl-2-homo-5-ci      s-13-trans prostadiene   cyclopent-2-en-1-one 584 1-trans-tri-n-butylstan      nyl-4-trimethylsilyloxymethyl- 2-[9-methoxy-9-methoxycarbonyl- dl-16-hydr      oxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-hydroxymethyl-      4-trimethylsilyloxy-1-nonene 8-(trimethylsiloxy)-2-cis,8-nonadienyl]      20-methyl-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        585 1-trans-iodo- 2-[9-methoxy-9-methoxycarbonyl- dl-15a-hydroxy-1-(met      hoxymethoxycarbonylmethyl)-1,9-dioxo-  3-triphenylmethoxy-1-decene      8-(trimethylsiloxy)-2-cis,8-nonadienyl] 20-ethyl-2-homo-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 586 1-trans-iodo-3-methyl- 2-[9-methox      y-9-methoxycarbonyl- dl-15a-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-      dioxo-15-methyl-  3-trimethylsilyloxy-1-decene 8-(trimethylsiloxy)-2-cis,      8-nonadienyl] 20-ethyl-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en      -1-one 587 1-trans-iodo-4,4-dimethyl 2-[9-methoxy-9-methoxycarbonyl-      dl-15a-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  3-trimethylsi      lyloxy-1-decene 8-(trimethylsiloxy)-2-cis,8-nonadienyl] 16,16-dimethyl-20      -ethyl-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 588      1-trans-iodo-4,4-trimethylene 2-[9-methoxy-9-methoxycarbonyl- dl-15a-hydr      oxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  3-trimethylsilyloxy-1-de      cene 8-(trimethylsiloxy)-2-cis,8-nonadienyl] 16,16-trimethylene-20-ethyl-      2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        589 1-trans-tri-n-butylstannyl-3-vinyl- 2-[9-methoxy-9-methoxycarbonyl-       dl-15a-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-15-vinyl-      3-trimethylsilyloxy-1-decene 8-(trimethylsiloxy)-2-cis,8-nonadienyl]      20-ethyl-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        590 1-trans-iodo- 2-[9-methoxy-9-methoxycarbonyl- dl-16-hydroxy-1-(meth      oxymethoxycarbonylmethyl)-1,9-dioxo-  4-triphenylmethoxy-1-decene      8-(trimethylsiloxy)-2-cis,8-nonadienyl] 20-ethyl-2-homo-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE2 SERIES        591 1-trans-tri-n-butylstannyl-4-methyl- 2-[9-methoxy-9-methoxycarbonyl      - dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-methyl-      4-trimethylsilyloxy-1-decene 8-(trimethylsiloxy)-2-cis,8-nonadienyl]      20-ethyl-2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 592      1-trans-tri-n-butylstannyl-5-methyl 2-[9-methoxy-9-methoxycarbonyl-      dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  4-trimethylsil      yloxy-1-decene 8-(trimethylsiloxy)-2-cis,8-nonadienyl] 17-methyl-20-ethyl      -2-homo-5-cis-13-trans prostadiene   cyclopent-2-en-1-one 593 1-trans-tri      -n-butylstannyl-4-vinyl- 2-[9-methoxy-9-methoxycarbonyl- dl-16-hydroxy-1-      (methoxymethoxycarbonylmethyl)-1,9-dioxo-16-vinyl-  4-trimethylsilyloxy-1      -decene 8-(trimethylsiloxy)-2-cis,8-nonadienyl] 20-ethyl-2-homo-5-cis-13-      trans prostadiene   cyclopent-2-en-1-one 594 1-trans-tri-n-butylstannyl-4      -trimethysilylethynyl- 2-[9-methoxy-9-methoxycarbonyl- dl-16-hydroxy-1-(m      ethoxymethoxycarbonylmethyl)-1,9-dioxo-16-ethynyl-  4-trimethylsilyloxy-1      -decene 8-(trimethylsiloxy)-2-cis,8-nonadienyl] 20-ethyl-2-homo-5-cis-13-      trans prostadiene   cyclopent-2-en-1-one 595 1-trans-tri-n-butylstannyl-5      -methylene 2-[9-methoxy-9-methoxycarbonyl- dl-16-hydroxy-1-(methoxymethox      ycarbonylmethyl)-1,9-dioxo-  4-triethylsilyloxy-1-decene 8-(trimethylsilo      xy)-2-cis,8-nonadienyl] 17-methylene-20-ethyl-2-homo-5-cis-13-trans      prostadiene   cyclopent-2-en-1-one 596 1-trans-tri-n-butylstannyl-4-methy      l-5-methylene 2-[9-methoxy-9-methoxycarbonyl- dl-16-hydroxy-1-(methoxymet      hoxycarbonylmethyl)-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-decene      8-(trimethylsiloxy)-2-cis,8-nonadienyl] 17-methylene-20-ethyl-2-homo-5-ci      s-13-trans prostadiene   cyclopent-2-en-1-one 597 1-trans-tri-n-butylstan      nyl-4-dimethoxymethyl- 2-[9-methoxy-9-methoxycarbonyl- dl-16-hydroxy-1-(m      ethoxymethoxycarbonylmethyl)-1,9-dioxo-16-formyl-  4-trimethylsilyloxy-1-      decene 8-(trimethylsiloxy)-2-cis,8-nonadienyl] 20-ethyl-2-homo-5-cis-13-t      rans prostadiene   cyclopent-2-en-1-one 598 1-trans-tri-n-butylstannyl-4-      fluoromethyl-5- 2-[9-methoxy-9-methoxycarbonyl- dl-16-hydroxy-1-(methoxym      ethoxycarbonylmethyl)-1,9-dioxo-16-fluoromethyl-  4-trimethylsilyloxy-1-d      ecene 8-(trimethylsiloxy)-2-cis,8-nonadienyl] 20-ethyl-2-homo-5-cis-13-tr      ans prostadiene   cyclopent-2-en-1-one 599 1-trans-tri-n-butylstannyl-4-d      ifluoromethyl- 2-[9-methoxy-9-methoxycarbonyl- dl-16-hydroxy-1-(methoxyme      thoxycarbonylmethyl)-1,9-dioxo-16-difluoromethyl-  4-trimethylsilyloxy-1-      decene 8-(trimethylsiloxy)-2-cis,8-nonadienyl] 20-ethyl-2-homo-5-cis-13-t      rans prostadiene   cyclopent-2-en-1-one 600 1-trans-tri-n-butylstannyl-4-      trifluoromethyl- 2-[9-methoxy-9-methoxycarbonyl- dl-16-hydroxy-1-(methoxy      methoxycarbonylmethyl)-1,9-dioxo-16-trifluoromethyl-  4-trimethylsilyloxy      -1-decene 8-(trimethylsiloxy)-2-cis,8-nonadienyl] 20-ethyl-2-homo-5-cis-1      3-trans prostadiene   cyclopent-2-en-1-one 601 1-trans-tri-n-butylstannyl      -4-chloromethyl- 2-[9-methoxy-9-methoxycarbonyl- dl-16-hydroxy-1-(methoxy      methoxycarbonylmethyl)-1,9-dioxo-16-chloromethyl-  4-trimethylsilyloxy-1-      decene 8-(trimethylsiloxy)-2-cis,8-nonadienyl] 20-ethyl-2-homo-5-cis-13-t      rans prostadiene   cyclopent-2-en-1-one 602 1-trans-tri-n-butylstannyl-4-      trifmethylsiloxymethyl- 2-[9-methoxy-9-methoxycarbonyl- dl-16-hydroxy-1-(      methoxymethoxycarbonylmethyl)-1,9-dioxo-16-hydroxymethyl-  4-trimethylsil      yloxy-1-decene 8-(trimethylsiloxy)-2-cis,8-nonadienyl] 20-ethyl-2-homo-5-      cis-13-trans prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        603 1-trans-tri-n-butylstannyl-4-methyl- 2-[7-methoxy-7-methoxycarbonyl      - dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-methy      l-  4-trimethyl-1,7-octadiene 6-(trimethylsiloxy)-6-heptenyl]4-trimethyls      iloxy 2-nor-13-trans-19 prostadiene   cyclopent-2-en-1-one 604 1-trans-tr      i-n-butylstannyl-4-methyl- 2-[8-methoxy-8-methoxycarbonyl- dl-11a,16-dihy      droxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-methyl-  4-trimethyl-      1,7-octadiene 7-(trimethylsiloxy)-7-octenyl]-4-trimethylsiloxy 13-trans-1      9 prostadiene   cyclopent-2-en-1-one 605 1-trans-tri-n-butylstannyl-4-met      hyl- 2-[9-methoxy-9-methoxycarbonyl- dl,11a-16-dihydroxy-1-(methoxymethox      ycarbonylmethyl)-1,9-dioxo-16-methyl-  4-trimethyl-1,7-octadiene      8-(trimethylsiloxy)-8-nonenyl]-4-trimethylsiloxy 2-homo-13-trans-19      prostadiene   cyclopent-2-en-1-one 606 1-trans-tri-n-butylstannyl-4-methy      l- 2-[8-methoxy-8-methoxycarbonyl- nat-11a,16-dihydroxy-1-(methoxymethoxy      carbonylmethyl)-1,9-dioxo-16-methyl-  4-trimethyl-1,7-octadiene 7-(trimet      hylsiloxy)-7-octenyl]-4R-trimethylsiloxy 13-trans-19 prostadiene      cyclopent-2-en-1-one        EXAMPLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE 11-DEOXY      PGE1 SERIES        607 1-trans-tri-n-butylstannyl-4-methyl- 2-[7-methoxy-7-methoxycarbonyl      - dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-methyl-      4-trimethyl-1,7-octadiene 6-(trimethylsiloxy)-6-heptenyl] 2-nor-5-cis-13-      trans-19 prostadiene   cyclopent-2-en-1-one 608 1-trans-tri-n-butylstanny      l-4-methyl- 2-[7-methoxy-7-methoxycarbonyl- dl-16-hydroxy-1-(methoxymetho      xycarbonylmethyl)-1,9-dioxo-16-methyl-  4-trimethyl-1,7-octadiene      7-(trimethylsiloxy)-7-octenyl] 13-trans-19 prostadiene   cyclopent-2-en-1      -one 609 1-trans-tri-n-butylstannyl-4-methyl- 2-[9-methoxy-9-methoxycarbo      nyl- dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-methyl-       4-trimethyl-1,7-octadiene 8-(trimethylsiloxy)-8-nonenyl] 2-homo-13-trans      -19 prostadiene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE2      SERIES        610 1-trans-iodo- 2-[7-methoxy-7-methoxycarbonyl- dl-11a,16-dihydroxy-1      -(methoxymethoxycarbonylmethyl)-1,9-dioxo-  4-triphenylmethoxy-1,5-heptad      iene 6-(trimethylsiloxy)-2-cis,6-heptadienyl]-4-trimethylsiloxy 20-nor-2-      nor-5-cis-13-trans-17-trans prostatriene   cyclopent-2-en-1-one 611      1-trans-iodo-4-methyl- 2-[7-methoxy-7-methoxycarbonyl- dl-11a,16-dihydrox      y-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-methyl-  4-trimethylsilyl      oxy-1,5-heptadiene 6-(trimethylsiloxy)-2-cis,6-heptadienyl]-4-trimethylsi      loxy 20-nor-2-nor-5-cis-13-trans-17-trans prostatriene   cyclopent-2-en-1      -one 612 1-trans-iodo- 2-[7-methoxy-7-methoxycarbonyl- dl-11a,16-dihydrox      y-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  4-triphenylmethoxy-1,5-oct      adiene 6-(trimethylsiloxy)-2-cis,6-heptadienyl]-4-trimethylsiloxy      2-nor-5-cis-13-trans-17-trans prostatriene   cyclopent-2-en-1-one 613      1-trans-iodo-4-methyl- 2-[7-methoxy-7-methoxycarbonyl- dl-11a,16-dihydrox      y-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-methyl-  4-trimethylsilyl      oxy-1,5-octadiene 6-(trimethylsiloxy)-2-cis,6-heptadienyl]-4-trimethylsil      oxy 2-nor-5-cis-13-trans-17-trans prostatriene   cyclopent-2-en-1-one      614 1-trans-iodo- 2-[7-methoxy-7-methoxycarbonyl- dl-11a,16-dihydroxy-1-(      methoxymethoxycarbonylmethyl)-1,9-dioxo-  4-triphenylmethoxy-1,5-nonadien      e 6-(trimethylsiloxy)-2-cis,6-heptadienyl]-4-trimethylsiloxy 20-methyl-2-      nor-5-cis-13-trans-17-trans prostatriene   cyclopent-2-en-1-one 615      1-trans-iodo-4-methyl- 2-[7-methoxy-7-methoxycarbonyl- dl-11a,16-dihydrox      y-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-methyl-  4-trimethylsilyl      oxy-1,5-nonadiene 6-(trimethylsiloxy)-2-cis,6-heptadienyl]-4-trimethylsil      oxy 20-methyl-2-nor-5-cis-13-trans-17-trans prostatriene   cyclopent-2-en      -1-one 616 1-trans-iodo- 2-[7-methoxy-7-methoxycarbonyl- dl-11a,16-dihydr      oxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  4-triphenylmethoxy-1,5-d      ecadiene 6-(trimethylsiloxy)-2-cis,6-heptadienyl]-4-trimethylsiloxy      20-ethyl-2-nor-5-cis-13-trans-17-trans prostatriene   cyclopent-2-en-1-on      e 617 1-trans-iodo-4-methyl- 2-[7-methoxy-7-methoxycarbonyl- dl-11a,16-di      hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-methyl-  4-trimethy      lsilyloxy-1,5-decadiene 6-(trimethylsiloxy)-2-cis,6-heptadienyl]-4-trimet      hylsiloxy 20-ethyl-2-nor-5-cis-13-trans-17-trans prostatriene   cyclopent      -2-en-1-one 618 1-trans-iodo- 2-[8-methoxy-8-methoxycarbonyl- dl-11a,16-d      ihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  4-triphenylmethoxy-      1,5-heptadiene 7-(trimethylsiloxy)-2-cis,7-octadienyl]-4-trimethylsiloxy      20-nor-5-cis-13-trans-17-trans prostatriene   cyclopent-2-en-1-one 619      1-trans-iodo-4-methyl- 2-[8-methoxy-8-methoxycarbonyl- dl-11a,16-dihydrox      y-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-methyl-  4-trimethylsilyl      oxy-1,5-heptadiene 7-(trimethylsiloxy)-2-cis,7-octadienyl]-4-trimethylsil      oxy 20-nor-5-cis-13-trans-17-trans prostatriene   cyclopent-2-en-1-one      620 1-trans-iodo- 2-[8-methoxy-8-methoxycarbonyl- dl-11a,16-dihydroxy-1-(      methoxymethoxycarbonylmethyl)-1,9-dioxo-  4-triphenylmethoxy-1,5-octadien      e 7-(trimethylsiloxy)-2-cis,7-octadienyl]-4-trimethylsiloxy 20-methyl-2-n      or-5-cis-13-trans-17-trans prostatriene   cyclopent-2-en-1-one 621      1-trans-iodo-4-methyl- 2-[8-methoxy-8-methoxycarbonyl- dl-11a,16-dihydrox      y-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-methyl-  4-trimethylsilyl      oxy-1,5-octadiene 7-(trimethylsiloxy)-2-cis,7-octadienyl]-4-trimethylsilo      xy 5-cis-13-trans-17-trans prostatriene   cyclopent-2-en-1-one 622      1-trans-iodo 2-[8-methoxy-8-methoxycarbonyl- dl-11a,16-dihydroxy-1-(metho      xymethoxycarbonylmethyl)-1,9-dioxo-  4-triphenylmethoxy-1,5-nonadiene      7-(trimethylsiloxy)-2-cis,7-octadienyl]-4-trimethylsiloxy 20-methyl-5-cis      -13-trans-17-trans prostatriene   cyclopent-2-en-1-one 623 1-trans-iodo-4      -methyl- 2-[8-methoxy-8-methoxycarbonyl- dl-11a,16-dihydroxy-1-(methoxyme      thoxycarbonylmethyl)-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1,5-nonadi      ene 7-(trimethylsiloxy)-2-cis,7-octadienyl]-4-trimethylsiloxy 20-methyl-5      -cis-13-trans-17-trans prostatriene   cyclopent-2-en-1-one 624 1-trans-io      do- 2-[8-methoxy-8-methoxycarbonyl- dl-11a,16-dihydroxy-1-(methoxymethoxy      carbonylmethyl)-1,9-dioxo-  4-triphenylmethoxy-1,5-decadiene 7-(trimethyl      siloxy)-2-cis,7-octadienyl]-4-trimethylsiloxy 20-ethyl-5-cis-13-trans-17-      trans prostatriene   cyclopent-2-en-1-one 625 1-trans-iodo-4-methyl-      2-[8-methoxy-8-methoxycarbonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarb      onylmethyl)-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1,5-decadiene      7-(trimethylsiloxy)-2-cis,7-octadienyl]-4-trimethylsiloxy 20-ethyl-5-cis-      13-trans-17-trans prostatriene   cyclopent-2-en-1-one 626 1-trans-iodo-      2-[9-methoxy-9-methoxycarbonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarb      onylmethyl)-1,9-dioxo-  4-triphenylmethoxy-1,5-heptadiene 8-(trimethylsil      oxy)-2-cis,8-nonadienyl]-4-trimethylsiloxy 20-nor-2-homo-5-cis-13-trans-1      7-trans prostatriene   cyclopent-2-en-1-one 627 1-trans-iodo-4-methyl-      2-[9-methoxy-9-methoxycarbonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarb      onylmethyl)-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1,5-heptadiene      8-(trimethylsiloxy)-2-cis,8-nonadienyl]-4-trimethylsiloxy 20-nor-2-homo-5      -cis-13-trans-17-trans prostatriene   cyclopent-2-en-1-one 628 1-trans-io      do- 2-[9-methoxy-9-methoxycarbonyl- dl-11a,16-dihydroxy-1-(methoxymethoxy      carbonylmethyl)-1,9-dioxo-  4-triphenylmethoxy-1,5-octadiene 8-(trimethyl      siloxy)-2-cis,8-nonadienyl]-4-trimethylsiloxy 2-homo-5-cis-13-trans-17-tr      ans prostatriene   cyclopent-2-en-1-one 629 1-trans-iodo-4-methyl-      2-[9-methoxy-9-methoxycarbonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarb      onylmethyl)-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1,5-octadiene      8-(trimethylsiloxy)-2-cis,8-nonadienyl]-4-trimethylsiloxy 2-homo-5-cis-13      -trans-17-trans prostatriene   cyclopent-2-en-1-one 630 1-trans-iodo-      2-[9-methoxy-9-methoxycarbonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarb      onylmethyl)-1,9-dioxo-  4-triphenylmethoxy-1,5-nonadiene 8-(trimethylsilo      xy)-2-cis,8-nonadienyl]-4-trimethylsiloxy 20-methyl-2-homo-5-cis-13-trans      -17-trans prostatriene   cyclopent-2-en-1-one 631 1-trans-iodo-4-methyl-      2-[9-methoxy-9-methoxycarbonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarb      onylmethyl)-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1,5-nonadiene      8-(trimethylsiloxy)-2-cis,8-nonadienyl]-4-trimethylsiloxy 20-methyl-2-hom      o-5-cis-13-trans-17-trans prostatriene   cyclopent-2-en-1-one 632      1-trans-iodo- 2-[9-methoxy-9-methoxycarbonyl- dl-11a,16-dihydroxy-1-(meth      oxymethoxycarbonylmethyl)-1,9-dioxo-  4-triphenylmethoxy-1,5-decadiene      8-(trimethylsiloxy)-2-cis,8-nonadienyl]-4-trimethylsiloxy 20-ethyl-2-homo      -5-cis-13-trans-17-trans prostatriene   cyclopent-2-en-1-one 633      1-trans-iodo-4-methyl- 2-[9-methoxy-9-methoxycarbonyl- dl-11a,16-dihydrox      y-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-methyl-  4-trimethylsilyl      oxy-1,5-decadiene 8-(trimethylsiloxy)-2-cis,8-nonadienyl]-4-trimethylsilo      xy 20-ethyl-2-homo-5-cis-13-trans-17-trans prostatriene   cyclopent-2-en-      1-one 634 1-trans-iodo- 2-[8-methoxy-8-methoxycarbonyl- nat-11a,16-dihydr      oxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  4-triphenylmethoxy-1,5-h      eptadiene 7-(trimethylsiloxy)-2-cis,7-octadienyl]-4R-trimethylsiloxy      20-nor-5-cis-13-trans-17-trans prostatriene   cyclopent-2-en-1-one 635      1-trans-iodo-4-methyl- 2-[8-methoxy-8-methoxycarbonyl- nat-11a,16-dihydro      xy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-methyl-  4-trimethylsily      loxy-1,5-heptadiene 7-(trimethylsiloxy)-2-cis,7-nonadienyl]4R-trimethylsi      loxy 20-nor-5-cis-13-trans-17-trans prostatriene   cyclopent-2-en-1-one      636 1-trans-iodo- 2-[8-methoxy-8-methoxycarbonyl- nat-11a,16-dihydroxy-1-      (methoxymethoxycarbonylmethyl)-1,9-dioxo-  4-triphenylmethoxy-1,5-octadie      ne 7-(trimethylsiloxy)-2-cis,7-octadienyl]-4R-trimethylsiloxy 5-cis-13-tr      ans-17-trans prostatriene   cyclopent-2-en-1-one 637 1-trans-iodo-4-methy      l- 2-[8-methoxy-8-methoxycarbonyl- nat-11a,16-dihydroxy-1-(methoxymethoxy      carbonylmethyl)-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1,5-octadiene      7-(trimethylsiloxy)-2-cis,7-octadienyl]-4R-trimethylsiloxy 5-cis-13-trans      -17-trans prostatriene   cyclopent-2-en-1-one 638 1-trans-iodo- 2-[8-meth      oxy-8-methoxycarbonyl- nat-11a,16-dihydroxy-1-(methoxymethoxycarbonylmeth      yl)-1,9-dioxo-  4-triphenylmethoxy-1,5-nonadiene 7-(trimethylsiloxy)-2-ci      s,7-octadienyl]-4R-trimethylsiloxy 20-methyl-5-cis-13-trans-17-trans      prostatriene   cyclopent-2-en-1-one 639 1-trans-iodo-4-methyl- 2-[8-metho      xy-8-methoxycarbonyl- nat-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethy      l)-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1,5-nonadiene 7-(trimethylsi      loxy)-2-cis,7-octadienyl]-4R-trimethylsiloxy 20-methyl-5-cis-13-trans-17-      trans prostatriene   cyclopent-2-en-1-one 640 1-trans-iodo- 2-[8-methoxy-      8-methoxycarbonyl- nat-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-      1,9-dioxo-  4-triphenylmethoxy-1,5-decadiene 7-(trimethylsiloxy)-2-cis,7-      octadienyl]  -4R-trimethylsiloxy 20-ethyl-5-cis-13-trans-17-trans      prostatriene   cyclopent-2-en-1-one 641 1-trans-iodo-4-methyl- 2-[8-metho      xy-8-methoxycarbonyl- nat-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethy      l)-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1,5-decadiene 7-(trimethylsi      loxy)-2-cis,7-octadienyl]-4R-trimethylsiloxy 20-ethyl-5-cis-13-trans-17-t      rans prostatriene   cyclopent-2-en-1-one        EXAMPLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE2 SERIES        642 1-trans-iodo- 2-[7-methoxy-7-methoxycabonyl- dl-16-hydroxy-1-(metho      xymethoxycarbonylmethyl)-1,9-dioxo-  4-triphenylmethoxy-1,5-heptadiene      6-(trimethylsiloxy)-2-cis,6-heptadienyl] 20-nor-2-nor-5-cis-13-trans-17-t      rans prostatriene   cyclopent-2-en-1-one 643 1-trans-iodo-4-methyl-      2-[7-methoxy-7-methoxycabonyl- dl-16-hydroxy-1-(methoxymethoxycarbonylmet      hyl)-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1,5-heptadiene 6-(trimethy      lsiloxy)-2-cis,6-heptadienyl] 20-nor-2-nor-5-cis-13-trans-17-trans      prostatriene   cyclopent-2-en-1-one 644 1-trans-iodo- 2-[7-methoxy-7-meth      oxycabonyl- dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      4-triphenylmethoxy-1,5-octadiene 6-(trimethylsiloxy)-2-cis,6-heptadienyl]       2-nor-5-cis-13-trans-17-trans prostatriene   cyclopent-2-en-1-one 645      1-trans-iodo-4-methyl- 2-[7-methoxy-7-methoxycabonyl- dl-16-hydroxy-1-(me      thoxymethoxycarbonylmethyl)-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1,5      -octadiene 6-(trimethylsiloxy)-2-cis,6-heptadienyl] 2-nor-5-cis-13-trans-      17-trans prostatriene   cyclopent-2-en-1-one 646 1-trans-iodo- 2-[7-metho      xy-7-methoxycabonyl- dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-d      ioxo-  4-triphenylmethoxy-1,5-nonadiene 6-(trimethylsiloxy)-2-cis,6-hepta      dienyl] 20-methyl-2-nor-5-cis-13-trans-17-trans prostatriene   cyclopent-      2-en-1-one 647 1-trans-iodo-4-methyl- 2-[7-methoxy-7-methoxycabonyl-      dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-methyl-      4-trimethylsilyloxy-1,5-nonadiene 6-(trimethylsiloxy)-2-cis,6-heptadienyl      ] 20-methyl-2-nor-5-cis-13-trans-17-trans prostatriene   cyclopent-2-en-1      -one648 1-trans-iodo- 2-[7-methoxy-7-methoxycarbonyl- dl-16-hydroxy-1-(me      thoxymethoxycarbonylmethyl)-1,9-dioxo-  4-triphenylmethoxy-1,5-decadiene      6-(trimethylsiloxy)-2-cis,6-heptadienyl] 20-ethyl-2-nor-5-cis-13-trans-17      -trans prostatriene   cyclopent-2-en-1-one 649 1-trans-iodo-methyl-      2-[7-methoxy-7-methoxycabonyl- dl-16-hydroxy-1-(methoxymethoxycarbonylmet      hyl)-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1,5-decadiene 6-(trimethyl      siloxy)-2-cis,6-heptadienyl] 20-ethyl-2-nor-5-cis-13-trans-17-trans      prostatriene   cyclopent-2-en-1-one 650 1-trans-iodo- 2-[8-methoxy-8-meth      oxycarbonyl- dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      4-triphenylmethoxy-1,5-heptadiene 7-(trimethylsiloxy)-2-cis,7-octadienyl]       20-nor-5-cis-13-trans-17-trans prostatriene   cyclopent-2-en-1-one 651      1-trans-iodo-4-methyl- 2-[8-methoxy-8-methoxycarbonyl- dl-16-hydroxy-1-(m      ethoxymethoxycarbonylmethyl)-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1,      5-heptadiene 7-(trimethylsiloxy)-2-cis,7-octadienyl] 20-nor-5-cis-13-tran      s-17-trans prostatriene   cyclopent-2-en-1-one 652 1-trans-iodo-      2-[8-methoxy-8-methoxycarbonyl- dl-16-hydroxy-1-(methoxymethoxycarbonylme      thyl)-1,9-dioxo-  4-triphenylmethoxy-1,5-octadiene 7-(trimethylsiloxy)-2-      cis,7-octadienyl] 5-cis-13-trans-17-trans prostatriene   cyclopent-2-en-1      -one 653 1-trans-iodo-4-methyl- 2-[8-methoxy-8-methoxycarbonyl- dl-16-hyd      roxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-methyl-  4-trimethylsi      lyloxy-1,5-octadiene 7-(trimethylsiloxy)-2-cis,7-octadienyl] 5-cis-13-tra      ns-17-trans prostatriene   cyclopent-2-en-1-one 654 1-trans-iodo-      2-[8-methoxy-8-methoxycarbonyl- dl-16-hydroxy-1-(methoxymethoxycarbonylme      thyl)-1,9-dioxo-  4-triphenylmethoxy-1,5-nonadiene 7-(trimethylsiloxy)-2-      cis,7-octadienyl]   20-methyl-5-cis-13-trans-17-trans prostatriene      cyclopent-2-en-1-one 655 1-trans-iodo-4-methyl- 2-[8-methoxy-8-methoxycar      bonyl- dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-methyl      -  4-trimethylsilyloxy-1,5-nonadiene 7-(trimethylsiloxy)-2-cis,7-octadien      yl] 20-methyl-5-cis-13-trans-17-trans prostatriene   cyclopent-2-en-1-one       656 1-trans-iodo- 2-[8-methoxy-8-methoxycarbonyl- dl-16-hydroxy-1-(metho      xymethoxycarbonylmethyl)-1,9-dioxo-  4-triphenylmethoxy-1,5-decadiene      7-(trimethylsiloxy)-2-cis,7-octadienyl] 20-ethyl-5-cis-13-trans-17-trans      prostatriene   cyclopent-2-en-1-one 657 1-trans-iodo-4-methyl- 2-[8-metho      xy-8-methoxycarbonyl- dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-      dioxo-16-methyl-  4-trimethylsilyloxy-1,5-decadiene 7-(trimethylsiloxy)-2      -cis,7-octadienyl] 20-ethyl-5-cis-13-trans-17-trans prostatriene      cyclopent-2-en-1-one 658 1-trans-iodo- 2-[9-methoxy-9-methoxycarbonyl-      dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  4-triphenylmet      hoxy-1,5-heptadiene 8-(trimethylsiloxy)-2-cis,8-nonadienyl] 20-nor-2-homo      -5-cis-13-trans-17-trans prostatriene   cyclopent-2-en-1-one 659      1-trans-iodo-4-methyl- 2-[9-methoxy-9-methoxycarbonyl- dl-16-hydroxy-1-(m      ethoxymethoxycarbonylmethyl)-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1,      5-heptadiene 8-(trimethylsiloxy)-2-cis,8-nonadienyl] 20-nor-2-homo-5-cis-      13-trans-17-trans prostatriene   cyclopent-2-en-1-one 660 1-trans-iodo-      2-[9-methoxy-9-methoxycarbonyl- dl-16-hydroxy-1-(methoxymethoxycarbonylme      thyl)-1,9-dioxo-  4-triphenylmethoxy-1,5-octadiene 8-(trimethylsiloxy)-2-      cis,8-nonadienyl] 2-homo-5-cis-13-trans-17-trans prostatriene   cyclopent      -2-en-1-one 661 1-trans-iodo-4-methyl- 2-[9-methoxy-9-methoxycarbonyl-      dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-methyl-      4-trimethylsilyloxy-1,5-ocdtadiene 8-(trimethylsiloxy)-2-cis,8-nonadienyl      ] 2-homo-5-cis-13-trans-17-trans prostatriene   cyclopent-2-en-1-one 662      1-trans-iodo- 2-[9-methoxy-9-methoxycarbonyl- dl-16-hydroxy-1-(methoxymet      hoxycarbonylmethyl)-1,9-dioxo-  4-triphenylmethoxy-1,5-nonadiene      8-(trimethylsiloxy)-2-cis,8-nonadienyl] 20-methyl-2-homo-5-cis-13-trans-1      7-trans prostatriene   cyclopent-2-en-1-one 663 1-trans-iodo-4-methyl-      2-[9-methoxy-9-methoxycarbonyl- dl-16-hydroxy-1-(methoxymethoxycarbonylme      thyl)-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1,5-nonadiene 8-(trimethy      lsiloxy)-2-cis,8-nonadienyl] 20-methyl-2-homo-5-cis-13-trans-17-trans      prostatriene   cyclopent-2-en-1-one 664 1-trans-iodo- 2-[9-methoxy-9-meth      oxycarbonyl- dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      4-triphenylmethoxy-1,5-decadiene 8-(trimethylsiloxy)-2-cis,8-nonadienyl]      20-ethyl-2-homo-5-cis-13-trans-17-trans prostatriene   cyclopent-2-en-1-o      ne 665 1-trans-iodo-4-methyl- 2-[9-methoxy-9-methoxycarbonyl- dl-16-hydro      xy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-methyl-  4-trimethylsily      loxy-1,5-decadiene 8-(trimethylsiloxy)-2-cis,8-nonadienyl] 20-ethyl-2-hom      o-5-cis-13-trans-17-trans prostatriene   cyclopent-2-en-1-one

    TABLE XIII       EX-    AM- PLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      PGE1 SERIES       1 1-trans-iodo- 2-[7-methoxy-7-methoxycabonyl- dl-11a,15a-dihydroxy-1-(m      ethoxymethoxycarbonylmethyl)-1,9-dioxo-  3-triphenylmethoxy-1-heptene      6-(trimethylsiloxy)-6-heptenyl]-4-trimethylsiloxy 20-nor-2-nor-13-trans      prostene   cyclopent-2-en-1-one       2 1-trans-iodo-3-methyl- 2-[7-methoxy-7-methoxycabonyl- dl-11a,15a-dihyd      roxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-15-  3-trimethylsilyloxy-      1-heptene 6-(trimethylsiloxy)-6-heptenyl]-4-trimethylsiloxy methyl-      cyclopent-2-en-1-one 20-nor-2-nor-13-trans prostene       3 1-trans-iodo-4,4-dimethyl 2-[7-methoxy-7-methoxycabonyl- dl-11a,15a-di      hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  3-trimethylsilyloxy-      1-heptene 6-(trimethylsiloxy)-6-heptenyl]-4-trimethylsiloxy 16,16-dimethy      l-20-nor-2-nor-13-trans prostene   cyclopent-2-en-1-one       4 1-trans-iodo-5,5-dimethyl 2-[7-methoxy-7-methoxycabonyl- dl-11a,15a-di      hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  3-triphenylmethoxy-1      -octene 6-(trimethylsiloxy)-6-heptenyl]-4-trimethylsiloxy 17,17-dimethyl-      2-nor-13-trans prostene   cyclopent-2-en-1-one  5 1-trans-iodo-4-methyl      2-[7-methoxy-7-methoxycabonyl- dl-11a,15a-dihydroxy-1-(methoxymethoxycarb      onylmethyl)-1,9-dioxo-  3-triphenylmethoxy-1-octene 6-(trimethylsiloxy)-6      -heptenyl]-4-trimethylsiloxy 16-methyl-2-nor-13-trans prostene      cyclopent-2-en-1-one       6 1-trans-iodo-4,4-trimethylene 2-[7-methoxy-7-methoxycabonyl- dl-11a,15      a-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  3-trimethylsilyl      oxy-1-heptene 6-(trimethylsiloxy)-6-heptenyl]-4-trimethylsiloxy 16,16-tri      methylene-20-nor-2-nor-13-trans prostene   cyclopent-2-en-1-one  7      1-trans-tri-n-butylstannyl-3-vinyl- 2-[7-methoxy-7-methoxycabonyl-      dl-11a,15a-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-15-vinyl-        3-trimethylsilyloxy-1-heptene 6-(trimethylsiloxy)-6-heptenyl]-4-trimeth      ylsiloxy 20-nor-2-nor-13-trans prostene   cyclopent-2-en-1-one  8      1-trans-tri-n-butylstannyl-4-phenoxy- 2-[7-methoxy-7-methoxycabonyl-      dl-11a,15a-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      3-triethylsilyloxy-1-butene 6-(trimethylsiloxy)-6-heptenyl]-4-trimethylsi      loxy 16-phenoxy-2-nor-17-20-tetranor-13-trans prostene   cyclopent-2-en-1      -one       9 1-trans-tri-n-butylstannyl-4-(p-fluorophenoxy) 2-[7-methoxy-7-methoxyc      abonyl- dl-11a,15a-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-       3-triethylsilyloxy-1-butene 6-(trimethylsiloxy)-6-heptenyl]-4-trimethyls      iloxy 16-(p-fluorophenoxy)-2-nor-17-20-tetranor-13-trans prostene      cyclopent-2-en-1-one  10 1-trans-tri-n-butylstannyl-4-(m-chlorophenoxy)      2-[7-methoxy-7-methoxycabonyl- dl-11a,15a-dihydroxy-1-(methoxymethoxycarb      onylmethyl)-1,9-dioxo-  3-triethylsilyloxy-1-butene 6-(trimethylsiloxy)-6      -heptenyl]-4-trimethylsiloxy 16-(m-chlorophenoxy)-2-nor-17-20-tetranor-13      -trans prostene   cyclopent-2-en-1-one       11 1-trans-tri-n-butylstannyl-4-(m-trifluoromethylphenoxy) 2-[7-methoxy-      7-methoxycabonyl- dl-11a,15a-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1      ,9-dioxo-  3-triethylsilyloxy-1-butene 6-(trimethylsiloxy)-6-heptenyl]-4-      trimethylsiloxy 16-(m-trifluoromethylphenoxy)-2-nor-17-20-tetranor-13-tra      ns prostene   cyclopent-2-en-1-one       12 1-trans-iodo-5-phenyl 2-[7-methoxy-7-methoxycabonyl- dl-11a,15a-dihyd      roxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  3-triethylsilyloxy-1-pe      ntene 6-(trimethylsiloxy)-6-heptenyl]-4-trimethylsiloxy 17-phenyl-2-nor-1      8-20-trinor-13-trans prostene   cyclopent-2-en-1-one       13 1-trans-iodo-4,4-dimethyl-5-phenyl 2-[7-methoxy-7-methoxycabonyl-      dl-11a,15a-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      3-triethylsilyloxy-1-pentene 6-(trimethylsiloxy)-6-heptenyl]-4-trimethyls      iloxy 16,16-dimethyl-17-phenyl-2-nor-18-20-trinor-13-trans prostene      cyclopent-2-en-1-one       14 1-trans-iodo-4-cyclopentyl 2-[7-methoxy-7-methoxycabonyl- dl-11a,15a-      dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  3-triphenylmethoxy      -1-butene 6-(trimethylsiloxy)-6-heptenyl]-4-trimethylsiloxy 16-cyclopenty      l-2-nor-17-20-tetranor-13-trans prostene   cyclopent-2-en-1-one  15      1-trans-iodo-4-cyclohexyl 2-[7-methoxy-7-methoxycabonyl- dl-11a,15a-dihyd      roxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  3-triphenylmethoxy-1-bu      tene 6-(trimethylsiloxy)-6-heptenyl]-4-trimethylsiloxy 16-cyclohexyl-2-no      r-17-20-tetranor-13-trans prostene   cyclopent-2-en-1-one       16 1-trans-iodo- 2-[7-methoxy-7-methoxycabonyl- dl-11a,16-dihydroxy-1-(m      ethoxymethoxycarbonylmethyl)-1,9-dioxo-  4-triphenylmethoxy-1-heptene      6-(trimethylsiloxy)-6-heptenyl]-4-trimethylsiloxy 20-nor-2-nor-13-trans      prostene   cyclopent-2-en-1-one        EX- AMP- PLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      PGE1 SERIES       17 1-trans-tri-n-butylstannyl-4-methyl- 2-[7-methoxy-7-methoxycabonyl-      dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-methyl-        4-trimethylsilyloxy-1-heptene 6-(trimethylsiloxy)-6-heptenyl]-4-trimeth      ylsiloxy 20-nor-2-nor-13-trans prostene   cyclopent-2-en-1-one         18 1-trans-tri-n-butylstannyl-4-ethyl- 2-[7-methoxy-7-methoxycabonyl-      dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-ethyl-       4-trimethylsilyloxy-1-octene 6-(trimethylsiloxy)-6-heptenyl]-4-trimethyl      siloxy 2-nor-13-trans prostene   cyclopent-2-en-1-one       19 1-trans-tri-n-butylstannyl-5-methyl- 2-[7-methoxy-7-methoxycabonyl-      dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      4-trimethylsilyloxy-1-heptene 6-(trimethylsiloxy)-6-heptenyl]-4-trimethyl      siloxy 17-methyl-20-nor-2-nor-13-trans prostene   cyclopent-2-en-1-one        EX- AM- PLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      PGE1 SERIES       20 1-trans-iodo-5,5-dimethyl 2-[7-methoxy-7-methoxycabonyl-dl-11a,16-dih      ydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  4-trimethylsilyloxy-1      -octene 6-(trimethylsiloxy)-6-heptenyl]-4-trimethylsiloxy 17,17-dimethyl-      2-nor-13-trans prostene   cyclopent-2-en-1-one        EX- AM- PLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES         21 1-trans-tri-n-butylstannyl-4-vinyl- 2-[7-methoxy-7-methoxycabonyl-      dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-vinyl-       4-trimethylsilyloxy-1-heptene 6-(trimethylsiloxy)-6-heptenyl]-4-trimethy      lsiloxy 20-nor-2-nor-13-trans prostene   cyclopent-2-en-1-one       221-trans-tri-n-butylstannyl-4-cyclopropyl- 2-[7-methoxy-7-methoxycabony      l- dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-cycl      opropyl-   4-trimethylsilyloxy-1-octene 6-(trimethylsiloxy)-6-heptenyl]-4      -trimethylsiloxy 2-nor-13-trans prostene   cyclopent-2-en-1-one  23      1-trans-tri-n-butylstannyl-4-trimethylsilylethynyl- 2-[7-methoxy-7-methox      ycabonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      16-ethynyl-  4-trimethylsilyloxy-1-heptene 6-(trimethylsiloxy)-6-heptenyl      ]-4-trimethylsiloxy 20-nor-2-nor-13-trans prostene   cyclopent-2-en-1-one       24 1-trans-tri-n-butylstannyl-5-methylene 2-[7-methoxy-7-methoxycabonyl-       dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      4-triethylsilyloxy-1-heptene 6-(trimethylsiloxy)-6-heptenyl]-4-trimethyls      iloxy 17-methylene-20-nor-2-nor-13-trans prostene   cyclopent-2-en-1-one       25 1-trans-tri-n-butylstannyl-4-methyl-5-methylene 2-[7-methoxy-7-methoxy      cabonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-1      6-methyl-  4-trimethylsilyloxy-1-heptene 6-(trimethylsiloxy)-6-heptenyl]-      4-trimethylsiloxy 17-methylene-20-nor-2-nor-13-trans prostene   cyclopent      -2-en-1-one       26 1-trans-tri-n-butylstannyl-4-dimethoxymethyl- 2-[7-methoxy-7-methoxyc      abonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16      -formyl-  4-trimethylsilyloxy-1-heptene 6-(trimethylsiloxy)-6-heptenyl]-4      -trimethylsiloxy 20-nor-2-nor-13-trans prostene   cyclopent-2-en-1-one      27 1-trans-tri-n-butylstannyl-4-fluoromethyl- 2-[7-methoxy-7-methoxycabon      yl- dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-      4-trimethylsilyloxy-1-heptene 6-(trimethylsiloxy)-6-heptenyl]-4-trimethyl      siloxy fluoromethyl-   cyclopent-2-en-1-one 20-nor-2-nor-13-trans      prostene       28 1-trans-tri-n-butylstannyl-4-difluoromethyl- 2-[7-methoxy-7-methoxyca      bonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-        4-trimethylsilyloxy-1-heptene 6-(trimethylsiloxy)-6-heptenyl]-4-trimeth      ylsiloxy difluoromethyl-   cyclopent-2-en-1-one 20-nor-2-nor-13-trans      prostene       29 1-trans-tri-n-butylstannyl-4-trifluoromethyl- 2-[7-methoxy-7-methoxyc      abonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16      -  4-trimethylsilyloxy-1-heptene 6-(trimethylsiloxy)-6-heptenyl]-4-trimet      hylsiloxy trifluoromethyl-   cyclopent-2-en-1-one 20-nor-2-nor-13-trans      prostene       30 1-trans-tri-n-butylstannyl-4-chloromethyl- 2-[7-methoxy-7-methoxycabo      nyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-ch      loromethyl-  4-trimethylsilyloxy-1-heptene 6-(trimethylsiloxy)-6-heptenyl      ]-4-trimethylsiloxy 20-nor-2-nor-13-trans prostene   cyclopent-2-en-1-one       31 1-trans-tri-n-butylstannyl-4-trimethylsilyloxymethyl- 2-[7-methoxy-7-      methoxycabonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-      dioxo-16-  4-trimethylsilyloxy-1-heptene 6-(trimethylsiloxy)-6-heptenyl]-      4-trimethylsiloxy hydroxymethyl-   cyclopent-2-en-1-one 20-nor-2-nor-13-t      rans prostene        EX- AM- PLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      PGE1 SERIES         32 1-trans-iodo-4-methyl-7-chloro 2-[7-methoxy-7-methoxycabonyl-      dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-methyl-        4-trimethylsilyloxy-1-heptene 6-(trimethylsiloxy)-6-heptenyl]-4-trimeth      ylsiloxy 19-chloro-2-nor-20-nor-13-trans prostene   cyclopent-2-en-1-one       33 1-trans-iodo- 2-[7-methoxy-7-methoxycabonyl- dl-11a,15a-dihydroxy-1-(m      ethoxymethoxycarbonylmethyl)-1,9-dioxo-  3-triphenylmethoxy-1-octene      6-(trimethylsiloxy)-6-heptenyl]-4-trimethylsiloxy 2-nor-13-trans      prostene   cyclopent-2-en-1-one       34 1-trans-iodo-3-methyl- 2-[7-methoxy-7-methoxycabonyl- dl-11a,15a-dihy      droxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-15-methyl-  3-trimethyls      ilyloxy-1-octene 6-(trimethylsiloxy)-6-heptenyl]-4-trimethylsiloxy      2-nor-13-trans prostene   cyclopent-2-en-1-one       35 1-trans-iodo-4,4-dimethyl 2-[7-methoxy-7-methoxycabonyl- dl-11a,15a-d      ihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  3-trimethylsilyloxy      -1-octene 6-(trimethylsiloxy)-6-heptenyl]-4-trimethylsiloxy 16,16-dimethy      l-2-nor-13-trans prostene   cyclopent-2-en-1-one       36 1-trans-iodo-4,4-trimethylene 2-[7-methoxy-7-methoxycabonyl-      dl-11a,15a-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      3-trimethylsilyloxy-1-octene 6-(trimethylsiloxy)-6-heptenyl]-4-trimethyls      iloxy 16,16-trimethylene-2-nor-13-trans prostene   cyclopent-2-en-1-one        EX- AM- PLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES         37 1-trans-tri-n-butylstannyl-3-vinyl- 2-[7-methoxy-7-methoxycabonyl-      dl-11a,15a-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-15-vinyl-        3-trimethylsilyloxy-1-octene 6-(trimethylsiloxy)-6-heptenyl]-4-trimethy      lsiloxy 2-nor-13-trans prostene   cyclopent-2-en-1-one        EX- AM- PLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      PGE1 SERIES       38 1-trans-iodo- 2-[7-methoxy-7-methoxycabonyl- dl-11a,16-dihydroxy-1-(m      ethoxymethoxycarbonylmethyl)-1,9-dioxo-  4-triphenylmethoxy-1-octene      6-(trimethylsiloxy)-6-heptenyl]-4-trimethylsiloxy 2-nor-13-trans      prostene   cyclopent-2-en-1-one        EX- AM- PLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES       39 1-trans-tri-n-butylstannyl-4-methyl- 2-[7-methoxy-7-methoxycabonyl-      dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-methyl-        4-trimethylsilyloxy-1-octene 6-(trimethylsiloxy)-6-heptenyl]-4-trimethy      lsiloxy 2-nor-13-trans prostene   cyclopent-2-en-1-one       40 1-trans-tri-n-butylstannyl-5-methyl- 2-[7-methoxy-7-methoxycabonyl-      dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      4-trimethylsilyloxy-1-octene 6-(trimethylsiloxy)-6-heptenyl]-4-trimethyls      iloxy 17-methyl-2-nor-13-trans prostene   cyclopent-2-en-1-one  41      1-trans-tri-n-butylstannyl-4-vinyl- 2-[7-methoxy-7-methoxycabonyl-      dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-vinyl-       4-trimethylsilyloxy-1-octene 6-(trimethylsiloxy)-6-heptenyl]-4-trimethyl      siloxy 2-nor-13-trans prostene   cyclopent-2-en-1-one       42 1-trans-tri-n-butylstannyl-4-trimethylsilylethynyl- 2-[7-methoxy-7-me      thoxycabonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-di      oxo-16-ethynyl-  4-trimethylsilyloxy-1-octene 6-(trimethylsiloxy)-6-hepte      nyl]-4-trimethylsiloxy 2-nor-13-trans prostene   cyclopent-2-en-1-one      43 1-trans-tri-n-butylstannyl-5-methylene 2-[7-methoxy-7-methoxycabonyl-      dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      4-triethylsilyloxy-1-octene 6-(trimethylsiloxy)-6-heptenyl]-4-trimethylsi      loxy 17-methylene-2-nor-13-trans prostene   cyclopent-2-en-1-one  44      1-trans-tri-n-butylstannyl-4-methyl-5-methylene 2-[7-methoxy-7-methoxycab      onyl-dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-me      thyl-  4-trimethylsilyloxy-1-octene 6-(trimethylsiloxy)-6-heptenyl]-4-tri      methylsiloxy 17-methylene-2-nor-13-trans prostene   cyclopent-2-en-1-one       45 1-trans-tri-n-butylstannyl-4-dimethoxymethyl- 2-[7-methoxy-7-methoxyca      bonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-      formyl-  4-trimethylsilyloxy-1-octene 6-(trimethylsiloxy)-6-heptenyl]-4-t      rimethylsiloxy 2-nor-13-trans prostene   cyclopent-2-en-1-one  46      1-trans-tri-n-butylstannyl-4-fluoromethyl- 2-[7-methoxy-7-methoxycabonyl-       dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-      4-trimethylsilyloxy-1-octene 6-(trimethylsiloxy)-6-heptenyl]-4-trimethyls      iloxy fluoromethyl-   cyclopent-2-en-1-one 2-nor-13-trans prostene  47      1-trans-tri-n-butylstannyl-4-difluoromethyl- 2-[7-methoxy-7-methoxycabony      l- dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-      4-trimethylsilyloxy-1-octene 6-(trimethylsiloxy)-6-heptenyl]-4-trimethyls      iloxy difluoromethyl-   cyclopent-2-en-1-one 2-nor-13-trans prostene  48      1-trans-tri-n-butylstannyl-4-trifluoromethyl- 2-[7-methoxy-7-methoxycabon      yl- dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16      4-trimethylsilyloxy-1-octene 6-(trimethylsiloxy)-6-heptenyl]-4-trimethyls      iloxy trifluoromethyl-   cyclopent-2-en-1-one 2-nor-13-trans prostene      49 1-trans-tri-n-butylstannyl-4-chloromethyl- 2-[7-methoxy-7-methoxycabon      yl- dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-chl      oromethyl-  4-trimethylsilyloxy-1-octene 6-(trimethylsiloxy)-6-heptenyl]-      4-trimethylsiloxy 2-nor-13-trans prostene   cyclopent-2-en-1-one  50      1-trans-tri-n-butylstannyl-4-trimethylsilyloxymethyl- 2-[7-methoxy-7-meth      oxycabonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-diox      o-16-  4-trimethylsilyloxy-1-octene 6-(trimethylsiloxy)-6-heptenyl]-4-tri      methylsiloxy hydroxymethyl-   cyclopent-2-en-1-one 2-nor-13-trans      prostene        EX- AM- PLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      PGE1 SERIES       51 1-trans-iodo- 2-[7-methoxy-7-methoxycabonyl- dl-11a,15a-dihydroxy-1-(      methoxymethoxycarbonylmethyl)-1,9-dioxo-  3-triphenylmethoxy-1-nonene      6-(trimethylsiloxy)-6-heptenyl]-4-trimethylsiloxy 20-methyl-2-nor-13-tran      s prostene   cyclopent-2-en-1-one       52 1-trans-iodo-3-methyl- 2-[7-methoxy-7-methoxycabonyl- dl-11a,15a-dihy      droxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-15-methyl-  3-trimethyls      ilyloxy-1-nonene 6-(trimethylsiloxy)-6-heptenyl]-4-trimethylsiloxy      20-methyl-2-nor-13-trans prostene   cyclopent-2-en-1-one       53 1-trans-iodo-4,4-dimethyl 2-[7-methoxy-7-methoxycabonyl- dl-11a,15a-d      ihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  3-trimethylsilyloxy      -1-nonene 6-(trimethylsiloxy)-6-heptenyl]-4-trimethylsiloxy 16,16-dimethy      l-20-methyl-2-nor-13-trans prostene   cyclopent-2-en-1-one       54 1-trans-iodo-4,4-trimethylene 2-[7-methoxy-7-methoxycabonyl-      dl-11a,15a-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      3-trimethylsilyloxy-1-nonene 6-(trimethylsiloxy)-6-heptenyl]-4-trimethyls      iloxy 16,16-trimethylene-20-methyl-2-nor-13-trans prostene   cyclopent-2-      en-1-one        EX- AM- PLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES         55 1-trans-tri-n-butylstannyl-3-vinyl- 2-[7-methoxy-7-methoxycabonyl-      dl-11a,15a-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-15-vinyl-        3-trimethylsilyloxy-1-nonene 6-(trimethylsiloxy)-6-heptenyl]-4-trimethy      lsiloxy 20-methyl-2-nor-13-trans prostene   cyclopent-2-en-1-one        EX- AM- PLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      PGE1 SERIES       56 1-trans-iodo- 2-[7-methoxy-7-methoxycabonyl- dl-11a,16-dihydroxy-1-(m      ethoxymethoxycarbonylmethyl)-1,9-dioxo-  4-triphenylmethoxy-1-nonene      6-(trimethylsiloxy)-6-heptenyl]-4-trimethylsiloxy 20-methyl-2-nor-13-tran      s prostene   cyclopent-2-en-1-one        EX- AM- PLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES       57 1-trans-tri-n-butylstannyl-4-methyl- 2-[7-methoxy-7-methoxycabonyl-      dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-methyl-        4-trimethylsilyloxy-1-nonene 6-(trimethylsiloxy)-6-heptenyl]-4-trimethy      lsiloxy 20-methyl-2-nor-13-trans prostene   cyclopent-2-en-1-one  58      1-trans-tri-n-butylstannyl-5-methyl 2-[7-methoxy-7-methoxycabonyl-      dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      4-trimethylsilyloxy-1-nonene 6-(trimethylsiloxy)-6-heptenyl]-4-trimethyls      iloxy 17-methyl-20-methyl-2-nor-13-trans prostene   cyclopent-2-en-1-one       59 1-trans-tri-n-butylstannyl-4-vinyl- 2-[7-methoxy-7-methoxycabonyl-      dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-vinyl-       4-trimethylsilyloxy-1-nonene 6-(trimethylsiloxy)-6-heptenyl]-4-trimethyl      siloxy 20-methyl-2-nor-13-trans prostene   cyclopent-2-en-1-one  60      1-trans-tri-n-butylstannyl-4-trimethylsilylethynyl- 2-[7-methoxy-7-methox      ycabonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      16-ethynyl-  4-trimethylsilyloxy-1-nonene 6-(trimethylsiloxy)-6-heptenyl]      -4-trimethylsiloxy 20-methyl-2-nor-13-trans prostene   cyclopent-2-en-1-o      ne       61 1-trans-tri-n-butylstannyl-5-methylene 2-[7-methoxy-7-methoxycabonyl-       dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      4-triethylsilyloxy-1-nonene 6-(trimethylsiloxy)-6-heptenyl]-4-trimethylsi      loxy 17-methylene-20-methyl-2-nor-13-trans prostene   cyclopent-2-en-1-on      e       62 1-trans-tri-n-butylstannyl-4-methyl-5-methylene 2-[7-methoxy-7-methox      ycabonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      16-methyl-  4-trimethylsilyloxy-1-nonene 6-(trimethylsiloxy)-6-heptenyl]-      4-trimethylsiloxy 17-methylene-20-methyl-2-nor-13-trans prostene      cyclopent-2-en-1-one  63 1-trans-tri-n-butylstannyl-4-dimethoxymethyl-      2-[7-methoxy-7-methoxycabonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarbo      nylmethyl)-1,9-dioxo-16-formyl-  4-trimethylsilyloxy-1-nonene 6-(trimethy      lsiloxy)-6-heptenyl]-4-trimethylsiloxy 20-methyl-2-nor-13-trans prostene        cyclopent-2-en-1-one  64 1-trans-tri-n-butylstannyl-4-fluoromethyl-      2-[7-methoxy-7-methoxycabonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarbo      nylmethyl)-1,9-dioxo-16-fluoromethyl-  4-trimethylsilyloxy-1-nonene      6-(trimethylsiloxy)-6-heptenyl]-4-trimethylsiloxy 20-methyl-2-nor-13-tran      s prostene   cyclopent-2-en-1-one       65 1-trans-tri-n-butylstannyl-4-difluoromethyl- 2-[7-methoxy-7-methoxyca      bonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-        4-trimethylsilyloxy-1-nonene 6-(trimethylsiloxy)-6-heptenyl]-4-trimethy      lsiloxy difluoromethyl-   cyclopent-2-en-1-one 20-methyl-2-nor-13-trans      prostene       66 1-trans-tri-n-butylstannyl-4-trifluoromethyl- 2-[7-methoxy-7-methoxyc      abonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16      -  4-trimethylsilyloxy-1-nonene 6-(trimethylsiloxy)-6-heptenyl]-4-trimeth      ylsiloxy trifluoromethyl-   cyclopent-2-en-1-one 20-methyl-2-nor-13-trans       prostene       67 1-trans-tri-n-butylstannyl-4-chloromethyl- 2-[7-methoxy-7-methoxycabo      nyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-      4-trimethylsilyloxy-1-nonene 6-(trimethylsiloxy)-6-heptenyl]-4-trimethyls      iloxy chloromethyl-   cyclopent-2-en-1-one 20-methyl-2-nor-13-trans      prostene  68 1-trans-tri-n-butylstannyl-4-trimethylsilyloxymethyl-      2-[7-methoxy-7-methoxycabonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarbo      nylmethyl)-1,9-dioxo-16-  4-trimethylsilyloxy-1-nonene 6-(trimethylsiloxy      )-6-heptenyl]-4-trimethylsiloxy hydroxymethyl-   cyclopent-2-en-1-one      20-methyl-2-nor-13-trans prostene        EX- AM- PLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      PGE1 SERIES       69 1-trans-iodo- 2-[7-methoxy-7-methoxycabonyl- dl-11a,15a-dihydroxy-1-(      methoxymethoxycarbonylmethyl)-1,9-dioxo-  3-triphenylmethoxy-1-decene      6-(trimethylsiloxy)-6-heptenyl]-4-trimethylsiloxy 20-ethyl-2-nor-13-trans       prostene   cyclopent-2-en-1-one       70 1-trans-iodo-3-methyl- 2-[7-methoxy-7-methoxycabonyl- dl-11a,15a-dihy      droxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-15-methyl-  3-trimethyls      ilyloxy-1-decene 6-(trimethylsiloxy)-6-heptenyl]-4-trimethylsiloxy      20-ethyl-2-nor-13-trans prostene   cyclopent-2-en-1-one       71 1-trans-iodo-4,4-dimethyl 2-[7-methoxy-7-methoxycabonyl- dl-11a,15a-d      ihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  3-trimethylsilyloxy      -1-decene 6-(trimethylsiloxy)-6-heptenyl]-4-trimethylsiloxy 16,16-dimethy      l-20-ethyl-2-nor-13-trans prostene   cyclopent-2-en-1-one       72 1-trans-iodo-4,4-trimethylene 2-[7-methoxy-7-methoxycabonyl-      dl-11a,15a-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      3-trimethylsilyloxy-1-decene 6-(trimethylsiloxy)-6-heptenyl]-4-trimethyls      iloxy 16,16-trimethylene-20-ethyl-2-nor-13-trans prostene   cyclopent-2-e      n-1-one        EX- AM- PLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES         73 1-trans-tri-n-butylstannyl-3-vinyl- 2-[7-methoxy-7-methoxycabonyl-      dl-11a,15a-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-15-vinyl-        3-trimethylsilyloxy-1-decene 6-(trimethylsiloxy)-6-heptenyl]-4-trimethy      lsiloxy 20-ethyl-2-nor-13-trans prostene   cyclopent-2-en-1-one        EX- AM- PLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      PGE1 SERIES       74 1-trans-iodo- 2-[7-methoxy-7-methoxycabonyl- dl-11a,16-dihydroxy-1-(m      ethoxymethoxycarbonylmethyl)-1,9-dioxo-  4-triphenylmethoxy-1-decene      6-(trimethylsiloxy)-6-heptenyl]-4-trimethylsiloxy 20-ethyl-2-nor-13-trans       prostene   cyclopent-2-en-1-one        EX- AM- PLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES       75 1-trans-tri-n-butylstannyl-4-methyl- 2-[7-methoxy-7-methoxycabonyl-      dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-methyl-        4-trimethylsilyloxy-1-decene 6-(trimethylsiloxy)-6-heptenyl]-4-trimethy      lsiloxy 20-ethyl-2-nor-13-trans prostene   cyclopent-2-en-1-one  76      1-trans-tri-n-butylstannyl-5-methyl 2-[7-methoxy-7-methoxycabonyl-      dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      4-trimethylsilyloxy-1-decene 6-(trimethylsiloxy)-6-heptenyl]-4-trimethyls      iloxy 17-methyl-20-ethyl-2-nor-13-trans prostene   cyclopent-2-en-1-one      77 1-trans-tri-n-butylstannyl-4-vinyl- 2-[7-methoxy-7-methoxycabonyl-      dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-vinyl-       4-trimethylsilyloxy-1-decene 6-(trimethylsiloxy)-6-heptenyl]-4-trimethyl      siloxy 20-ethyl-2-nor-13-trans prostene   cyclopent-2-en-1-one  78      1-trans-tri-n-butylstannyl-4-trimethylsilylethynyl- 2-[7-methoxy-7-methox      ycabonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      16-ethynyl-  4-trimethylsilyloxy-1-decene 6-(trimethylsiloxy)-6-heptenyl]      -4-trimethylsiloxy 20-ethyl-2-nor-13-trans prostene   cyclopent-2-en-1-on      e       79 1-trans-tri-n-butylstannyl-5-methylene 2-[7-methoxy-7-methoxycabonyl-       dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      4-triethylsilyloxy-1-decene 6-(trimethylsiloxy)-6-heptenyl]-4-trimethylsi      loxy 17-methylene-20-ethyl-2-nor-13-trans prostene   cyclopent-2-en-1-one       80 1-trans-tri-n-butylstannyl-4-methyl-5-methylene 2-[7-methoxy-7-methox      ycabonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      16-methyl-  4-trimethylsilyloxy-1-decene 6-(trimethylsiloxy)-6-heptenyl]-      4-trimethylsiloxy 17-methylene-20-ethyl-2-nor-13-trans prostene      cyclopent-2-en-1-one  81 1-trans-tri-n-butylstannyl-4-dimethoxymethyl-      2-[7-methoxy-7-methoxycabonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarbo      nylmethyl)-1,9-dioxo-16-formyl-  4-trimethylsilyloxy-1-decene 6-(trimethy      lsiloxy)-6-heptenyl]-4-trimethylsiloxy 20-ethyl-2-nor-13-trans prostene       cyclopent-2-en-1-one  82 1-trans-tri-n-butylstannyl-4-fluoromethyl-      2-[7-methoxy-7-methoxycabonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarbo      nylmethyl)-1,9-dioxo-16-fluoromethyl-  4-trimethylsilyloxy-1-decene      6-(trimethylsiloxy)-6-heptenyl]-4-trimethylsiloxy 20-ethyl-2-nor-13-trans       prostene   cyclopent-2-en-1-one       83 1-trans-tri-n-butylstannyl-4-difluoromethyl- 2-[7-methoxy-7-methoxyca      bonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-        4-trimethylsilyloxy-1-decene 6-(trimethylsiloxy)-6-heptenyl]-4-trimethy      lsiloxy difluoromethyl-   cyclopent-2-en-1-one 20-ethyl-2-nor-13-trans      prostene       84 1-trans-tri-n-butylstannyl-4-trifluoromethyl- 2-[7-methoxy-7-methoxyc      abonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16      -  4-trimethylsilyloxy-1-decene 6-(trimethylsiloxy)-6-heptenyl]-4-trimeth      ylsiloxy trifluoromethyl-   cyclopent-2-en-1-one 20-ethyl-2-nor-13-trans      prostene       85 1-trans-tri-n-butylstannyl-4-chloromethyl- 2-[7-methoxy-7-methoxycabo      nyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-ch      loromethyl-  4-trimethylsilyloxy-1-decene 6-(trimethylsiloxy)-6-heptenyl]      -4-trimethylsiloxy 20-ethyl-2-nor-13-trans prostene   cyclopent-2-en-1-on      e       86 1-trans-tri-n-butylstannyl-4-trimethylsilyloxymethyl- 2-[7-methoxy-7-      methoxycabonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-      dioxo-16-hydroxymethyl-  4-trimethylsilyloxy-1-decene 6-(trimethylsiloxy)      -6-heptenyl]-4-trimethylsiloxy 20-ethyl-2-nor-13-trans prostene      cyclopent-2-en-1-one        EX- AM- PLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      PGE1 SERIES       87 1-trans-iodo- 2-[8-methoxy-8-methoxycarbonyl- dl-11a,15a-dihydroxy-1-      (methoxymethoxycarbonylmethyl)-1,9-dioxo-  3-triphenylmethoxy-1-heptene      7-(trimethylsiloxy)-7-octenyl]-4-trimethylsiloxy 20-nor-13-trans      prostene   cyclopent-2-en-1-one       88 1-trans-iodo-3-methyl- 2-[8-methoxy-8-methoxycarbonyl- dl-11a,15a-dih      ydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-15-methyl-  3-trimethyl      silyloxy-1-heptene 7-(trimethylsiloxy)-7-octenyl]-4-trimethylsiloxy      20-nor-13-trans prostene   cyclopent-2-en-1-one       89 1-trans-iodo-4,4-dimethyl 2-[8-methoxy-8-methoxycarbonyl- dl-11a,15a-      dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  3-trimethylsilylox      y-1-heptene 7-(trimethylsiloxy)-7-octenyl]-4-trimethylsiloxy 16,16-dimeth      yl-20-nor-13-trans prostene   cyclopent-2-en-1-one       90 1-trans-iodo-5,5-dimethyl 2-[8-methoxy-8-methoxycarbonyl- dl-11a,15a-      dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  3-triphenylmethoxy      -1-octene 7-(trimethylsiloxy)-7-octenyl]-4-trimethylsiloxy 17,17-dimethyl      -13-trans prostene   cyclopent-2-en-1-one  91 1-trans-iodo-4-methyl      2-[8-methoxy-8-methoxycarbonyl- dl-11a,15a-dihydroxy-1-(methoxymethoxycar      bonylmethyl)-1,9-dioxo-  3-triphenylmethoxy-1-octene 7-(trimethylsiloxy)-      7-octenyl]-4-trimethylsiloxy 16-methyl-13-trans prostene   cyclopent-2-en      -1-one  92 1-trans-iodo-4,4-trimethylene 2-[8-methoxy-8-methoxycarbonyl-      dl-11a,15a-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      3-trimethylsilyloxy-1-heptene 7-(trimethylsiloxy)-7-octenyl]-4-trimethyls      iloxy 16,16-trimethylene-20-nor-13-trans prostene   cyclopent-2-en-1-one        EX- AM- PLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES         93 1-trans-n-butylstannyl-3-vinyl- 2-[8-methoxy-8-methoxycarbonyl-      dl-11a,15a-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-15-vinyl-        3-trimethylsilyloxy-1-heptene 7-(trimethylsiloxy)-7-octenyl]-4-trimethy      lsiloxy 20-nor-13-trans prostene   cyclopent-2-en-1-one       94 1-trans-tri-n-butylstannyl-4-phenoxy 2-[8-methoxy-8-methoxycarbonyl-      dl-11a,15a-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      3-triethylsilyloxy-1-butene 7-(trimethylsiloxy)-7-octenyl]  -4-trimethyls      iloxy 16-phenoxy-17-20-tetranor-13-trans prostene   cyclopent-2-en-1-one       95 1-trans-tri-n-butylstannyl-4-(p-fluorophenoxy) 2-[8-methoxy-8-methoxyc      arbonyl- dl-11a,15a-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-        3-triethylsilyloxy-1-butene 7-(trimethylsiloxy)-7-octenyl]-4-trimethyls      iloxy 16-(p-fluorophenoxy)-17-20-tetranor-13-trans prostene   cyclopent-2      -en-1-one       96 1-trans-tri-n-butylstannyl-4-(m-chlorophenoxy) 2-[8-methoxy-8-methoxy      carbonyl- dl-11a,15a-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo      -  3-triethylsilyloxy-1-butene 7-(trimethylsiloxy)-7-octenyl]-4-trimethyl      siloxy 16-(m-chlorophenoxy)-17-20-tetranor-13-trans prostene   cyclopent-      2-en-1-one  97 1-trans-tri-n-butylstannyl-4-(m-trifluoromethylphenoxy)      2-[8-methoxy-8-methoxycarbonyl- dl-11a,15a-dihydroxy-1-(methoxymethoxycar      bonylmethyl)-1,9-dioxo-  3-triethylsilyloxy-1-butene 7-(trimethylsiloxy)-      7-octenyl]-4-trimethylsiloxy 16-(m-trifluoromethylphenoxy)-17-20-tetranor      -13-trans prostene   cyclopent-2-en-1-one        EX- AM- PLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      PGE1 SERIES       98 1-trans-iodo-5-phenyl 2-[8-methoxy-8-methoxycarbonyl- dl-11a,15a-dihy      droxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  3-triethylsilyloxy-1-p      entene 7-(trimethylsiloxy)-7-octenyl]-4-trimethylsiloxy 17-phenyl-18-20-t      rinor-13-trans prostene   cyclopent-2-en-1-one       99 1-trans-iodo-4,4-dimethyl-5-phenyl 2-[8-methoxy-8-methoxycarbonyl-      dl-11a,15a-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      3-triethylsilyloxy-1-pentene 7-(trimethylsiloxy)-7-octenyl]-4-trimethylsi      loxy 16,16-dimethyl-17-phenyl-18-20-trinor-13-trans prostene   cyclopent-      2-en-1-one 100 1-trans-iodo-4-cyclopentyl 2-[8-methoxy-8-methoxycarbonyl-       dl-11a,15a-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      3-triphenylmethoxy-1-butene 7-(trimethylsiloxy)-7-octenyl]-4-trimethylsil      oxy 16-cyclopentyl-17-20-tetranor-13-trans prostene   cyclopent-2-en-1-on      e 101 1-trans-iodo-4-cyclohexyl 2-[8-methoxy-8-methoxycarbonyl- dl-11a,15      a-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  3-triphenylmetho      xy-1-butene 7-(trimethylsiloxy)-7-octenyl]-4-trimethylsiloxy 16-cyclohexy      l-17-20-tetranor-13-trans prostene   cyclopent-2-en-1-one 102 1-trans-iod      o- 2-[8-methoxy-8-methoxycarbonyl- dl-11a,16-dihydroxy-1-(methoxymethoxyc      arbonylmethyl)-1,9-dioxo-  4-triphenylmethoxy-1-heptene 7-(trimethylsilox      y)-7-octenyl]-4-trimethylsiloxy 20-nor-13-trans prostene   cyclopent-2-en      -1-one        EX- AM- PLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        103 1-trans-tri-n-butylstannyl-4-methyl- 2-[8-methoxy-8-methoxycarbonyl      - dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-methy      l-  4-trimethylsilyloxy-1-heptene 7-(trimethylsiloxy)-7-octenyl]-4-trimet      hylsiloxy 20-nor-13-trans prostene   cyclopent-2-en-1-one 104 1-trans-tri      -n-butylstannyl-4-ethyl- 2-[8-methoxy-8-methoxycarbonyl- dl-11a,16-dihydr      oxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-ethyl-  4-trimethylsily      loxy-1-octene 7-(trimethylsiloxy)-7-octenyl]-4-trimethylsiloxy 13-trans      prostene   cyclopent-2-en-1-one 105 1-trans-tri-n-butylstannyl-5-methyl      2-[8-methoxy-8-methoxycarbonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarb      onylmethyl)1,9-dioxo-  4-trimethylsilyloxy-1-heptene 7-(trimethylsiloxy)-      7-octenyl]-4-trimethylsiloxy 17-methyl-20-nor-13-trans prostene      cyclopent-2-en-1-one        EX- AM- PLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      PGE1 SERIES        106 1-trans-iodo-5,5-dimethyl 2-[8-methoxy-8-methoxycarbonyl- dl-11a,16      -dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  4-trimethylsilylo      xy-1-octene 7-(trimethylsiloxy)-7-octenyl]-4-trimethylsiloxy 17,17-dimeth      yl-13-trans prostene   cyclopent-2-en-1-one        EX- AM- PLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        107 1-trans-tri-n-butylstannyl-4-vinyl- 2-[8-methoxy-8-methoxycarbonyl-       dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-vinyl-        4-trimethylsilyloxy-1-heptene 7-(trimethylsiloxy)-7-octenyl]-4-trimethy      lsiloxy 20-nor-13-trans prostene   cyclopent-2-en-1-one 108 1-trans-tri-n      -butylstannyl-4-cyclopropyl- 2-[8-methoxy-8-methoxycarbonyl- dl-11a,16-di      hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-cyclopropyl-      4-trimethysilyloxy-1-octene 7-(trimethylsiloxy)-7-octenyl]-4-trimethylsil      oxy 13-trans prostene   cyclopent-2-en-1-one 109 1-trans-tri-n-butylstann      yl-4-trimethylsilylethynyl- 2-[8-methoxy-8-methoxycarbonyl- dl-11a,16-dih      ydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-ethynyl-  4-trimethy      lsilyloxy-1-heptene 7-(trimethylsiloxy)-7-octenyl]-4-trimethylsiloxy      20-nor-13-trans prostene   cyclopent-2-en-1-one 110 1-trans-tri-n-butylst      annyl-5-methylene 2-[8-methoxy-8-methoxycarbonyl- dl-11a,16-dihydroxy-1-(      methoxymethoxycarbonylmethyl)-1,9-dioxo-  4-triethylsilyloxy-1-heptene      7-(trimethylsiloxy)-7-octenyl]-4-trimethylsiloxy 17-methylene-20-nor-13-t      rans prostene   cyclopent-2-en-1-one 1111-trans-tri-n-butylstannyl-4-meth      yl-5-methylene 2-[8-methoxy-8-methoxycarbonyl- dl-11a,16-dihydroxy-1-(met      hoxymethoxycarbonylmethyl)-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-he      ptene 7-(trimethylsiloxy)-7-octenyl]-4-trimethylsiloxy 17-methylene-20-no      r-13-trans prostene   cyclopent-2-en-1-one 112 1-trans-tri-n-butylstannyl      -4-dimethoxymethyl- 2-[8-methoxy-8-methoxycarbonyl- dl-11a,16-dihydroxy-1      -(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-formyl-  4-trimethylsilyloxy      -1-heptene 7-(trimethylsiloxy)-7-octenyl]-4-trimethylsiloxy 20-nor-13-tra      ns prostene   cyclopent-2-en-1-one 113 1-trans-tri-n-butylstannyl-4-fluor      omethyl- 2-[8-methoxy-8-methoxycarbonyl- dl-11a,16-dihydroxy-1-(methoxyme      thoxycarbonylmethyl)-1,9-dioxo-16-fluoromethyl-  4-trimethylsilyloxy-1-he      ptene 7-(trimethylsiloxy)-7-octenyl]-4-trimethylsiloxy 20-nor-13-trans      prostene   cyclopent-2-en-1-one 1141-trans-tri-n-butylstannyl-4-difluorom      ethyl- 2-[8-methoxy-8-methoxycarbonyl- dl-11a,16-dihydroxy-1-(methoxymeth      oxycarbonylmethyl)-1,9-dioxo-16-difluoromethyl-  4-trimethylsilyloxy-1-he      ptene 7-(trimethylsiloxy)-7-octenyl]-4-trimethylsiloxy 20-nor-13-trans      prostene   cyclopent-2-en-1-one 115 1-trans-tri-n-butylstannyl-4-trifluor      omethyl- 2-[8-methoxy-8-methoxycarbonyl- dl-11a,16-dihydroxy-1-(methoxyme      thoxycarbonylmethyl)-1,9-dioxo-16-  4-trimethylsilyloxy-1-heptene      7-(trimethylsiloxy)-7-octenyl]-4-trimethylsiloxy trifluoromethyl-      cyclopent-2-en-1-one 20-nor-13-trans prostene 116 1-trans-tri-n-butylstan      nyl-4-chloromethyl- 2-[8-methoxy-8-methoxycarbonyl- dl-11a,16-dihydroxy-1      -(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-chloromethyl-  4-trimethylsi      lyloxy-1-heptene 7-(trimethylsiloxy)-7-octenyl]-4-trimethylsiloxy      20-nor-13-trans prostene   cyclopent-2-en-1-one 117 1-trans-tri-n-butylst      annyl-4-trimethylsilyloxymethyl- 2-[8-methoxy-8-methoxycarbonyl-      dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-hydroxy      methyl-  4-trimethylsilyloxy-1-heptene 7-(trimethylsiloxy)-7-octenyl]-4-t      rimethylsiloxy 20-nor-13-trans prostene   cyclopent-2-en-1-one        EX- AM- PLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      PGE1 SERIES        118 1-trans-iodo-4-methyl-7-chloro 2-[8-methoxy-8-methoxycarbonyl-      dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-methyl-        4-trimethylsilyloxy-1-heptene 7-(trimethylsiloxy)-7-octenyl]-4-trimethy      lsiloxy 19-chloro-20-nor-13-trans prostene   cyclopent-2-en-1-one 119      1-trans-iodo- 2-[8-methoxy-8-methoxycarbonyl- dl-11a,15a-dihydroxy-1-(met      hoxymethoxycarbonylmethyl)-1,9-dioxo-  3-triphenylmethoxy-1-octene      7-(trimethylsiloxy)-7-octenyl]-4-trimethylsiloxy 13-trans prostene      cyclopent-2-en-1-one 120 1-trans-iodo-3-methyl- 2-[8-methoxy-8-methoxycar      bonyl- dl-11a,15a-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-15      -methyl-  3-trimethylsilyloxy-1-octene 7-(trimethylsiloxy)-7-octenyl]-4-t      rimethylsiloxy 13-trans prostene   cyclopent-2-en-1-one 121 1-trans-iodo-      4,4-dimethyl 2-[8-methoxy-8-methoxycarbonyl- dl-11a,15a-dihydroxy-1-(meth      oxymethoxycarbonylmethyl)-1,9-dioxo-  3-trimethylsilyloxy-1-octene      7-(trimethylsiloxy)-7-octenyl]-4-trimethylsiloxy 16,16-dimethyl-13-trans      prostene   cyclopent-2-en-1-one 122 1-trans-iodo-4,4-trimethylene      2-[8-methoxy-8-methoxycarbonyl- dl-11a,15a-dihydroxy-1-(methoxymethoxycar      bonylmethyl)-1,9-dioxo-  3-trimethylsilyloxy-1-octene 7-(trimethylsiloxy)      -7-octenyl]-4-trimethylsiloxy 16,16-trimethylene-13-trans prostene      cyclopent-2-en-1-one        EX- AM- PLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        123 1-trans-tri-n-butylstannyl-3-vinyl- 2-[8-methoxy-8-methoxycarbonyl-       dl-11a,15a-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-15-vinyl      -  3-trimethylsilyloxy-1-octene 7-(trimethylsiloxy)-7-octenyl]-4-trimethy      lsiloxy 13-trans prostene   cyclopent-2-en-1-one        EX- AM- PLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      PGE1 SERIES        1241-trans-iodo- 2-[8-methoxy-8-methoxycarbonyl- dl-11a,16-dihydroxy-1-      (methoxymethoxycarbonylmethyl)-1,9-dioxo-  4-triphenylmethoxy-1-octene      7-(trimethylsiloxy)-7-octenyl]-4-trimethylsiloxy 13-trans prostene      cyclopent-2-en-1-one        EX- AM- PLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        125 1-trans-tri-n-butylstannyl-4-methyl- 2-[8-methoxy-8-methoxycarbonyl      - dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-methy      l-  4-trimethylsilyloxy-1-octene 7-(trimethylsiloxy)-7-octenyl]-4-trimeth      ylsiloxy 13-trans prostene   cyclopent-2-en-1-one 126 1-trans-tri-n-butyl      stannyl-5-methyl 2-[8-methoxy-8-methoxycarbonyl- dl-11a,16-dihydroxy-1-(m      ethoxymethoxycarbonylmethyl)-1,9-dioxo-  4-trimethylsilyloxy-1-octene      7-(trimethylsiloxy)-7-octenyl]-4-trimethylsiloxy 17-methyl-13-trans      prostene   cyclopent-2-en-1-one 127 1-trans-tri-n-butylstannyl-4-vinyl-2-      [8-methoxy-8-methoxycarbonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarbon      ylmethyl)-1,9-dioxo-16-vinyl-  4-trimethylsilyloxy-1-octene 7-(trimethyls      iloxy)-7-octenyl]-4-trimethylsiloxy 13-trans prostene   cyclopent-2-en-1-      one 128 1-trans-tri-n-butylstannyl-4-trimethylsilylethynyl- 2-[8-methoxy-      8-methoxycarbonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1      ,9-dioxo-16-ethynyl-  4-trimethylsilyloxy-1-octene 7-(trimethylsiloxy)-7-      octenyl]-4-trimethylsiloxy 13-trans prostene   cyclopent-2-en-1-one 129      1-trans-tri-n-butylstannyl-5-methylene 2-[8-methoxy-8-methoxycarbonyl-      dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      4-triethylsilyloxy-1-octene 7-(trimethylsiloxy)-7-octenyl]-4-trimethylsil      oxy 17-methylene-13-trans prostene   cyclopent-2-en-1-one 130 1-trans-tri      -n-butylstannyl-4-methyl-5-methylene 2-[8-methoxy-8-methoxycarbonyl-      dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-methyl-        4-trimethylsilyloxy-1-octene 7-(trimethylsiloxy)-7-octenyl]-4-trimethyl      siloxy 17-methylene-13-trans prostene   cyclopent-2-en-1-one 131      1-trans-tri-n-butylstannyl-4-dimethoxymethyl- 2-[8-methoxy-8-methoxycarbo      nyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-fo      rmyl-  4-trimethylsilyloxy-1-octene 7-(trimethylsiloxy)-7-octenyl]-4-trim      ethylsiloxy 13-trans prostene   cyclopent-2-en-1-one 132 1-trans-tri-n-bu      tylstannyl-4-fluoromethyl- 2-[8-methoxy-8-methoxycarbonyl- dl-11a,16-dihy      droxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-fluoromethyl-      4-trimethylsilyloxy-1-octene 7-(trimethylsiloxy)-7-octenyl]-4-trimethylsi      loxy 13-trans prostene   cyclopent-2-en-1-one 133 1-trans-tri-n-butylstan      nyl-4-difluoromethyl- 2-[8-methoxy-8-methoxycarbonyl- dl-11a,16-dihydroxy      -1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-  4-trimethylsilyloxy-1-oc      tene 7-(trimethylsiloxy)-7-octenyl]-4-trimethylsiloxy difluoromethyl-      cyclopent-2-en-1-one 13-trans prostene 134 1-trans-tri-n-butylstannyl-4-t      rifluoromethyl- 2-[8-methoxy-8-methoxycarbonyl- dl-11a,16-dihydroxy-1-(me      thoxymethoxycarbonylmethyl)-1,9-dioxo-16-  4-trimethylsilyloxy-1-octene      7-(trimethylsiloxy)-7-octenyl]-4-trimethylsiloxy trifluoromethyl-      cyclopent-2-en-1-one 13-trans prostene 135 1-trans-tri-n-butylstannyl-4-c      hloromethyl- 2-[8-methoxy-8-methoxycarbonyl- dl-11a,16-dihydroxy-1-(metho      xymethoxycarbonylmethyl)-1,9-dioxo-16-  4-trimethylsilyloxy-1-octene      7-(trimethylsiloxy)-7-octenyl]-4-trimethylsiloxy chloromethyl-      cyclopent-2-en-1-one 13-trans prostene 136 1-trans-tri-n-butylstannyl-4-t      rimethylsilyloxymethyl- 2-[8-methoxy-8-methoxycarbonyl- dl-11a,16-dihydro      xy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-  4-trimethylsilyloxy-1-      octene 7-(trimethylsiloxy)-7-octenyl]-4-trimethylsiloxy hydroxymethyl-      cyclopent-2-en-1-one 13-trans prostene        EX- AM- PLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      PGE1 SERIES        137 1-trans-iodo- 2-[8-methoxy-8-methoxycarbonyl- dl-11a,15a-dihydroxy-      1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  3-triphenylmethoxy-1-nonene      7-(trimethylsiloxy)-7-octenyl]-4-trimethylsiloxy 20-methyl-13-trans      prostene   cyclopent-2-en-1-one 138 1-trans-iodo-3-methyl- 2-[8-methoxy-8      -methoxycarbonyl- dl-11a,15a-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1      ,9-dioxo-15-methyl-  3-trimethylsilyloxy-1-nonene 7-(trimethylsiloxy)-7-o      ctenyl]-4-trimethylsiloxy 20-methyl-13-trans prostene   cyclopent-2-en-1-      one 139 1-trans-iodo-4,4-dimethyl 2-[8-methoxy-8-methoxycarbonyl-      dl-11a,15a-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      3-trimethylsilyloxy-1-nonene 7-(trimethylsiloxy)-7-octeny]-4-trimethylsil      oxy 16,16-dimethyl-20-methyl-13-trans prostene   cyclopent-2-en-1-one      140 1-trans-iodo-4,4-trimethylene 2-[8-methoxy-8-methoxycarbonyl-      dl-11a,15a-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      3-trimethylsilyloxy-1-nonene 7-(trimethylsiloxy)-7-octenyl]-4-trimethylsi      loxy 16,16-trimethylene-20-methyl-13-trans prostene   cyclopent-2-en-1-on      e        EX- AM- PLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        141 1-trans-tri-n-butylstannyl-3-vinyl- 2-[8-methoxy-8-methoxycarbonyl-       dl-11a,15a-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-15-vinyl      -  3-trimethylsilyloxy-1-nonene 7-(trimethylsiloxy)-7-octenyl]-4-trimethy      lsiloxy 20-methyl-13-trans prostene   cyclopent-2-en-1-one        EX- AM- PLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      PGE1 SERIES        142 1-trans-iodo- 2-[8-methoxy-8-methoxycarbonyl- dl-11a,16-dihydroxy-1      -(methoxymethoxycarbonylmethyl)-1,9-dioxo-  4-triphenylmethoxy-1-nonene      7-(trimethylsiloxy)-7-octenyl]-4-trimethylsiloxy 20-methyl-13-trans      prostene   cyclopent-2-en-1-one        EX- AM- PLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        143 1-trans-tri-n-butylstannyl-4-methyl- 2-[8-methoxy-8-methoxycarbonyl      - dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-methy      l-  4-trimethylsilyloxy-1-nonene 7-(trimethylsiloxy)-7-octenyl]-4-trimeth      ylsiloxy 20-methyl-13-trans prostene   cyclopent-2-en-1-one 144 1-trans-t      ri-n-butylstannyl-5-methyl 2-[8-methoxy-8-methoxycarbonyl- dl-11a,16-dihy      droxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  4-trimethylsilyloxy-1-      nonene 7-(trimethylsiloxy)-7-octenyl]-4-trimethylsiloxy 17-methyl-20-meth      yl-13-trans prostene   cyclopent-2-en-1-one 145 1-trans-tri-n-butylstanny      l-4-vinyl- 2-[8-methoxy-8-methoxycarbonyl- dl-11a,16-dihydroxy-1-(methoxy      methoxycarbonylmethyl)-1,9-dioxo-16-vinyl-  4-trimethylsilyloxy-1-nonene      7-(trimethylsiloxy)-7-octenyl]-4-trimethylsiloxy 20-methyl-13-trans      prostene   cyclopent-2-en-1-one 146 1-trans-tri-n-butylstannyl-4-trimethy      lsilylethynyl- 2-[8-methoxy-8-methoxycarbonyl- dl-11a,16-dihydroxy-1-(met      hoxymethoxycarbonylmethyl)-1,9-dioxo-16-ethynyl-  4-trimethylsilyloxy-1-n      onene 7-(trimethylsiloxy)-7-octenyl]-4-trimethylsiloxy 20-methyl-13-trans       prostene   cyclopent-2-en-1-one 147 1-trans-tri-n-butylstannyl-5-methyle      ne 2-[8-methoxy-8-methoxycarbonyl- dl-11a,16-dihydroxy-1-(methoxymethoxyc      arbonylmethyl)-1,9-dioxo-  4-triethylsilyloxy-1-nonene 7-(trimethylsiloxy      )-7-octenyl]-4-trimethylsiloxy 17-methylene-20-methyl-13-trans prostene       cyclopent-2-en-1-one148 1-trans-tri-n-butylstannyl-4-methyl-5-methylene      2-[8-methoxy-8-methoxycarbonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarb      onylmethyl)-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-nonene 7-(trimeth      ylsiloxy)-7-octenyl]-4-trimethylsiloxy 17-methylene-20-methyl-13-trans      prostene   cyclopent-2-en-1-one 149 1-trans-tri-n-butylstannyl-4-dimethox      ymethyl- 2-[8-methoxy-8-methoxycarbonyl- dl-11a,16-dihydroxy-1-(methoxyme      thoxycarbonylmethyl)-1,9-dioxo-16-formyl-  4-trimethylsilyloxy-1-nonene      7-(trimethylsiloxy-7-octenyl]-4-trimethylsiloxy 20-methyl-13-trans      prostene   cyclopent-2-en-1-one 150 1-trans-tri-n-butylstannyl-4-fluorome      thyl- 2-[8-methoxy-8-methoxycarbonyl- dl-11a,16-dihydroxy-1-(methoxymetho      xycarbonylmethyl)-1,9-dioxo-16-fluoromethyl-  4-trimethylsilyloxy-1-nonen      e 7-(trimethylsiloxy)-7-octenyl]-4-trimethylsiloxy 20-methyl-13-trans      prostene   cyclopent-2-en-1-one 151 1-trans-tri-n-butylstannyl-4-difluoro      methyl- 2-[8-methoxy-8-methoxycarbonyl- dl-11a,16-dihydroxy-1-(methoxymet      hoxycarbonylmethyl)-1,9-dioxo-16-  4-trimethylsilyloxy-1-nonene 7-(trimet      hylsiloxy)-7-octenyl]-4-trimethylsiloxy difluoromethyl-   cyclopent-2-en-      1-one 20-methyl-13-trans prostene 152 1-trans-tri-n-butylstannyl-4-triflu      oromethyl- 2-[8-methoxy-8-methoxycarbonyl- dl-11a,16-dihydroxy-1-(methoxy      methoxycarbonylmethyl)-1,9-dioxo-16-  4-trimethylsilyloxy-1-nonene      7-(trimethylsiloxy)-7-octenyl]-4-trimethylsiloxy trifluoromethyl-      cyclopent-2-en-1-one 20-methyl-13-trans prostene 153 1-trans-tri-n-butyls      tannyl-4-chloromethyl- 2-[8-methoxy-8-methoxycarbonyl- dl-11a,16-dihydrox      y-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-  4-trimethylsilyloxy-1-n      onene 7-(trimethylsiloxy)-7-octenyl]-4-trimethylsiloxy chloromethyl-      cyclopent-2-en-1-one 20-methyl-13-trans prostene 154 1-trans-tri-n-butyls      tannyl-4-trimethylsilyloxymethyl- 2-[8-methoxy-8-methoxycarbonyl-      dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-      4-trimethylsilyloxy-1-nonene 7-(trimethylsiloxy)-7-octenyl]-4-trimethylsi      loxy hydroxymethyl-   cyclopent-2-en-1-one 20-methyl-13-trans prostene        EX- AM- PLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      PGE1 SERIES        155 1-trans-iodo- 2-[8-methoxy-8-methoxycarbonyl- dl-11a,15a-dihydroxy-      1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  3-triphenylmethoxy-1-decene      7-(trimethylsiloxy)-7-octenyl]-4-trimethylsiloxy 20-ethyl-13-trans      prostene   cyclopent-2-en-1-one 156 1-trans-iodo-3-methyl- 2-[8-methoxy-8      -methoxycarbonyl- dl-11a,15a-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1      ,9-dioxo-15-methyl-  3-trimethylsilyloxy-1-decene 7-(trimethylsiloxy)-7-o      ctenyl]-4-trimethylsiloxy 20-ethyl-13-trans prostene   cyclopent-2-en-1-o      ne 157 1-trans-iodo-4,4-dimethyl 2-[8-methoxy-8-methoxycarbonyl-      dl-11a,15a-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      3-trimethylsilyloxy-1-decene 7-(trimethylsiloxy)-7-octenyl]-4-trimethylsi      loxy 16,16-dimethyl-20-ethyl-13-trans prostene   cyclopent-2-en-1-one      158 1-trans-iodo-4,4-trimethylene 2-[8-methoxy-8-methoxycarbonyl-      dl-11a,15a-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      3-trimethylsilyloxy-1-decene 7-(trimethylsiloxy)-7-octenyl]-4-trimethylsi      loxy 16,16-trimethylene-20-ethyl-13-trans prostene   cyclopent-2-en-1-one        EX- AM- PLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        159 1-trans-tri-n-butylstannyl-3-vinyl- 2-[8-methoxy-8-methoxycarbonyl-       dl-11a,15a-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-15-vinyl      -  3-trimethylsilyloxy-1-decene 7-(trimethylsiloxy)-7-octenyl]-4-trimethy      lsiloxy 20-ethyl-13-trans prostene   cyclopent-2-en-1-one        EX- AM- PLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      PGE1 SERIES        160 1-trans-iodo- 2-[8-methoxy-8-methoxycarbonyl- dl-11a,16-dihydroxy-1      -(methoxymethoxycarbonylmethyl)-1,9-dioxo-  4-triphenylmethoxy-1-decene      7-(trimethylsiloxy)-7-octenyl]-4-trimethylsiloxy 20-ethyl-13-trans      prostene   cyclopent-2-en-1-one        EX- AM- PLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        161 1-trans-tri-n-butylstannyl-4-methyl- 2-[8-methoxy-8-methoxycarbonyl      - dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-methy      l-  4-trimethylsilyloxy-1-decene 7-(trimethylsiloxy)-7-octenyl]-4-trimeth      ylsiloxy 20-ethyl-13-trans prostene   cyclopent-2-en-1-one 162 1-trans-tr      i-n-butylstannyl-5-methyl 2-[8-methoxy-8-methoxycarbonyl- dl-11a,16-dihyd      roxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  4-trimethylsilyloxy-1-d      ecene 7-(trimethylsiloxy)-7-octenyl]-4-trimethylsiloxy 17-methyl-20-ethyl      -13-trans prostene   cyclopent-2-en-1-one 163 1-trans-tri-n-butylstannyl-      4-vinyl- 2-[8-methoxy-8-methoxycarbonyl- dl-11a,16-dihydroxy-1-(methoxyme      thoxycarbonylmethyl)-1,9-dioxo-16-vinyl-  4-trimethylsilyloxy-1-decene      7-(trimethylsiloxy)-7-octenyl]-4-trimethylsiloxy 20-ethyl-13-trans      prostene   cyclopent-2-en-1-one 164 1-trans-tri-n-butylstannyl-4-trimethy      lsilyethynyl- 2-[8-methoxy-8-methoxycarbonyl- dl-11a,16-dihydroxy-1-(meth      oxymethoxycarbonylmethyl)-1,9-dioxo-16-ethynyl-  4-trimethylsilyloxy-1-de      cene 7-(trimethylsiloxy)-7-octenyl]-4-trimethylsiloxy 20-ethyl-13-trans      prostene   cyclopent-2-en-1-one 165 1-trans-tri-butylstannyl-5-methylene      2-[8-methoxy-8-methoxycarbonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarb      onylmethyl)-1,9-dioxo-  4-triethylsilyloxy-1-decene 7-(trimethylsiloxy)-7      -octenyl]-4-trimethylsiloxy 17-methylene-20-ethyl-13-trans prostene      cyclopent-2-en-1-one 166 1-trans-tri-n-butylstannyl-4-methyl-5-methylene      2-[8-methoxy-8-methoxycarbonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarb      onylmethyl)-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-decene 7-(trimeth      ylsiloxy)-7-octenyl]-4-trimethylsiloxy 17-methylene-20-ethyl-13-trans      prostene   cyclopent-2-en-1-one 167 1-trans-tri-n-butylstannyl-4-dimethox      ymethyl- 2-[8-methoxy-8-methoxycarbonyl- dl-11a,16-dihydroxy-1-(methoxyme      thoxycarbonylmethyl)-1,9-dioxo-16-formyl-  4-trimethylsilyloxy-1-decene      7-(trimethylsiloxy)-7-octenyl]-4-trimethylsiloxy 20-ethyl-13-trans      prostene   cyclopent-2-en-1-one 168 1-trans-tri-n-butylstannyl-4-fluorome      thyl- 2-[8-methoxy-8-methoxycarbonyl- dl-11a,16-dihydroxy-1-(methoxymetho      xycarbonylmethyl)-1,9-dioxo-16-fluoromethyl-  4-trimethylsilyloxy-1-decen      e 7-(trimethylsiloxy)-7-octenyl]-4-trimethylsiloxy 20-ethyl-13-trans      prostene   cyclopent-2-en-1-one 169 1-trans-tri-n-butylstannyl-4-difluoro      methyl- 2-[8-methoxy-8-methoxycarbonyl- dl-11a,16-dihydroxy-1-(methoxymet      hoxycarbonylmethyl)-1,9-dioxo-16-difluoromethyl-  4-trimethylsilyloxy-1-d      ecene 7-(trimethylsiloxy)-7-octenyl]-4-trimethylsiloxy 20-ethyl-13-trans      prostene   cyclopent-2-en-1-one 170 1-trans-tri-n-butylstannyl-4-trifluor      omethyl- 2-[8-methoxy-8-methoxycarbonyl- dl-11a,16-dihydroxy-1-(methoxyme      thoxycarbonylmethyl)-1,9-dioxo-16-  4-trimethylsilyloxy-1-decene      7-(trimethylsiloxy)-7-octenyl]-4-trimethylsiloxy trifluoromethyl-      cyclopent-2-en-1-one 20-ethyl-13-trans prostene 171 1-trans-tri-n-butylst      annyl-4-chloromethyl- 2-[8-methoxy-8-methoxycarbonyl- dl-11a,16-dihydroxy      -1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-  4-trimethylsilyloxy-1-de      cene 7-(trimethylsiloxy)-7-octenyl]-4-trimethylsiloxy chloromethyl-      cyclopent-2-en-1-one 20-ethyl-13-trans prostene 172 1-trans-tri-n-butylst      annyl-4-trimethylsilyloxymethyl- 2-[8-methoxy-8-methoxycarbonyl-      dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-      4-trimethylsilyloxy-1-decene 7-(trimethylsiloxy)-7-octenyl]-4-trimethylsi      loxy hydroxymethyl-   cyclopent-2-en-1-one 20-ethyl-13-trans prostene        EX- AM- PLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      PGE1 SERIES        173 1-trans-iodo- 2-[9-methoxy-9-methoxycarbonyl- dl-11a,15a-dihydroxy-      1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  3-triphenylmethoxy-1-heptene       8-(trimethylsiloxy)-8-nonenyl]-4-trimethylsiloxy 20-nor-2-homo-13-trans      prostene   cyclopent-2-en-1-one 174 1-trans-iodo-3-methyl- 2-[9-methoxy-9      -methoxycarbonyl- dl-11a,15a-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1      ,9-dioxo-15-methyl-  3-trimethylsilyloxy-1-heptene 8-(trimethylsiloxy)-8-      nonenyl]-4-trimethylsiloxy 20-nor-2-homo-13-trans prostene   cyclopent-2-      en-1-one 175 1-trans-iodo-4,4-dimethyl 2-[9-methoxy-9-methoxycarbonyl-      dl-11a,15a-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      3-trimethylsilyloxy-1-heptene 8-(trimethylsiloxy)-8-nonenyl]-4-trimethyls      iloxy 16,16-dimethyl-20-nor-2-homo-13-trans prostene   cyclopent-2-en-1-o      ne 176 1-trans-iodo-5,5-dimethyl 2-[9-methoxy-9-methoxycarbonyl-      dl-11a,15a-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      3-triphenylmethoxy-1-octene 8-(trimethylsiloxy)-8-nonenyl]-4-trimethylsil      oxy 17,17-dimethyl-2-homo-13-trans prostene   cyclopent-2-en-1-one 177      1-trans-iodo-4-methyl 2-[9-methoxy-9-methoxycarbonyl- dl-11a,15a-dihydrox      y-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  3-triphenylmethoxy-1-octen      e 8-(trimethylsiloxy)-8-nonenyl]  -4-trimethylsiloxy 16-methyl-2-homo-13-      trans prostene   cyclopent-2-en-1-one 178 1-trans-iodo-4,4-trimethylene      2-[9-methoxy-9-methoxycarbonyl- dl-11a,15a-dihydroxy-1-(methoxymethoxycar      bonylmethyl)-1,9-dioxo-  3-trimethylsilyloxy-1-heptene 8-(trimethylsiloxy      )-8-nonenyl]-4-trimethylsiloxy 16,16-trimethylene-20-nor-2-homo-13-trans      prostene   cyclopent-2-en-1-one        EX- AM- PLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        179 1-trans-tri-n-butylstannyl-3-vinyl- 2-[9-methoxy-9-methoxycarbonyl-       dl-11a,15a-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-15-vinyl      -  3-trimethylsilyloxy-1-heptene 8-(trimethylsiloxy)-8-nonenyl]-4-trimeth      ylsiloxy 20-nor-2-homo-13-trans prostene   cyclopent-2-en-1-one 180      1-trans-tri-n-butylstannyl-4-phenoxy 2-[9-methoxy-9-methoxycarbonyl-      dl-11a,15a-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      3-triethylsilyloxy-1-butene 8-(trimethylsiloxy)-8-nonenyl]-4-trimethylsil      oxy 16-phenoxy-2-homo-17-20-tetranor-13-trans prostene   cyclopent-2-en-1      -one 181 1-trans-tri-n-butylstannyl-4-(p-fluorophenoxy) 2-[9-methoxy-9-me      thoxycarbonyl- dl-11a,15a-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-      dioxo-  3-triethylsilyloxy-1-butene 8-(trimethylsiloxy)-8-nonenyl]-4-trim      ethylsiloxy 16-(p-fluorophenoxy)-2-homo-17-20-tetranor-13-trans prostene        cyclopent-2-en-1-one 182 1-trans-tri-n-butylstannyl-4-(m-chlorophenoxy)       2-[9-methoxy-9-methoxycarbonyl- dl-11a,15a-dihydroxy-1-(methoxymethoxyca      rbonylmethyl)-1,9-dioxo-  3-triethylsilyloxy-1-butene 8-(trimethylsiloxy)      -8-nonenyl]-4-trimethylsiloxy 16-(m-chlorophenoxy)-2-homo-17-20-tetranor-      13-trans prostene   cyclopent-2-en-1-one 183 1-trans-tri-n-butylstannyl-4      -(m-trifluoromethylphenoxy) 2-[9-methoxy-9-methoxycarbonyl- dl-11a,15a-di      hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  3-triethylsilyloxy-1      -butene 8-(trimethylsiloxy)-8-nonenyl]-4-trimethylsiloxy 16-(m-trifluorom      ethylphenoxy)-2-homo-17-20-tetranor-13-trans prostene   cyclopent-2-en-1-      one        EX- AM- PLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      PGE1 SERIES        184 1-trans-iodo-5-phenyl 2-[9-methoxy-9-methoxycarbonyl- dl-11a,15a-di      hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  3-triethylsilyloxy-1      -pentene 8-(trimethylsiloxy)-8-nonenyl]-4-trimethylsiloxy 17-phenyl-2-hom      o-18-20-trinor-13-trans prostene   cyclopent-2-en-1-one 185 1-trans-iodo-      4,4-dimethyl-5-phenyl 2-[9-methoxy-9-methoxycarbonyl- dl-11a,15a-dihydrox      y-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  3-triethylsilyloxy-1-pente      ne 8-(trimethylsiloxy)-8-nonenyl]-4-trimethylsiloxy 16,16-dimethyl-17-phe      nyl-2-homo-18-20-trinor-13-trans prostene   cyclopent-2-en-1-one 186      1-trans-iodo-4-cyclopentyl 2-[9-methoxy-9-methoxycarbonyl- dl-11a,15a-dih      ydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  3-triphenylmethoxy-1-      butene 8-(trimethylsiloxy)-8-nonenyl]-4-trimethylsiloxy 16-cyclopentyl-2-      homo-17-20-tetranor-13-trans prostene   cyclopent-2-en-1-one 187      1-trans-iodo-4-cyclohexyl 2-[9-methoxy-9-methoxycarbonyl- dl-11a,15a-dihy      droxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  3-triphenylmethoxy-1-b      utene 8-(trimethylsiloxy)-8-nonenyl]-4-trimethylsiloxy 16-cyclohexyl-2-ho      mo-17-20-tetranor-13-trans prostene   cyclopent-2-en-1-one 188 1-trans-io      do- 2-[9-methoxy-9-methoxycarbonyl- dl-11a,16-dihydroxy-1-(methoxymethoxy      carbonylmethyl)-1,9-dioxo-  4-triphenylmethoxy-1-heptene 8-(trimethylsilo      xy)-8-nonenyl]-4-trimethylsiloxy 20-nor-2-homo-13-trans prostene      cyclopent-2-en-1-one        EX- AM- PLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        189 1-trans-tri-n-butylstannyl-4-methyl- 2-[9-methoxy-9-methoxycarbonyl      - dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-methy      l-  4-trimethylsilyloxy-1-heptene 8-(trimethylsiloxy)-8-nonenyl]      -4-trimethylsiloxy 20-nor-2-homo-13-trans prostene   cyclopent-2-en-1-one       190 1-trans-tri-n-butylstannyl-4-ethyl- 2-[9-methoxy-9-methoxycarbonyl-      dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-ethyl-       4-trimethylsilyloxy-1-octene 8-(trimethylsiloxy)-8-nonenyl]-4-trimethyls      iloxy 2-homo-13-trans prostene   cyclopent-2-en-1-one 191 1-trans-tri-n-b      utylstannyl-5-methyl 2-[9-methoxy-9-methoxycarbonyl- dl-11a,16-dihydroxy-      1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  4-trimethylsilyloxy-1-hepten      e 8-(trimethylsiloxy)-8-nonenyl]-4-trimethylsiloxy 17-methyl-20-nor-2-hom      o-13-trans prostene   cyclopent-2-en-1-one        EX- AM- PLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      PGE1 SERIES        192 1-trans-iodo-5,5-dimethyl 2-[9-methoxy-9-methoxycarbonyl- dl-11a,16      -dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  4-trimethylsilylo      xy-1-octene 8-(trimethylsiloxy)-8-nonenyl]-4-trimethylsiloxy 17,17-dimeth      yl-2-homo-13-trans prostene   cyclopent-2-en-1-one        EX- AM- PLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        193 1-trans-tri-n-butylstannyl-4-vinyl- 2-[9-methoxy-9-methoxycarbonyl-       dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-vinyl-        4-trimethylsilyloxy-1-heptene 8-(trimethylsiloxy)-8-nonenyl]-4-trimethy      lsiloxy 20-nor-2-homo-13-trans prostene   cyclopent-2-en-1-one 194      1-trans-tri-n-butylstannyl-4-cyclopropyl- 2-[9-methoxy-9-methoxycarbonyl-       dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-cyclop      ropyl-  4-trimethylsilyloxy-1-octene 8-(trimethylsiloxy)-8-nonenyl]-4-tri      methylsiloxy 2-homo-13-trans prostene   cyclopent-2-en-1-one 195      1-trans-tri-n-butylstannyl-4-trimethylsilylethynyl- 2-[9-methoxy-9-methox      ycarbonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo      -16-ethynyl-  4-trimethylsilyloxy-1-heptene 8-(trimethylsiloxy)-8-nonenyl      ]  -4-trimethylsiloxy 20-nor-2-homo-13-trans prostene   cyclopent-2-en-1-      one 196 1-trans-tri-n-butylstannyl-5-methylene 2-[9-methoxy-9-methoxycarb      onyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      4-triethylsilyloxy-1-heptene 8-(trimethylsiloxy)-8-nonenyl]-4-trimethylsi      loxy 17-methylene-20-nor-2-homo-13-trans prostene   cyclopent-2-en-1-one1      97 1-trans-tri-n-butylstannyl-4-methyl-5-methylene 2-[9-methoxy-9-methoxy      carbonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      16-methyl-  4-trimethylsilyloxy-1-heptene 8-(trimethylsiloxy)-8-nonenyl]-      4-trimethylsiloxy 17-methylene-20-nor-2-homo-13-trans prostene      cyclopent-2-en-1-one 198 1-trans-tri-n-butylstannyl-4-dimethoxymethyl-      2-[9-methoxy-9-methoxycarbonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarb      onylmethyl)-1,9-dioxo-16-formyl-  4-trimethylsilyloxy-1-heptene 8-(trimet      hylsiloxy)-8-nonenyl]-4-trimethylsiloxy 20-nor-2-homo-13-trans prostene       cyclopent-2-en-1-one 199 1-trans-tri-n-butylstannyl-4-fluoromethyl-      2-[9-methoxy-9-methoxycarbonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarb      onylmethyl)-1,9-dioxo-16-fluoromethyl-  4-trimethylsilyloxy-1-heptene      8-(trimethylsiloxy)-8-nonenyl]-4-trimethylsiloxy 20-nor-2-homo-13-trans      prostene   cyclopent-2-en-1-one 200 1-trans-tri-n-butylstannyl-4-difluoro      methyl- 2-[9-methoxy-9-methoxycarbonyl- dl-11a,16-dihydroxy-1-(methoxymet      hoxycarbonylmethyl)-1,9-dioxo-16-  4-trimethylsilyloxy-1-heptene      8-(trimethylsiloxy)-8-nonenyl]-4-trimethylsiloxy difluoromethyl-      cyclopent-2-en-1-one 20-nor-2-homo-13-trans prostene 201 1-trans-tri-n-bu      tylstannyl-4-trifluoromethyl- 2-[9-methoxy-9-methoxycarbonyl- dl-11a,16-d      ihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-  4-trimethylsilyl      oxy-1-heptene 8-(trimethylsiloxy)-8-nonenyl]-4-trimethylsiloxy trifluorom      ethyl-   cyclopent-2-en-1-one 20-nor-2-homo-13-trans prostene 202      1-trans-tri-n-butylstannyl-4-chloromethyl- 2-[9-methoxy-9-methoxycarbonyl      - dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-      4-trimethylsilyloxy-1-heptene 8-(trimethylsiloxy)-8-nonenyl]-4-trimethyls      iloxy chloromethyl-   cyclopent-2-en-1-one 20-nor-2-homo-13-trans-prosten      e 203 1-trans-tri-n-butylstannyl-4-trimethylsilyloxymethyl- 2-[9-methoxy-      9-methoxycarbonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1      ,9-dioxo-16-  4-trimethylsilyloxy-1-heptene 8-(trimethylsiloxy)-8-nonenyl      ]-4-trimethylsiloxy hydroxymethyl-   cyclopent-2-en-1-one 20-nor-2-homo-1      3-trans prostene        EX- AM- PLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      PGE1 SERIES        204 1-trans-iodo-4-methyl-7-chloro 2-[9-methoxy-9-methoxycarbonyl-      dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-      4-trimethylsilyloxy-1-heptene 8-(trimethylsiloxy)-8-nonenyl]-4-trimethyls      iloxy methyl-   cyclopent-2-en-1-one 19-chloro-2-homo-20-nor-13-trans      prostene 205 1-trans-iodo- 2-[9-methoxy-9-methoxycarbonyl- dl-11a,15a-dih      ydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  3-triphenylmethoxy-1-      octene 8-(trimethylsiloxy)-8-nonenyl]-4-trimethylsiloxy 2-homo-13-trans      prostene   cyclopent-2-en-1-one 206 1-trans-iodo-3-methyl- 2-[9-methoxy-9      -methoxycarbonyl- dl-11a,15a-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1      ,9-dioxo-15-methyl-  3-trimethylsilyloxy-1-octene 8-(trimethylsiloxy)-8-n      onenyl]-4-trimethylsiloxy 2-homo-13-trans prostene   cyclopent-2-en-1-one       207 1-trans-iodo-4,4-dimethyl 2-[9-methoxy-9-methoxycarbonyl- dl-11a,15a      -dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  3-trimethylsilylo      xy-1-octene 8-(trimethylsiloxy)-8-nonenyl]-4-trimethylsiloxy 16,16-dimeth      yl-2-homo-13-trans prostene   cyclopent-2-en-1-one 208 1-trans-iodo-4,4-t      rimethylene 2-[9-methoxy-9-methoxycarbonyl- dl-11a,15a-dihydroxy-1-(metho      xymethoxycarbonylmethyl)-1,9-dioxo-  3-trimethylsilyloxy-1-octene      8-(trimethylsiloxy)-8-nonenyl]-4-trimethylsiloxy 16,16-trimethylene-2-hom      o-13-trans prostene   cyclopent-2-en-1-one        EX- AM- PLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        209 1-trans-tri-n-butylstannyl-3-vinyl- 2-[9-methoxy-9-methoxycarbonyl-       dl-11a,15a-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-15-vinyl      -  3-trimethylsilyloxy-1-octene 8-(trimethylsiloxy)-8-nonenyl]-4-trimethy      lsiloxy 2-homo-13-trans prostene   cyclopent-2-en-1-one        EX- AM- PLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      PGE1 SERIES        210 1-trans-iodo- 2-[9-methoxy-9-methoxycarbonyl- dl-11a,16-dihydroxy-1      -(methoxymethoxycarbonylmethyl)-1,9-dioxo-  4-triphenylmethoxy-1-octene      8-(trimethylsiloxy)-8-nonenyl]-4-trimethylsiloxy 2-homo-13-trans      prostene   cyclopent-2-en-1-one        EX- AM- PLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        211 1-trans-tri-n-butylstannyl-4-methyl- 2-[9-methoxy-9-methoxycarbonyl      - dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-methy      l-  4-trimethylsilyloxy-1-octene 8-(trimethylsiloxy)-8-nonenyl]-4-trimeth      ylsiloxy 2-homo-13-trans prostene   cyclopent-2-en-1-one 212 1-trans-tri-      n-butylstannyl-5-methyl- 2-[9-methoxy-9-methoxycarbonyl- dl-11a,16-dihydr      oxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  4-trimethylsilyloxy-1-oc      tene 8-(trimethylsiloxy)-8-nonenyl]-4-trimethylsiloxy 17-methyl-2-homo-13      -trans prostene   cyclopent-2-en-1-one 213 1-trans-tri-n-butylstannyl-4-v      inyl- 2-[9-methoxy-9-methoxycarbonyl- dl-11a,16-dihydroxy-1-(methoxymetho      xycarbonylmethyl)-1,9-dioxo-16-vinyl-  4-trimethylsilyloxy-1-octene      8-(trimethylsiloxy)-8-nonenyl]-4-trimethylsiloxy 2-homo-13-trans      prostene   cyclopent-2-en-1-one 214 1-trans-tri-n-butylstannyl-4-trimethy      lsilylethynyl- 2-[9-methoxy-9-methoxycarbonyl- dl-11a,16-dihydroxy-1-(met      hoxymethoxycarbonylmethyl)-1,9-dioxo-16-ethynyl-  4-trimethylsilyloxy-1-o      ctene 8-(trimethylsiloxy)-8-nonenyl]-4-trimethylsiloxy 2-homo-13-trans      prostene   cyclopent-2-en-1-one 215 1-trans-tri-n-butylstannyl-5-methylen      e 2-[9-methoxy-9-methoxycarbonyl- dl-11a,16-dihydroxy-1-(methoxymethoxyca      rbonylmethyl)-1,9-dioxo-  4-triethylsilyloxy-1-octene 8-(trimethylsiloxy)      -8-nonenyl]-4-trimethylsiloxy 17-methylene-2-homo-13-trans prostene      cyclopent-2-en-1-one 216 1-trans-tri-n-butylstannyl-4-methyl-5-methylene      2-[9-methoxy-9-methoxycarbonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarb      onylmethyl)-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-octene 8-(trimeth      ylsiloxy)-8-nonenyl]-4-trimethylsiloxy 17-methylene-2-homo-13-trans      prostene   cyclopent-2-en-1-one 217 1-trans-tri-n-butylstannyl-4-dimethox      ymethyl- 2-[9-methoxy-9-methoxycarbonyl- dl-11a,16-dihydroxy-1-(methoxyme      thoxycarbonylmethyl)-1,9-dioxo-16-formyl-  4-trimethylsilyloxy-1-octene      8-(trimethylsiloxy)-8-nonenyl]-4-trimethylsiloxy 2-homo-13-trans      prostene   cyclopent-2-en-1-one 218 1-trans-tri-n-butylstannyl-4-fluorome      thyl- 2-[9-methoxy-9-methoxycarbonyl- dl-11a,16-dihydroxy-1-(methoxymetho      xycarbonylmethyl)-1,9-dioxo-16-fluoromethyl-  4-trimethylsilyloxy-1-octen      e 8-(trimethylsiloxy)-8-nonenyl]-4-trimethylsiloxy 2-homo-13-trans      prostene   cyclopent-2-en-1-one 219 1-trans-tri-n-butylstannyl-4-difluoro      methyl- 2-[9-methoxy-9-methoxycarbonyl- dl-11a,16-dihydroxy-1-(methoxymet      hoxycarbonylmethyl)-1,9-dioxo-16-  4-trimethylsilyloxy-1-octene 8-(trimet      hylsiloxy)-8-nonenyl]-4-trimethylsiloxy difluoromethyl-   cyclopent-2-en-      1-one 2-homo-13-trans prostene 220 1-trans-tri-n-butylstannyl-4-trifluoro      methyl- 2-[9-methoxy-9-methoxycarbonyl- dl-11a,16-dihydroxy-1-(methoxymet      hoxycarbonylmethyl)-1,9-dioxo-16-  4-trimethylsilyloxy-1-octene 8-(trimet      hylsiloxy)-8-nonenyl]-4-trimethylsiloxy trifluoromethyl-   cyclopent-2-en      -1-one 2-homo-13-trans prostene 221 1-trans-tri-n-butylstannyl-4-chlorome      thyl- 2-[9-methoxy-9-methoxycarbonyl- dl-11a,16-dihydroxy-1-(methoxymetho      xycarbonylmethyl)-1,9-dioxo-16-  4-trimethylsilyloxy-1-octene 8-(trimethy      lsiloxy)-8-nonenyl]-4-trimethylsiloxy chloromethyl-   cyclopent-2-en-1-on      e 2-homo-13-trans prostene 222 1-trans-tri-n-butylstannyl-4-trimethylsily      loxymethyl- 2-[9-methoxy-9-methoxycarbonyl- dl-11a,16-dihydroxy-1-(methox      ymethoxycarbonylmethyl)-1,9-dioxo-16-  4-trimethylsilyloxy-1-octene      8-(trimethylsiloxy)-8-nonenyl]-4-trimethylsiloxy hydroxymethyl-      cyclopent-2-en-1-one 2-homo-13-trans prostene        EX- AM- PLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      PGE1 SERIES        223 1-trans-iodo- 2-[9-methoxy-9-methoxycarbonyl- dl-11a,15a-dihydroxy-      1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  3-triphenylmethoxy-1-nonene      8-(trimethylsiloxy)-8-nonenyl]-4-trimethylsiloxy 20-methyl-2-homo-13-tran      s prostene   cyclopent-2-en-1-one 224 1-trans-iodo-3-methyl- 2-[9-methoxy      -9-methoxycarbonyl- dl-11a,15a-dihydroxy-1-(methoxymethoxycarbonylmethyl)      -1,9-dioxo-15-methyl-  3-trimethylsilyloxy-1-nonene 8-(trimethylsiloxy)-8      -nonenyl]-4-trimethylsiloxy 20-methyl-2-homo-13-trans prostene      cyclopent-2-en-1-one 225 1-trans-iodo-4,4-dimethyl- 2-[9-methoxy-9-methox      ycarbonyl- dl-11a,15a-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-diox      o-  3-trimethylsilyloxy-1-nonene 8-(trimethylsiloxy)-8-nonenyl]-4-trimeth      ylsiloxy 16,16-dimethyl-20-methyl-2-homo-13-trans prostene   cyclopent-2-      en-1-one 226 1-trans-iodo-4,4-trimethylene 2-[9-methoxy-9-methoxycarbonyl      - dl-11a,15a-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      3-trimethylsilyloxy-1-nonene 8-(trimethylsiloxy)-8-nonenyl]-4-trimethylsi      loxy 16,16-trimethylene-20-methyl-2-homo-13-trans prostene   cyclopent-2-      en-1-one        EX- AM- PLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        227 1-trans-tri-n-butylstannyl-3-vinyl- 2-[9-methoxy-9-methoxycarbonyl-       dl-11a,15a-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-15-vinyl      -  3-trimethylsilyloxy-1-nonene 8-(trimethylsiloxy)-8-nonenyl]-4-trimethy      lsiloxy 20-methyl-2-homo-13-trans prostene   cyclopent-2-en-1-one        EX- AM- PLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      PGE1 SERIES        228 1-trans-iodo- 2-[9-methoxy-9-methoxycarbonyl- dl-11a,16-dihydroxy-1      -(methoxymethoxycarbonylmethyl)-1,9-dioxo-  4-triphenylmethoxy-1-nonene      8-(trimethylsiloxy)-8-nonenyl]-4-trimethylsiloxy 20-methyl-2-homo-13-tran      s prostene   cyclopent-2-en-1-one        EX- AM- PLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        229 1-trans-tri-n-butylstannyl-4-methyl- 2-[9-methoxy-9-methoxycarbonyl      - dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-methy      l-  4-trimethylsilyloxy-1-nonene 8-(trimethylsiloxy)-8-nonenyl]-4-trimeth      ylsiloxy 20-methyl-2-homo-13-trans prostene   cyclopent-2-en-1-one 230      1-trans-tri-n-butylstannyl-5-methyl- 2-[9-methoxy-9-methoxycarbonyl-      dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      4-trimethylsilyloxy-1-nonene 8-(trimethylsiloxy)-8-nonenyl]-4-trimethylsi      loxy 17-methyl-20-methyl-2-homo-13-trans prostene   cyclopent-2-en-1-one      231 1-trans-tri-n-butylstannyl-4-vinyl- 2-[9-methoxy-9-methoxycarbonyl-      dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-vinyl-       4-trimethylsilyloxy-1-nonene 8-(trimethylsiloxy)-8-nonenyl]-4-trimethyls      iloxy 20-methyl-2-homo-13-trans prostene   cyclopent-2-en-1-one 232      1-trans-tri-n-butylstannyl-4-trimethylsilylethynyl- 2-[9-methoxy-9-methox      ycarbonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo      -16-ethynyl-  4-trimethylsilyloxy-1-nonene 8-(trimethylsiloxy)-8-nonenyl]      -4-trimethylsiloxy 20-methyl-2-homo-13-trans prostene   cyclopent-2-en-1-      one 233 1-trans-tri-n-butylstannyl-5-methylene 2-[9-methoxy-9-methoxycarb      onyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      4-triethylsilyloxy-1-nonene 8-(trimethylsiloxy)-8-nonenyl]-4-trimethylsil      oxy 17-methylene-20-methyl-2-homo-13-trans prostene   cyclopent-2-en-1-on      e 234 1-trans-tri-n-butylstannyl-4-methyl-5-methylene 2-[9-methoxy-9-meth      oxycarbonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dio      xo-16-methyl-  4-trimethylsilyloxy-1-nonene 8-(trimethylsiloxy)-8-nonenyl      ]-4-trimethylsiloxy 17-methylene-20-methyl-2-homo-13-trans prostene      cyclopent-2-en-1-one 235 1-trans-tri-n-butylstannyl-4-dimethoxymethyl-      2-[9-methoxy-9-methoxycarbonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarb      onylmethyl)-1,9-dioxo-16-formyl-  4-trimethylsilyloxy-1-nonene 8-(trimeth      ylsiloxy)-8-nonenyl]-4-trimethylsiloxy 20-methyl-2-homo-13-trans      prostene   cyclopent-2-en-1-one 236 1-trans-tri-n-butylstannyl-4-fluorome      thyl- 2-[9-methoxy-9-methoxycarbonyl- dl-11a,16-dihydroxy-1-(methoxymetho      xycarbonylmethyl)-1,9-dioxo-16-  4-trimethylsilyloxy-1-nonene 8-(trimethy      lsiloxy)-8-nonenyl]-4-trimethylsiloxy fluoromethyl-   cyclopent-2-en-1-on      e 20-methyl-2-homo-13-trans prostene 237 1-trans-tri-n-butylstannyl-4-dif      luoromethyl- 2-[9-methoxy-9-methoxycarbonyl- dl-11a,16-dihydroxy-1-(metho      xymethoxycarbonylmethyl)-1,9-dioxo-16-  4-trimethylsilyloxy-1-nonene      8-(trimethylsiloxy)-8-nonenyl]-4-trimethylsiloxy difluoromethyl-      cyclopent-2-en-1-one 20-methyl-2-homo-13-trans prostene 238 1-trans-tri-n      -butylstannyl-4-trifluoromethyl- 2-[9-methoxy-9-methoxycarbonyl-      dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-      4-trimethylsilyloxy-1-nonene 8-(trimethylsiloxy)-8-nonenyl]-4-trimethylsi      loxy trifluoromethyl-   cyclopent-2-en-1-one 20-methyl-2-homo-13-trans      prostene 239 1-trans-tri-n-butylstannyl-4-chloromethyl- 2-[9-methoxy-9-me      thoxycarbonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-d      ioxo-16-  4-trimethylsilyloxy-1-nonene 8-(trimethylsiloxy)-8-nonenyl]-4-t      rimethylsiloxy chloromethyl-   cyclopent-2-en-1-one 20-methyl-2-homo-13-t      rans prostene 240 1-trans-tri-n-butylstannyl-4-trimethylsilyloxymethyl-      2-[9-methoxy-9-methoxycarbonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarb      onylmethyl)-1,9-dioxo-16-  4-trimethylsilyloxy-1-nonene 8-(trimethylsilox      y)-8-nonenyl]-4-trimethylsiloxy hydroxymethyl-   cyclopent-2-en-1-one      20-methyl-2-homo-13-trans prostene        EX- AM- PLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      PGE1 SERIES        241 1-trans-iodo- 2-[9-methoxy-9-methoxycarbonyl- dl-11a,15a-dihydroxy-      1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  3-triphenylmethoxy-1-decene      8-(trimethylsiloxy)-8-nonenyl]-4-trimethysiloxy 20-ethyl-2-homo-13-trans      prostene   cyclopent-2-en-1-one 242 1-trans-iodo-3-methyl- 2-[9-methoxy-9      -methoxycarbonyl- dl-11a,15a-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1      ,9-dioxo-15-methyl-  3-trimethylsilyloxy-1-decene 8-(trimethylsiloxy)-8-n      onenyl]-4-trimethylsiloxy 20-ethyl-2-homo-13-trans prostene   cyclopent-2      -en-1-one 243 1-trans-iodo-4,4-dimethyl 2-[9-methoxy-9-methoxycarbonyl-      dl-11a,15a-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      3-trimethylsilyloxy-1-decene 8-(trimethylsiloxy)-8-nonenyl]-4-trimethylsi      loxy 16,16-dimethyl-20-ethyl-2-homo-13-trans prostene   cyclopent-2-en-1-      one 244 1-trans-iodo-4,4-trimethylene 2-[9-methoxy-9-methoxycarbonyl-      dl-11a,15a-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      3-trimethylsilyloxy-1-decene 8-(trimethylsiloxy)-8-nonenyl]-4-trimethylsi      loxy 16,16-trimethylene-20-ethyl-2-homo-13-trans prostene   cyclopent-2-e      n-1-one        EX- AM- PLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        245 1-trans-tri-n-butylstannyl-3-vinyl- 2-[9-methoxy-9-methoxycarbonyl-       dl-11a,15a-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-15-vinyl      -  3-trimethylsilyloxy-1-decene 8-(trimethylsiloxy)-8-nonenyl]-4-trimethy      siloxy 20-ethyl-2-homo-13-trans prostene   cyclopent-2-en-1-one        EX- AM- PLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      PGE1 SERIES        246 1-trans-iodo- 2-[9-methoxy-9-methoxycarbonyl- dl-11a,16-dihydroxy-1      -(methoxymethoxycarbonylmethyl)-1,9-dioxo-  4-triphenylmethoxy-1-decene      8-(trimethylsiloxy)-8-nonenyl]-4-trimethylsiloxy 20-ethyl-2-homo-13-trans       prostene   cyclopent-2-en-1-one        EX- AM- PLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        247 1-trans-tri-n-butylstannyl-4-methyl- 2-[9-methoxy-9-methoxycarbonyl      - dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-methy      l-  4-trimethylsilyloxy-1-decene 8-(trimethylsiloxy)-8-nonenyl]-4-trimeth      ylsiloxy 20-ethyl-2-homo-13-trans prostene   cyclopent-2-en-1-one 248      1-trans-tri-n-butylstannyl-5-methyl 2-[9-methoxy-9-methoxycarbonyl-      dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      4-trimethylsilyloxy-1-decene 8-(trimethylsiloxy)-8-nonenyl]-4-trimethylsi      loxy 17-methyl-20-ethyl-2-homo-13-trans prostene   cyclopent-2-en-1-one      249 1-trans-tri-n-butylstannyl-4-vinyl- 2-[9-methoxy-9-methoxycarbonyl-      dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-vinyl-       4-trimethylsilyloxy-1-decene 8-(trimethylsiloxy)-8-nonenyl]-4-trimethyls      iloxy 20-ethyl-2-homo-13-trans prostene   cyclopent-2-en-1-one 250      1-trans-tri-n-butylstannyl-4-trimethylsilylethynyl- 2-[9-methoxy-9-methox      ycarbonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo      -16-ethynyl-  4-trimethylsilyloxy-1-decene 8-(trimethylsiloxy)-8-nonenyl]      -4-trimethylsiloxy 20-ethyl-2-homo-13-trans prostene   cyclopent-2-en-1-o      ne 251 1-trans-tri-n-butylstannyl-5-methylene 2-[9-methoxy-9-methoxycarbo      nyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      4-triethylsilyloxy-1-decene 8-(trimethylsiloxy)-8-nonenyl]  -4-trimethyls      iloxy 17-methylene-20-ethyl-2-homo-13-trans prostene   cyclopent-2-en-1-o      ne 252 1-trans-tri-n-butylstannyl-4-methyl-5-methylene 2-[9-methoxy-9-met      hoxycarbonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-di      oxo-16-methyl-  4-trimethylsilyloxy-1-decene 8-(trimethylsiloxy)-8-noneny      l]-4-trimethylsiloxy 17-methylene-20-ethyl-2-homo-13-trans prostene      cyclopent-2-en-1-one 253 1-trans-tri-n-butylstannyl-4-dimethoxymethyl-      2-[9-methoxy-9-methoxycarbonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarb      onylmethyl)-1,9-dioxo-16-formyl-  4-trimethylsilyloxy-1-decene 8-(trimeth      ylsiloxy)-8-nonenyl]-4-trimethylsiloxy 20-ethyl-2-homo-13-trans prostene        cyclopent-2-en-1-one 254 1-trans-tri-n-butylstannyl-4-fluoromethyl-      2-[9-methoxy-9-methoxycarbonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarb      onylmethyl)-1,9-dioxo-16-fluoromethyl-  4-trimethylsilyloxy-1-decene      8-(trimethylsiloxy)-8-nonenyl]-4-trimethylsiloxy 20-ethyl-2-homo-13-trans       prostene   cyclopent-2-en-1-one 255 1-trans-tri-n-butylstannyl-4-difluor      omethyl- 2-[9-methoxy-9-methoxycarbonyl- dl-11a,16-dihydroxy-1-(methoxyme      thoxycarbonylmethyl)-1,9-dioxo-16-  4-trimethylsilyloxy-1-decene      8-(trimethylsiloxy)-8-nonenyl]-4-trimethylsiloxy difluoromethyl-      cyclopent-2-en-1-one 20-ethyl-2-homo-13-trans prostene 256 1-trans-tri-n-      butylstannyl-4-trifluoromethyl- 2-[9-methoxy-9-methoxycarbonyl- dl-11a,16      -dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-  4-trimethylsil      yloxy-1-decene 8-(trimethylsiloxy)-8-nonenyl]-4-trimethylsiloxy trifluoro      methyl-   cyclopent-2-en-1-one 20-ethyl-2-homo-13-trans prostene 257      1-trans-tri-n-butylstannyl-4-chloromethyl- 2-[9-methoxy-9-methoxycarbonyl      - dl-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-      4-trimethylsilyloxy-1-decene 8-(trimethylsiloxy)-8-nonenyl]-4-trimethylsi      loxy chloromethyl-   cyclopent-2-en-1-one 20-ethyl-2-homo-13-trans      prostene 258 1-trans-tri-n-butylstannyl-4-trimethylsilyloxymethyl-      2-[9-methoxy-9-methoxycarbonyl- dl-11a,16-dihydroxy-1-(methoxymethoxycarb      onylmethyl)-1,9-dioxo-16-  4-trimethylsilyloxy-1-decene 8-(trimethylsilox      y)-8-nonenyl]-4-trimethylsiloxy hydroxymethyl-   cyclopent-2-en-1-one      20-ethyl-2-homo-13-trans prostene        EX- AM- PLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      PGE1 SERIES        259 1-trans-iodo- 2-[8-methoxy-8-methoxycarbonyl- nat-11a,15a-dihydroxy      -1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  3-triphenylmethoxy-1-hepten      e 7-(trimethylsiloxy)-7-octenyl]-4R-trimethylsiloxy 20-nor-13-trans      prostene   cyclopent-2-en-1-one 260 1-trans-iodo-3-methyl- 2-[8-methoxy-8      -methoxycarbonyl- nat-11a,15a-dihydroxy-1-(methoxymethoxycarbonylmethyl)-      1,9-dioxo-15-methyl-  3-trimethylsilyloxy-1-heptene 7-(trimethylsiloxy)-7      -octenyl]-4R-trimethylsiloxy 20-nor-13-trans prostene   cyclopent-2-en-1-      one 261 1-trans-iodo-4,4-dimethyl- 2-[8-methoxy-8-methoxycarbonyl-      nat-11a,15a-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      3-trimethylsilyloxy-1-heptene 7-(trimethylsiloxy)-7-octenyl]-4R-trimethyl      siloxy 16,16-dimethyl-20-nor-13-trans prostene   cyclopent-2-en-1-one      262 1-trans-iodo-5,5-dimethyl 2-[8-methoxy-8-methoxycarbonyl- nat-11a,15a      -dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  3-triphenylmethox      y-1-octene 7-(trimethylsiloxy)-7-octenyl]-4R-trimethylsiloxy 17,17-dimeth      yl-13-trans prostene  cyclopent-2-en-1-one 263 1-trans-iodo-4-methyl      2-[8-methoxy-8-methoxycarbonyl- nat-11a,15a-dihydroxy-1-(methoxymethoxyca      rbonylmethyl)-1,9-dioxo-  3-triphenylmethoxy-1-octene 7-(trimethylsiloxy)      -7-octenyl]-4R-trimethylsiloxy 16-methyl-13-trans prostene   cyclopent-2-      en-1-one 264 1-trans-iodo-4,4-trimethylene 2-[8-methoxy-8-methoxycarbonyl      - nat-11a,15a-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      3-trimethylsilyloxy-1-heptene 7-(trimethylsiloxy)-7-octenyl]  -4R-trimeth      ylsiloxy 16,16-trimethylene-20-nor-13-trans prostene   cyclopent-2-en-1-o      ne        EX- AM- PLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        265 1-trans-tri-n-butylstannyl-3-vinyl- 2-[8-methoxy-8-methoxycarbonyl-       nat-11a,15a-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-15-viny      l-  3-trimethylsilyloxy-1-heptene 7-(trimethylsiloxy)-7-octenyl]-4R-trime      thylsiloxy 20-nor-13-trans prostene   cyclopent-2-en-1-one 266 1-trans-tr      i-n-butylstannyl-4-phenoxy 2-[8-methoxy-8-methoxycarbonyl- nat-11a,15a-di      hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  3-triethylsilyloxy-1      -butene 7-(trimethylsiloxy)-7-octenyl]-4R-trimethylsiloxy 16-phenoxy-17-2      0-tetranor-13-trans prostene   cyclopent-2-en-1-one 267 1-trans-tri-n-but      ylstannyl-4-(p-fluorophenoxy) 2-[8-methoxy-8-methoxycarbonyl- nat-11a,15a      -dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  3-triethylsilylox      y-1-butene 7-(trimethylsiloxy)-7-octenyl]-4R-trimethylsiloxy 16-(p-fluoro      phenoxy)-17-20-tetranor-13-trans prostene   cyclopent-2-en-1-one 268      1-trans-tri-n-butylstannyl-4-(m-chlorophenoxy) 2-[8-methoxy-8-methoxycarb      onyl- nat-11a,15a-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      3-triethylsilyloxy-1-butene 7-(trimethylsiloxy)-7-octenyl]-4R-trimethylsi      loxy 16-(m-chlorophenoxy)-17-20-tetranor-13-trans prostene   cyclopent-2-      en-1-one 269 1-trans-tri-n-butylstannyl-4-(m-trifluoromethylphenoxy)      2-[8-methoxy-8-methoxycarbonyl- nat-11a,15a-dihydroxy-1-(methoxymethoxyca      rbonylmethyl)-1,9-dioxo-  3-triethylsilyloxy-1-butene 7-(trimethylsiloxy)      -7-octenyl]-4R-trimethylsiloxy 16-(m-trifluoromethylphenoxy)-17-20-tetran      or-13-trans prostene   cyclopent-2-en-1-one        EX- AM- PLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      PGE1 SERIES        270 1-trans-iodo-5-phenyl 2-[8-methoxy-8-methoxycarbonyl- nat-11a,15a-d      ihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  3-triethylsilyloxy-      1-pentene 7-(trimethylsiloxy)-7-octenyl]-4R-trimethylsiloxy 17-phenyl-18-      20-trinor-13-trans prostene   cyclopent-2-en-1-one 271 1-trans-iodo-4,4-d      imethyl-5-phenyl 2-[8-methoxy-8-methoxycarbonyl- nat-11a,15a-dihydroxy-1-      (methoxymethoxycarbonylmethyl)-1,9-dioxo-  3-triethylsilyloxy-1-pentene      7-(trimethylsiloxy)-7-octenyl]-4R-trimethylsiloxy 16,16-dimethyl-17-pheny      l-18-20-trinor-13-trans prostene   cyclopent-2-en-1-one 272 1-trans-iodo-      4-cyclopentyl 2-[8-methoxy-8-methoxycarbonyl- nat-11a,15a-dihydroxy-1-(me      thoxymethoxycarbonylmethyl)-1,9-dioxo-  3-triphenylmethoxy-1-butene      7-(trimethylsiloxy)-7-octenyl]-4R-trimethylsiloxy 16-cyclopentyl-17-20-te      tranor-13-trans prostene   cyclopent-2-en-1-one 273 1-trans-iodo-4-cycloh      exyl 2-[8-methoxy-8-methoxycarbonyl- nat-11a,15a-dihydroxy-1-(methoxymeth      oxycarbonylmethyl)-1,9-dioxo-  3-triphenylmethoxy-1-butene 7-(trimethylsi      loxy)-7-octenyl]-4R-trimethylsiloxy 16-cyclohexyl-17-20-tetranor-13-trans       prostene   cyclopent-2-en-1-one 274 1-trans-iodo- 2-[8-methoxy-8-methoxy      carbonyl- nat-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo      -  4-triphenylmethoxy-1-heptene 7-(trimethylsiloxy)-7-octenyl]-4R-trimeth      ylsiloxy 20-nor-13-trans prostene   cyclopent-2-en-1-one        EX- AM- PLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        275 1-trans-tri-n-butylstannyl-4-methyl- 2-[8-methoxy-8-methoxycarbonyl      - nat-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-meth      yl-  4-trimethylsilyloxy-1-heptene 7-(trimethylsiloxy)-7-octenyl]-4R-trim      ethylsiloxy 20-nor-13-trans prostene   cyclopent-2-en-1-one 276 1-trans-t      ri-n-butylstannyl-4-ethyl- 2-[8-methoxy-8-methoxycarbonyl- nat-11a,16-dih      ydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-ethyl-  4-trimethyls      ilyloxy-1-octene 7-(trimethylsiloxy)-7-octenyl]-4R-trimethylsiloxy      13-trans prostene   cyclopent-2-en-1-one 277 1-trans-tri-n-butylstannyl-5      -methyl 2-[8-methoxy-8-methoxycarbonyl- nat-11a,16-dihydroxy-1-(methoxyme      thoxycarbonylmethyl)-1,9-dioxo-  4-trimethylsilyloxy-1-heptene 7-(trimeth      ylsiloxy)-7-octenyl]-4R-trimethylsiloxy 17-methyl-20-nor-13-trans      prostene   cyclopent-2-en-1-one        EX- AM- PLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      PGE1 SERIES        278 1-trans-iodo-5,5-dimethyl 2-[8-methoxy-8-methoxycarbonyl- nat-11a,1      6-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  4-trimethylsilyl      oxy-1-octene 7-(trimethylsiloxy)-7-octenyl]-4R-trimethylsiloxy 17,17-dime      thyl-13-trans prostene   cyclopent-2-en-1-one        EX- AM- PLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        279 1-trans-tri-n-butylstannyl-4-vinyl- 2-[8-methoxy-8-methoxycarbonyl-       nat-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-vinyl      -  4-trimethylsilyloxy-1-heptene 7-(trimethylsiloxy)-7-octenyl]-4R-trimet      hylsiloxy 20-nor-13-trans prostene   cyclopent-2-en-1-one 280 1-trans-tri      -n-butylstannyl-4-cyclopropyl- 2-[8-methoxy-8-methoxycarbonyl- nat-11a,16      -dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-cyclopropyl-      4-trimethylsilyloxy-1-octene 7-(trimethylsiloxy)-7-octenyl]-4R-trimethyls      iloxy 13-trans prostene   cyclopent-2-en-1-one 281 1-trans-tri-n-butylsta      nnyl-4-trimethylsilylethynyl- 2-[8-methoxy-8-methoxycarbonyl- nat-11a,16-      dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-ethynyl-      4-trimethylsilyloxy-1-heptene 7-(trimethylsiloxy)-7-octenyl]-4R-trimethyl      siloxy 20-nor-13-trans prostene   cyclopent-2-en-1-one 282 1-trans-tri-n-      butylstannyl-5-methylene 2-[8-methoxy-8-methoxycarbonyl- nat-11a,16-dihyd      roxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  4-triethylsilyloxy-1-he      ptene 7-(trimethylsiloxy)-7-octenyl]-4R-trimethylsiloxy 17-methylene-20-n      or-13-trans prostene   cyclopent-2-en-1-one 283 1-trans-tri-n-butylstanny      l-4-methyl-5-methylene 2-[8-methoxy-8-methoxycarbonyl- nat-11a,16-dihydro      xy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-methyl-  4-trimethylsily      loxy-1-heptene 7-(trimethylsiloxy)-7-octenyl]-4R-trimethylsiloxy      17-methylene-20-nor-13-trans prostene   cyclopent-2-en-1-one 284      1-trans-tri-n-butylstannyl-4-dimethoxymethyl- 2-[8-methoxy-8-methoxycarbo      nyl- nat-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-f      ormyl-  4-trimethylsilyloxy-1-heptene 7-(trimethylsiloxy)-7-octenyl]-4R-t      rimethylsiloxy 20-nor-13-trans prostene   cyclopent-2-en-1-one 285      1-trans-tri-n-butylstannyl-4-fluoromethyl- 2-[8-methoxy-8-methoxycarbonyl      - nat-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-fluo      romethyl-  4-trimethylsilyloxy-1-heptene 7-(trimethylsiloxy)-7-octenyl]-4      R-trimethylsiloxy 20-nor-13-trans prostene   cyclopent-2-en-1-one 286      1-trans-tri-n-butylstannyl-4-difluoromethyl- 2-[8-methoxy-8-methoxycarbon      yl- nat-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-      4-trimethylsilyloxy-1-heptene 7-(trimethylsiloxy)-7-octenyl]-4R-trimethyl      siloxy difluoromethyl-   cyclopent-2-en-1-one 20-nor-13-trans prostene      287 1-trans-tri-n-butylstannyl-4-trifluoromethyl- 2-[8-methoxy-8-methoxyc      arbonyl- nat-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      16-  4-trimethylsilyloxy-1-heptene 7-(trimethylsiloxy)-7-octenyl]-4R-trim      ethylsiloxy trifluoromethyl-   cyclopent-2-en-1-one 20-nor-13-trans      prostene 288 1-trans-tri-n-butylstannyl-4-chloromethyl- 2-[8-methoxy-8-me      thoxycarbonyl- nat-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-      dioxo-16-chloromethyl-  4-trimethylsilyloxy-1-heptene 7-(trimethylsiloxy)      -7-octenyl]-4R-trimethylsiloxy 20-nor-13-trans prostene   cyclopent-2-en-      1-one 289 1-trans-tri-n-butylstannyl-4-trimethylsilyloxymethyl- 2-[8-meth      oxy-8-methoxycarbonyl- nat-11a,16-dihydroxy-1-(methoxymethoxycarbonylmeth      yl)-1,9-dioxo-16-hydroxymethyl-  4-trimethylsilyloxy-1-heptene 7-(trimeth      ylsiloxy)-7-octenyl]-4R-trimethylsiloxy 20-nor-13-trans prostene      cyclopent-2-en-1-one        EX- AM- PLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      PGE1 SERIES        290 1-trans-iodo-4-methyl-7-chloro 2-[8-methoxy-8-methoxycarbonyl-      nat-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-methyl      -  4-trimethylsilyloxy-1-heptene 7-(trimethylsiloxy)-7-octenyl]-4R-trimet      hylsiloxy 19-chloro-20-nor-13-trans prostene   cyclopent-2-en-1-one 291      1-trans-iodo- 2-[8-methoxy-8-methoxycarbonyl- nat-11a,15a-dihydroxy-1-(me      thoxymethoxycarbonylmethyl)-1,9-dioxo-  3-triphenylmethoxy-1-octene      7-(trimethylsiloxy)-7-octenyl]-4R-trimethylsiloxy 13-trans prostene      cyclopent-2-en-1-one 292 1-trans-iodo-3-methyl- 2-[8-methoxy-8-methoxycar      bonyl- nat-11a,15a-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-1      5-methyl-  3-trimethylsilyloxy-1-octene 7-(trimethylsiloxy)-7-octenyl]-4R      -trimethylsiloxy 13-trans prostene   cyclopent-2-en-1-one 293 1-trans-iod      o-4,4-dimethyl 2-[8-methoxy-8-methoxycarbonyl- nat-11a,15a-dihydroxy-1-(m      ethoxymethoxycarbonylmethyl)-1,9-dioxo-  3-trimethylsilyloxy-1-octene      7-(trimethylsiloxy)-7-octenyl]-4R-trimethylsiloxy 16,16-dimethyl-13-trans       prostene   cyclopent-2-en-1-one294 1-trans-iodo-4,4-trimethylene      2-[8-methoxy-8-methoxycarbonyl- nat-11a,15a-dihydroxy-1-(methoxymethoxyca      rbonylmethyl)-1,9-dioxo-  3-trimethylsilyloxy-1-octene 7-(trimethylsiloxy      )-7-octenyl]-4R-trimethylsiloxy 16,16-trimethylene-13-trans prostene      cyclopent-2-en-1-one        EX- AM- PLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        295 1-trans-tri-n-butylstannyl-3-vinyl- 2-[8-methoxy-8-methoxycarbonyl-       nat-11a,15a-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-15-viny      l-  3-trimethylsilyloxy-1-octene 7-(trimethylsiloxy)-7-octenyl]-4R-trimet      hylsiloxy 13-trans prostene   cyclopent-2-en-1-one         EX- AM- PLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      PGE1 SERIES        296 1-trans-iodo- 2-[8-methoxy-8-methoxycarbonyl- nat-11a,16-dihydroxy-      1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  4-triphenylmethoxy-1-octene      7-(trimethylsiloxy)-7-octenyl]-4R-trimethylsiloxy 13-trans prostene      cyclopent-2-en-1-one        EX- AM- PLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        297 1-trans-tri-n-butylstannyl-4-methyl- 2-[8-methoxy-8-methoxycarbonyl      - nat-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-meth      yl-  4-trimethylsilyloxy-1-octene 7-(trimethylsiloxy)-7-octenyl]-4R-trime      thylsiloxy 13-trans prostene   cyclopent-2-en-1-one 298 1-trans-tri-n-but      ylstanyl-5-methyl 2-[8-methoxy-8-methoxycarbonyl- nat-11a,16-dihydroxy-1-      (methoxymethoxycarbonylmethyl)-1,9-dioxo-  4-trimethylsilyloxy-1-octene      7-(trimethylsiloxy)-7-octenyl]-4R-trimethylsiloxy 17-methyl-13-trans      prostene   cyclopent-2-en-1-one 299 1-trans-tri-n-butylstannyl-4-vinyl-      2-[8-methoxy-8-methoxycarbonyl- nat-11a,16-dihydroxy-1-(methoxymethoxycar      bonylmethyl)-1,9-dioxo-16-vinyl-  4-trimethylsilyloxy-1-octene 7-(trimeth      ylsiloxy)-7-octenyl]-4R-trimethylsiloxy 13-trans prostene   cyclopent-2-e      n-1-one 300 1-trans-tri-n-butylstannyl-4-trimethylsilyethynyl- 2-[8-metho      xy-8-methoxycarbonyl- nat-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethy      l)-1,9-dioxo-16-ethynyl-  4-trimethylsilyloxy-1-octene 7-(trimethylsiloxy      )-7-octenyl]-4R-trimethylsiloxy 13-trans prostene   cyclopent-2-en-1-one      301 1-trans-tri-n-butylstannyl-5-methylene 2-[8-methoxy-8-methoxycarbonyl      - nat-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      4-triethylsilyloxy-1-octene 7-(trimethylsiloxy)-7-octenyl]-4R-trimethylsi      loxy 17-methylene-13-trans prostene   cyclopent-2-en-1-one 302 1-trans-tr      i-n-butylstannyl-4-methyl-5-methylene 2-[8-methoxy-8-methoxycarbonyl-      nat-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-methyl      -  4-trimethylsilyloxy-1-octene 7-(timethylsiloxy)-7-octenyl]-4R-trimethy      lsiloxy 17-methylene-13-trans prostene   cyclopent-2-en-1-one 303      1-trans-tri-n-butylstannyl-4-dimethoxymethyl- 2-[8-methoxy-8-methoxycarbo      nyl- nat-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-f      ormyl-  4-trimethylsilyloxy-1-octene 7-(trimethylsiloxy)-7-octenyl]-4R-tr      imethylsiloxy 13-trans prostene   cyclopent-2-en-1-one 304 1-trans-tri-n-      butylstannyl-4-fluoromethyl- 2-[8-methoxy-8-methoxycarbonyl- nat-11a,16-d      ihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-  4-trimethylsilyl      oxy-1-octene 7-(trimethylsiloxy)-7-octenyl]-4R-trimethylsiloxy fluorometh      yl-   cyclopent-2-en-1-one 13-trans prostene 305 1-trans-tri-n-butylstann      yl-4-difluoromethyl- 2-[8-methoxy-8-methoxycarbonyl- nat-11a,16-dihydroxy      -1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-  4-trimethylsilyloxy-1-oc      tene 7-(trimethylsiloxy)-7-octenyl]-4R-trimethylsiloxy difluoromethyl-      cyclopent-2-en-1-one 13-trans prostene 306 1-trans-tri-n-butylstannyl-4-t      rifluoromethyl- 2-[8-methoxy-8-methoxycarbonyl- nat-11a,16-dihydroxy-1-(m      ethoxymethoxycarbonylmethyl)-1,9-dioxo-16-  4-trimethylsilyloxy-1-octene      7-(trimethylsiloxy)-7-octenyl]-4R-trimethylsiloxy trifluoromethyl-      cyclopent-2-en-1-one 13-trans prostene 307 1-trans-tri-n-butylstannyl-4-c      hloromethyl- 2-[8-methoxy-8-methoxycarbonyl- nat-11a,16-dihydroxy-1-(meth      oxymethoxycarbonylmethyl)-1,9-dioxo-16-  4-trimethylsilyloxy-1-octene      7-(trimethylsiloxy)-7-octenyl]-4R-trimethylsiloxy chloromethyl-      cyclopent-2-en-1-one 13-trans prostene 308 1-trans-tri-n-butylstannyl-4-t      rimethylsilyloxymethyl- 2-[8-methoxy-8-methoxycarbonyl- nat-11a,16-dihydr      oxy-1-(methoxymethoxycarbonylmethyl-1,9-dioxo-,16-  4-trimethylsilyloxy-1      -octene 7-(trimethylsiloxy-7-octenyl]-4R-trimethylsiloxy hydroxymethyl-       cyclopent-2-en-1-one 13-trans prostene        EX- AM- PLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      PGE1 SERIES        309 1-trans-iodo- 2-[8-methoxy-8-methoxycarbonyl- nat-11a,15a-dihydroxy      -1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  3-triphenylmethoxy-1-nonene       7-(trimethylsiloxy)-7-octenyl]-4R-trimethylsiloxy 20-methyl-13-trans      prostene   cyclopent-2-en-1-one 310 1-trans-iodo-3-methyl- 2-[8-methoxy-8      -methoxycarbonyl- nat-11a,15a-dihydroxy-1-(methoxymethoxycarbonylmethyl)-      1,9-dioxo-15-methyl-  3-trimethylsilyloxy-1-nonene 7-(trimethylsiloxy)-7-      octenyl]-4R-trimethylsiloxy 20-methyl-13-trans prostene   cyclopent-2-en-      1-one 311 1-trans-iodo-4,4-dimethyl 2-[8-methoxy-8-methoxycarbonyl-      nat-11a,15a-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      3-trimethylsilyloxy-1-nonene 7-(trimethylsiloxy)-7-octenyl]-4R-trimethyls      iloxy 16,16-dimethyl-20-methyl-13-trans prostene   cyclopent-2-en-1-one      312 1-trans-iodo-4,4-trimethylene 2-[8-methoxy-8-methoxycarbonyl-      nat-11a,15a-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      3-trimethylsilyloxy-1-nonene 7-(trimethylsiloxy)-7-octenyl]-4R-trimethyls      iloxy 16,16-trimethylene-20-methyl-13-trans prostene   cyclopent-2-en-1-o      ne        EX- AM- PLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        313 1-trans-tri-n-butylstannyl-3-vinyl- 2-[8-methoxy-8-methoxycarbonyl-       nat-11a,15a-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-15-viny      l-  3-trimethylsilyloxy-1-nonene 7-(trimethylsiloxy)-7-octenyl]-4R-trimet      hylsiloxy 20-methyl-13-trans prostene   cyclopent-2-en-1-one        EX- AM- PLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      PGE1 SERIES        314 1-trans-iodo- 2-[8-methoxy-8-methoxycarbonyl- nat-11a,16-dihydroxy-      1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  4-triphenylmethoxy-1-nonene      7-(trimethylsiloxy)-7-octenyl]-4R-trimethylsiloxy 20-methyl-13-trans      prostene   cyclopent-2-en-1-one        EX- AM- PLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        315 1-trans-tri-n-butylstannyl-4-methyl- 2-[8-methoxy-8-methoxycarbonyl      - nat-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-meth      yl-  4-trimethylsilyloxy-1-nonene 7-(trimethylsiloxy)-7-octenyl]-4R-trime      thylsiloxy 20-methyl-13-trans prostene   cyclopent-2-en-1-one 316      1-trans-tri-n-butylstannyl-5-methyl 2-[8-methoxy-8-methoxycarbonyl-      nat-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      4-trimethylsilyloxy-1-nonene 7-(trimethylsiloxy)-7-octenyl]-4R-trimethyls      iloxy 17-methyl-20-methyl-13-trans prostene   cyclopent-2-en-1-one 317      1-trans-tri-n-butylstannyl-4-vinyl- 2-[8-methoxy-8-methoxycarbonyl-      nat-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-vinyl-        4-trimethylsilyloxy-1-nonene 7-(trimethylsiloxy)-7-octenyl]-4R-trimethy      lsiloxy 20-methyl-13-trans prostene   cyclopent-2-en-1-one 318 1-trans-tr      i-n-butylstannyl-4-trimethylsilyethynyl- 2-[8-methoxy-8-methoxycarbonyl-      nat-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-ethyny      l-  4-trimethylsilyloxy-1-nonene 7-(trimethylsiloxy)-7-octenyl]-4R-trimet      hylsiloxy 20-methyl-13-trans prostene   cyclopent-2-en-1-one 319      1-trans-tri-n-butylstannyl-5-methylene 2-[8-methoxy-8-methoxycarbonyl-      nat-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      4-triethylsilyloxy-1-nonene 7-(trimethylsiloxy)-7-octenyl]-4R-trimethylsi      loxy 17-methylene-20-methyl-13-trans prostene   cyclopent-2-en-1-one 320      1-trans-tri-n-butylstannyl-4-methyl-5-methylene 2-[8-methoxy-8-methoxycar      bonyl- nat-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16      -methyl-  4-trimethylsilyloxy-1-nonene 7-(trimethylsiloxy)-7-octenyl]-4R-      trimethylsiloxy 17-methylene-20-methyl-13-trans prostene   cyclopent-2-en      -1-one 321 1-trans-tri-n-butylstannyl-4-dimethoxymethyl- 2-[8-methoxy-8-m      ethoxycarbonyl- nat-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9      -dioxo-16-formyl-  4-trimethylsilyloxy-1-nonene 7-(trimethylsiloxy)-7-oct      enyl]-4R-trimethylsiloxy 20-methyl-13-trans prostene   cyclopent-2-en-1-o      ne 322 1-trans-tri-n-butylstannyl-4-fluoromethyl- 2-[8-methoxy-8-methoxyc      arbonyl- nat-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      16-  4-trimethylsilyloxy-1-nonene 7-(trimethylsiloxy)-7-octenyl]-4R-trime      thylsiloxy fluoromethyl-   cyclopent-2-en-1-one 20-methyl-13-trans      prostene 323 1-trans-tri-n-butylstannyl-4-difluoromethyl- 2-[8-methoxy-8-      methoxycarbonyl- nat-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,      9-dioxo-16-  4-trimethylsilyloxy-1-nonene 7-(trimethylsiloxy)-7-octenyl]-      4R-trimethylsiloxy difluoromethyl-   cyclopent-2-en-1-one 20-methyl-13-tr      ans prostene 324 1-trans-tri-n-butylstannyl-4-trifluoromethyl- 2-[8-metho      xy-8-methoxycarbonyl- nat-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethy      l)-1,9-dioxo-16-  4-trimethylsilyloxy-1-nonene 7-(trimethylsiloxy)-7-octe      nyl]-4R-trimethylsiloxy trifluoromethyl-   cyclopent-2-en-1-one 20-methyl      -13-trans prostene 325 1-trans-tri-n-butylstannyl-4-chloromethyl-      2-[8-methoxy-8-methoxycarbonyl- nat-11a,16-dihydroxy-1-(methoxymethoxycar      bonylmethyl)-1,9-dioxo-16-  4-trimethylsilyloxy-1-nonene 7-(trimethylsilo      xy)-7-octenyl]-4R-trimethylsiloxy chloromethyl-   cyclopent-2-en-1-one      20-methyl-13-trans prostene 326 1-trans-tri-n-butylstannyl-4-trimethylsil      yloxymethyl- 2-[8-methoxy-8-methoxycarbonyl- nat-11a,16-dihydroxy-1-(meth      oxymethoxycarbonylmethyl)-1,9-dioxo-16-  4-trimethylsilyloxy-1-nonene      7-(trimethylsiloxy)-7-octenyl]-4R-trimethylsiloxy hydroxymethyl-      cyclopent-2-en-1-one 20-methyl-13-trans prostene        EX- AM- PLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      PGE1 SERIES        327 1-trans-iodo- 2-[8-methoxy-8-methoxycarbonyl- nat-11a,15a-dihydroxy      -1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  3-triphenylmethoxy-1-decene       7-(trimethylsiloxy)-7-octenyl]-4R-trimethylsiloxy 20-ethyl-13-trans      prostene   cyclopent-2-en-1-one 328 1-trans-iodo-3-methyl- 2-[8-methoxy-8      -methoxycarbonyl- nat-11a,15a-dihydroxy-1-(methoxymethoxycarbonylmethyl)-      1,9-dioxo-15-methyl-  3-trimethylsilyloxy-1-decene 7-(trimethylsiloxy)-7-      octenyl]-4R-trimethylsiloxy 20-ethyl-13-trans prostene   cyclopent-2-en-1      -one 329 1-trans-iodo-4,4-dimethyl 2-[8-methoxy-8-methoxycarbonyl-      nat-11a,15a-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      3-trimethylsilyloxy-1-decene 7-(trimethylsiloxy)-7-octenyl]-4R-trimethyls      iloxy 16,16-dimethyl-20-ethyl-13-trans prostene   cyclopent-2-en-1-one      330 1-trans-iodo-4,4-trimethylene 2-[8-methoxy-8-methoxycarbonyl-      nat-11a,15a-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      3-trimethylsilyloxy-1-decene 7-(trimethylsiloxy)-7-octenyl]-4R-trimethyls      iloxy 16,16-trimethylene-20-ethyl-13-trans prostene   cyclopent-2-en-1-on      e        EX- AM- PLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        331 1-trans-tri-n-butylstannyl-3-vinyl- 2-[8-methoxy-8-methoxycarbonyl-       nat-11a,15a-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-15-viny      l-  3-trimethylsilyloxy-1-decene 7-(trimethylsiloxy)-7-octenyl]-4R-trimet      hylsiloxy 20-ethyl-13-trans prostene   cyclopent-2-en-1-one        EX- AM- PLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      PGE1 SERIES        332 1-trans-iodo- 2-[8-methoxy-8-methoxycarbonyl- nat-11a,16-dihydroxy-      1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  4-triphenylmethoxy-1-decene      7-(trimethylsiloxy)-7-octenyl]-4R-trimethylsiloxy 20-ethyl-13-trans      prostene   cyclopent-2-en-1-one        EX- AM- PLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE PGE1      SERIES        333 1-trans-tri-n-butylstannyl-4-methyl- 2-[8-methoxy-8-methoxycarbonyl      - nat-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-meth      yl-  4-trimethylsilyloxy-1-decene 7-(trimethylsiloxy)-7-octenyl]-4R-trime      thylsiloxy 20-ethyl-13-trans prostene   cyclopent-2-en-1-one 334      1-trans-tri-n-butylstannyl-5-methyl 2-[8-methoxy-8-methoxycarbonyl-      nat-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      4-trimethylsilyloxy-1-decene 7-(trimethylsiloxy)-7-octenyl]-4R-trimethyls      iloxy 17-methyl-20-ethyl-13-trans prostene   cyclopent-2-en-1-one 335      1-trans-tri-n-butylstannyl-4-vinyl- 2-[8-methoxy-8-methoxycarbonyl-      nat-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-vinyl-        4-trimethylsilyloxy-1-decene 7-(trimethylsiloxy)-7-octenyl]-4R-trimethy      lsiloxy 20-ethyl-13-trans prostene   cyclopent-2-en-1-one 336 1-trans-tri      -n-butylstannyl-4-trimethylsilyethynyl- 2-[8-methoxy-8-methoxycarbonyl-      nat-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-ethyny      l-  4-trimethylsilyloxy-1-decene 7-(trimethylsiloxy)-7-octenyl]-4R-trimet      hylsiloxy 20-ethyl-13-trans prostene   cyclopent-2-en-1-one 337 1-trans-t      ri-n-butylstannyl-5-methylene 2-[8-methoxy-8-methoxycarbonyl- nat-11a,16-      dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  4-triethylsilyloxy      -1-decene 7-(trimethylsiloxy)-7-octenyl]-4R-trimethylsiloxy 17-methylene-      20-ethyl-13-trans prostene   cyclopent-2-en-1-one 338 1-trans-tri-n-butyl      stannyl-4-methyl-5-methylene 2-[8-methoxy-8-methoxycarbonyl- nat-11a,16-d      ihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-methyl-  4-trimeth      ylsilyloxy-1-decene 7-(trimethylsiloxy)-7-octenyl]-4R-trimethylsiloxy      17-methylene-20-ethyl-13-trans prostene   cyclopent-2-en-1-one 339      1-trans-tri-n-butylstannyl-4-dimethoxymethyl- 2-[8-methoxy-8-methoxycarbo      nyl- nat-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-f      ormyl-  4-trimethylsilyloxy-1-decene 7-(trimethylsiloxy)-7-octenyl]-4R-tr      imethylsiloxy 20-ethyl-13-trans prostene   cyclopent-2-en-1-one 340      1-trans-tri-n-butylstannyl-4-fluoromethyl- 2-[8-methoxy-8-methoxycarbonyl      - nat-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-      4-trimethylsilyloxy-1-decene 7-(trimethylsiloxy)-7-octenyl]-4R-trimethyls      iloxy fluoromethyl-   cyclopent-2-en-1-one 20-ethyl-13-trans prostene      341 1-trans-tri-n-butylstannyl-4-difluoromethyl- 2-[8-methoxy-8-methoxyca      rbonyl- nat-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-1      6-  4-trimethylsilyloxy-1-decene 7-(trimethylsiloxy)-7-octenyl]-4R-trimet      hylsiloxy difluoromethyl-   cyclopent-2-en-1-one 20-ethyl-13-trans      prostene 342 1-trans-tri-n-butylstannyl-4-trifluoromethyl- 2-[8-methoxy-8      -methoxycarbonyl- nat-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)-1      ,9-dioxo-16-  4-trimethylsilyloxy-1-decene 7-(trimethylsiloxy)-7-octenyl]      -4R-trimethylsiloxy trifluoromethyl-   cyclopent-2-en-1-one 20-ethyl-13-t      rans prostene 343 1-trans-tri-n-butylstannyl-4-chloromethyl- 2-[8-methoxy      -8-methoxycarbonyl- nat-11a,16-dihydroxy-1-(methoxymethoxycarbonylmethyl)      -1,9-dioxo-16-chloromethyl-  4-trimethylsilyloxy-1-decene 7-(trimethylsil      oxy)-7-octenyl]-4R-trimethylsiloxy 20-ethyl-13-trans prostene   cyclopent      -2-en-1-one 344 1-trans-tri-n-butylstannyl-4-trimethylsilyloxymethyl-      2-[8-methoxy-8-methoxycarbonyl- nat-11a,16-dihydroxy-1-(methoxymethoxycar      bonylmethyl)-1,9-dioxo-16-hydroxymethyl-  4-trimethylsilyloxy-1-decene      7-(trimethylsiloxy)-7-octenyl]-4R-trimethylsiloxy 20-ethyl-13-trans      prostene   cyclopent-2-en-1-one        EX- AM- PLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        345 1-trans-iodo- 2-[7-methoxy-7-methoxycabonyl- dl-15a-hydroxy-1-(meth      oxymethoxycarbonylmethyl)-1,9-dioxo-  3-triphenylmethoxy-1-heptene      6-(trimethylsiloxy)-6-heptenyl] 20-nor-2-nor-13-trans prostene      cyclopent-2-en-1-one 346 1-trans-iodo-3-methyl- 2-[7-methoxy-7-methoxycar      bonyl- dl-15a-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-15-methy      l-  3-trimethylsilyloxy-1-heptene 6-(trimethylsiloxy)-6-heptenyl]      20-nor-2-nor-13-trans prostene   cyclopent-2-en-1-one 347 1-trans-iodo-4,      4-dimethyl 2-[7-methoxy-7-methoxycabonyl- dl-15a-hydroxy-1-(methoxymethox      ycarbonylmethyl)-1,9-dioxo-  3-trimethylsilyloxy-1-heptene 6-(trimethylsi      loxy)-6-heptenyl] 16,16-dimethyl-20-nor-2-nor-13-trans prostene      cyclopent-2-en-1-one 348 1-trans-iodo-5,5-dimethyl 2-[7-methoxy-7-methoxy      cabonyl- dl-15a-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      3-triphenylmethoxy-1-octene 6-(trimethylsiloxy)-6-heptenyl] 17,17-dimethy      l-2-nor-13-trans prostene   cyclopent-2-en-1-one 349 1-trans-iodo-4-methy      l 2-[7-methoxy-7-methoxycabonyl- dl-15a-hydroxy-1-(methoxymethoxycarbonyl      methyl)-1,9-dioxo-  3-triphenylmethoxy-1-octene 6-(trimethylsiloxy)-6-hep      tenyl] 16-methyl-2-nor-13-trans prostene   cyclopent-2-en-1-one 350      1-trans-iodo-4,4-trimethylene 2-[7-methoxy-7-methoxycabonyl- dl-15a-hydro      xy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  3-trimethylsilyloxy-1-hep      tene 6-(trimethylsiloxy)-6-heptenyl] 16,16-trimethylene-20-nor-2-nor-13-t      rans prostene   cyclopent-2-en-1-one        EX- AM- PLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        351 1-trans-tri-n-butylstannyl-3-vinyl- 2-[7-methoxy-7-methoxycabonyl-      dl-15a-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-15-vinyl-      3-trimethylsilyloxy-1-heptene 6-(trimethylsiloxy)-6-heptenyl] 20-nor-2-no      r-13-trans prostene   cyclopent-2-en-1-one 352 1-trans-tri-n-butylstannyl      -4-phenoxy 2-[7-methoxy-7-methoxycabonyl- dl-15a-hydroxy-1-(methoxymethox      ycarbonylmethyl)-1,9-dioxo-  3-triethylsilyloxy-1-butene 6-(trimethylsilo      xy)-6-heptenyl] 16-phenoxy-2-nor-17-20-tetranor-13-trans prostene      cyclopent-2-en-1-one 353 1-trans-tri-n-butylstannyl-4-(p-fluorophenoxy)      2-[7-methoxy-7-methoxycabonyl- dl-15a-hydroxy-1-(methoxymethoxycarbonylme      thyl)-1,9-dioxo-  3-triethylsilyloxy-1-butene 6-(trimethylsiloxy)-6-hepte      nyl] 16-(p-fluorophenoxy)-2-nor-17-20-tetranor-13-trans prostene      cyclopent-2-en-1-one 354 1-trans-tri-n-butylstannyl-4-(m-chlorophenoxy)      2-[7-methoxy-7-methoxycabonyl- dl-15a-hydroxy-1-(methoxymethoxycarbonylme      thyl)-1,9-dioxo-  3-triethylsilyloxy-1-butene 6-(trimethylsiloxy)-6-hepte      nyl] 16-(m-chlorophenoxy)-2-nor-17-20-tetranor-13-trans prostene      cyclopent-2-en-1-one 355 1-trans-tri-n-butylstannyl-4-(m-trifluoromethylp      henoxy) 2-[7-methoxy-7-methoxycabonyl- dl-15a-hydroxy-1-(methoxymethoxyca      rbonylmethyl)-1,9-dioxo-  3-triethylsilyloxy-1-butene 6-(trimethylsiloxy)      -6-heptenyl] 16-(m-trifluoromethylphenoxy)-2-nor-17-20-tetranor-13-trans      prostene   cyclopent-2-en-1-one        EX- AM- PLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        356 1-trans-iodo-5-phenyl 2-[7-methoxy-7-methoxycabonyl- dl-15a-hydroxy      -1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  3-triethylsilyloxy-1-penten      e 6-(trimethylsiloxy)-6-heptenyl] 17-phenyl-2-nor-18-20-trinor-13-trans      prostene   cyclopent-2-en-1-one 357 1-trans-iodo-4,4-dimethyl-5-phenyl      2-[7-methoxy-7-methoxycabonyl- dl-15a-hydroxy-1-(methoxymethoxycarbonylme      thyl)-1,9-dioxo-  3-triethylsilyloxy-1-pentene 6-(trimethylsiloxy)-6-hept      enyl] 16,16-dimethyl-17-phenyl-2-nor-18-20-trinor-13-trans prostene      cyclopent-2-en-1-one 358 1-trans-iodo-4-cyclopentyl 2-[7-methoxy-7-methox      ycabonyl- dl-15a-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      3-triphenylmethoxy-1-butene 6-(trimethylsiloxy)-6-heptenyl] 16-cyclopenty      l-2-nor-17-20-tetranor-13-trans prostene   cyclopent-2-en-1-one 359      1-trans-iodo-4-cyclohexyl 2-[7-methoxy-7-methoxycabonyl- dl-15a-hydroxy-1      -(methoxymethoxycarbonylmethyl)-1,9-dioxo-  3-triphenylmethoxy-1-butene      6-(trimethylsiloxy)-6-heptenyl] 16-cyclohexyl-2-nor-17-20-tetranor-13-tra      ns prostene   cyclopent-2-en-1-one 360 1-trans-iodo- 2-[7-methoxy-7-metho      xycabonyl- dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      4-triphenylmethoxy-1-heptene 6-(trimethylsiloxy)-6-heptenyl] 20-nor-2-nor      -13-trans prostene   cyclopent-2-en-1-one        EX- AM- PLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        361 1-trans-tri-n-butylstannyl-4-methyl- 2-[7-methoxy-7-methoxycabonyl-       dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-methyl-      4-trimethylsilyloxy-1-heptene 6-(trimethylsiloxy)-6-heptenyl] 20-nor-2-no      r-13-trans prostene   cyclopent-2-en-1-one 362 1-trans-tri-n-butylstannyl      -4-ethyl- 2-[7-methoxy-7-methoxycabonyl- dl-16-hydroxy-1-(methoxymethoxyc      arbonylmethyl)-1,9-dioxo-16-ethyl-  4-trimethylsilyloxy-1-octene      6-(trimethylsiloxy)-6-heptenyl] 2-nor-13-trans prostene   cyclopent-2-en-      1-one 363 1-trans-tri-n-butylstannyl-5-methyl 2-[7-methoxy-7-methoxycabon      yl- dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  4-trimethy      lsilyloxy-1-heptene 6-(trimethylsiloxy)-6-heptenyl] 17-methyl-20-nor-2-no      r-13-trans prostene   cyclopent-2-en-1-one        EX- AM- PLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        364 1-trans-iodo-5,5-dimethyl 2-[7-methoxy-7-methoxycabonyl- dl-16-hydr      oxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  4-trimethylsilyloxy-1-oc      tene 6-(trimethylsiloxy)-6-heptenyl] 17,17-dimethyl-2-nor-13-trans      prostene   cyclopent-2-en-1-one        EX- AM- PLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        365 1-trans-tri-n-butylstannyl-4-vinyl- 2-[7-methoxy-7-methoxycabonyl-      dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-vinyl-      4-trimethylsilyloxy-1-heptene 6-(trimethylsiloxy)-6-heptenyl] 20-nor-2-no      r-13-trans prostene   cyclopent-2-en-1-one 366 1-trans-tri-n-butylstannyl      -4-cyclopropyl- 2-[7-methoxy-7-methoxycabonyl- dl-16-hydroxy-1-(methoxyme      thoxycarbonylmethyl)-1,9-dioxo-16-cyclopropyl-  4-trimethylsilyloxy-1-oct      ene 6-(trimethylsiloxy)-6-heptenyl] 2-nor-13-trans prostene   cyclopent-2      -en-1-one 367 1-trans-tri-n-butylstannyl-4-trimethylsilylethynyl-      2-[7-methoxy-7-methoxycabonyl- dl-16-hydroxy-1-(methoxymethoxycarbonylmet      hyl)-1,9-dioxo-16-ethynyl-  4-trimethylsilyloxy-1-heptene 6-(trimethylsil      oxy)-6-heptenyl] 20-nor-2-nor-13-trans prostene   cyclopent-2-en-1-one      368 1-trans-tri-n-butylstannyl-5-methylene 2-[7-methoxy-7-methoxycabonyl-       dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  4-triethylsil      yloxy-1-heptene 6-(trimethylsiloxy)-6-heptenyl] 17-methylene-20-nor-2-nor      -13-trans prostene   cyclopent-2-en-1-one 369 1-trans-tri-n-butylstannyl-      4-methyl-5-methylene 2-[7-methoxy-7-methoxycabonyl- dl-16-hydroxy-1-(meth      oxymethoxycarbonylmethyl)-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-hep      tene 6-(trimethylsiloxy)-6-heptenyl] 17-methylene-20-nor-2-nor-13-trans      prostene   cyclopent-2-en-1-one 370 1-trans-tri-n-butylstannyl-4-dimethox      ymethyl- 2-[7-methoxy-7-methoxycabonyl- dl-16-hydroxy-1-(methoxymethoxyca      rbonylmethyl)-1,9-dioxo-16-formyl-  4-trimethylsilyloxy-1-heptene      6-(trimethylsiloxy)-6-heptenyl] 20-nor-2-nor-13-trans prostene      cyclopent-2-en-1-one 371 1-trans-tri-n-butylstannyl-4-fluoromethyl-      2-[7-methoxy-7-methoxycabonyl- dl-16-hydroxy-1-(methoxymethoxycarbonylmet      hyl)-1,9-dioxo-16-fluoromethyl-  4-trimethylsilyloxy-1-heptene 6-(trimeth      ylsiloxy)-6-heptenyl] 20-nor-2-nor-13-trans prostene   cyclopent-2-en-1-o      ne 372 1-trans-tri-n-butylstannyl-4-difluoromethyl- 2-[7-methoxy-7-methox      ycabonyl- dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-dif      luoromethyl-  4-trimethylsilyloxy-1-heptene 6-(trimethylsiloxy)-6-hepteny      l] 20-nor-2-nor-13-trans prostene   cyclopent-2-en-1-one 373 1-trans-tri-      n-butylstannyl-4-trifluoromethyl- 2-[7-methoxy-7-methoxycabonyl-      dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-trifluorometh      yl-  4-trimethylsilyloxy-1-heptene 6-(trimethylsiloxy)-6-heptenyl]      20-nor-2-nor-13-trans prostene   cyclopent-2-en-1-one 374 1-trans-tri-n-b      utylstannyl-4-chloromethyl- 2-[7-methoxy-7-methoxycabonyl- dl-16-hydroxy-      1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-chloromethyl-  4-trimethyls      ilyloxy-1-heptene 6-(trimethylsiloxy)-6-heptenyl] 20-nor-2-nor-13-trans      prostene   cyclopent-2-en-1-one 375 1-trans-tri-n-butylstannyl-4-trimethy      lsilyloxymethyl- 2-[7-methoxy-7-methoxycabonyl- dl-16-hydroxy-1-(methoxym      ethoxycarbonylmethyl)-1,9-dioxo-16-hydroxymethyl-  4-trimethylsilyloxy-1-      heptene 6-(trimethylsiloxy)-6-heptenyl] 20-nor-2-nor-13-trans prostene      cyclopent-2-en-1-one        EX- AM- PLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        376 1-trans-iodo-4-methyl-7-chloro 2-[7-methoxy-7-methoxycabonyl-      dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-methyl-      4-trimethylsilyloxy-1-heptene 6-(trimethylsiloxy)-6-heptenyl] 19-chloro-2      -nor-20-nor-13-trans prostene   cyclopent-2-en-1-one 377 1-trans-iodo-      2-[7-methoxy-7-methoxycabonyl- dl-15a-hydroxy-1-(methoxymethoxycarbonylme      thyl)-1,9-dioxo-  3-triphenylmethoxy-1-octene 6-(trimethylsiloxy-6-hepten      yl] 2-nor-13-trans prostene   cyclopent-2-en-1-one 378 1-trans-iodo-3-met      hyl- 2-[7-methoxy-7-methoxycabonyl- dl-15a-hydroxy-1-(methoxymethoxycarbo      nylmethyl)-1,9-dioxo-15-methyl-  3-trimethylsilyloxy-1-octene 6-(trimethy      lsiloxy)-6-heptenyl] 2-nor-13-trans prostene   cyclopent-2-en-1-one 379      1-trans-iodo-4,4-dimethyl 2-[7-methoxy-7-methoxycabonyl- dl-15a-hydroxy-1      -(methoxymethoxycarbonylmethyl)-1,9-dioxo-  3-trimethylsilyloxy-1-octene      6-(trimethylsiloxy)-6-heptenyl] 16,16-dimethyl-2-nor-13-trans prostene      cyclopent-2-en-1-one 380 1-trans-iodo-4,4-trimethylene 2-[7-methoxy-7-met      hoxycabonyl- dl-15a-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      3-trimethylsilyloxy-1-octene 6-(trimethylsiloxy)-6-heptenyl] 16,16-trimet      hylene-2-nor-13-trans prostene   cyclopent-2-en-1-one        EX- AM- PLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        381 1-trans-tri-n-butylstannyl-3-vinyl- 2-[7-methoxy-7-methoxycabonyl-      dl-15a-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-15-vinyl-      3-trimethylsilyloxy-1-octene 6-(trimethylsiloxy)-6-heptenyl] 2-nor-13-tra      ns prostene   cyclopent-2-en-1-one        EX- AM- PLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        382 1-trans-iodo- 2-[7-methoxy-7-methoxycabonyl- dl-16-hydroxy-1-(metho      xymethoxycarbonylmethyl)-1,9-dioxo-  4-triphenylmethoxy-1-octene      6-(trimethylsiloxy)-6-heptenyl] 2-nor-13-trans prostene   cyclopent-2-en-      1-one        EX- AM- PLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        383 1-trans-tri-n-butylstannyl-4-methyl- 2-[7-methoxy-7-methoxycabonyl-       dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-methyl-      4-trimethylsilyloxy-1-octene 6-(trimethylsiloxy)-6-heptenyl] 2-nor-13-tra      ns prostene   cyclopent-2-en-1-one 384 1-trans-tri-n-butylstannyl-5-methy      l 2-[7-methoxy-7-methoxycabonyl- dl-16-hydroxy-1-(methoxymethoxycarbonylm      ethyl)-1,9-dioxo-  4-trimethylsilyloxy-1-octene 6-(trimethylsiloxy)-6-hep      tenyl] 17-methyl-2-nor-13-trans prostene   cyclopent-2-en-1-one 385      1-trans-tri-n-butylstannyl-4-vinyl- 2-[7-methoxy-7-methoxycabonyl-      dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-vinyl-      4-trimethylsilyloxy-1-octene 6-(trimethylsiloxy)-6-heptenyl] 2-nor-13-tra      ns prostene   cyclopent-2-en-1-one 386 1-trans-tri-n-butylstannyl-4-trime      thylsilylethynyl- 2-[7-methoxy-7-methoxycabonyl- dl-16-hydroxy-1-(methoxy      methoxycarbonylmethyl)-1,9-dioxo-16-ethynyl-  4-trimethylsilyloxy-1-octen      e 6-(trimethylsiloxy)-6-heptenyl] 2-nor-13-trans prostene   cyclopent-2-e      n-1-one 387 1-trans-tri-n-butylstannyl-5-methylene 2-[7-methoxy-7-methoxy      cabonyl- dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      4-triethylsilyloxy-1-octene 6-(trimethylsiloxy)-6-heptenyl] 17-methylene-      2-nor-13-trans prostene   cyclopent-2-en-1-one 388 1-trans-tri-n-butylsta      nnyl-4-methyl-5-methylene 2-[7-methoxy-7-methoxycabonyl- dl-16-hydroxy-1-      (methoxymethoxycarbonylmethyl)-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-      1-octene 6-(trimethylsiloxy)-6-heptenyl] 17-methylene-2-nor-13-trans      prostene   cyclopent-2-en-1-one 389 1-trans-tri-n-butylstannyl-4-dimethox      ymethyl- 2-[7-methoxy-7-methoxycabonyl- dl-16-hydroxy-1-(methoxymethoxyca      rbonylmethyl)-1,9-dioxo-16-formyl-  4-trimethylsilyloxy-1-octene      6-(trimethylsiloxy)-6-heptenyl] 2-nor-13-trans prostene   cyclopent-2-en-      1-one 390 1-trans-tri-n-butylstannyl-4-fluoromethyl- 2-[7-methoxy-7-metho      xycabonyl- dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-fl      uoromethyl-  4-trimethylsilyloxy-1-octene 6-(trimethylsiloxy)-6-heptenyl]       2-nor-13-trans prostene   cyclopent-2-en-1-one 391 1-trans-tri-n-butylst      annyl-4-difluoromethyl- 2-[7-methoxy-7-methoxycabonyl- dl-16-hydroxy-1-(m      ethoxymethoxycarbonylmethyl)-1,9-dioxo-16-difluoromethyl-  4-trimethylsil      yloxy-1-octene 6-(trimethylsiloxy)-6-heptenyl] 2-nor-13-trans prostene      cyclopent-2-en-1-one 392 1-trans-tri-n-butylstannyl-4-trifluoromethyl-      2-[7-methoxy-7-methoxycabonyl- dl-16-hydroxy-1-(methoxymethoxycarbonylmet      hyl)-1,9-dioxo-16-trifluoromethyl-  4-trimethylsilyloxy-1-octene      6-(trimethylsiloxy)-6-heptenyl] 2-nor-13-trans prostene   cyclopent-2-en-      1-one 393 1-trans-tri-n-butylstannyl-4-chloromethyl- 2-[7-methoxy-7-metho      xycabonyl- dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-ch      loromethyl-  4-trimethylsilyloxy-1-octene 6-(trimethylsiloxy)-6-heptenyl]         2-nor-13-trans prostene   cyclopent-2-en-1-one 394 1-trans-tri-n-butyl      stannyl-4-trimethylsilyloxymethyl- 2-[7-methoxy-7-methoxycabonyl-      dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-hydroxymethyl      -  4-trimethylsilyloxy-1-octene 6-(trimethylsiloxy)-6-heptenyl] 2-nor-13-      trans prostene   cyclopent-2-en-1-one        EX- AM- PLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        395 1-trans-iodo- 2-[7-methoxy-7-methoxycabonyl- dl-15a-hydroxy-1-(meth      oxymethoxycarbonylmethyl)-1,9-dioxo-  3-triphenylmethoxy-1-nonene      6-(trimethylsiloxy)-6-heptenyl] 20-methyl-2-nor-13-trans prostene      cyclopent-2-en-1-one 396 1-trans-iodo-3-methyl- 2-[7-methoxy-7-methoxycab      onyl- dl-15a-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-15-methyl      -  3-trimethylsilyloxy-1-nonene 6-(trimethylsiloxy)-6-heptenyl] 20-methyl      -2-nor-13-trans prostene   cyclopent-2-en-1-one 397 1-trans-iodo-4,4-dime      thyl 2-[7-methoxy-7-methoxycabonyl- dl-15a-hydroxy-1-(methoxymethoxycarbo      nylmethyl)-1,9-dioxo-  3-trimethylsilyloxy-1-nonene 6-(trimethylsiloxy)-6      -heptenyl] 16,16-dimethyl-20-methyl-2-nor-13-trans prostene   cyclopent-2      -en-1-one 398 1-trans-iodo-4,4-trimethylene 2-[7-methoxy-7-methoxycabonyl      - dl-15a-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  3-trimethyl      silyloxy-1-nonene 6-(trimethylsiloxy)-6-heptenyl] 16,16-trimethylene-20-m      ethyl-2-nor-13-trans prostene   cyclopent-2-en-1-one        EX- AM- PLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        399 1-trans-tri-n-butylstannyl-3-vinyl- 2-[7-methoxy-7-methoxycabonyl-      dl-15a-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-15-vinyl-      3-trimethylsilyloxy-1-nonene 6-(trimethylsiloxy)-6-heptenyl] 20-methyl-2-      nor-13-trans prostene   cyclopent-2-en-1-one        EX- AM- PLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        400 1-trans-iodo- 2-[7-methoxy-7-methoxycabonyl- dl-16-hydroxy-1-(metho      xymethoxycarbonylmethyl)-1,9-dioxo-  4-triphenylmethoxy-1-nonene      6-(trimethylsiloxy)-6-heptenyl] 20-methyl-2-nor-13-trans prostene      cyclopent-2-en-1-one        EX- AM- PLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        401 1-trans-tri-n-butylstannyl-4-methyl- 2-[7-methoxy-7-methoxycabonyl-       dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-methyl-      4-trimethylsilyloxy-1-nonene 6-(trimethylsiloxy)-6-heptenyl] 20-methyl-2-      nor-13-trans prostene   cyclopent-2-en-1-one 402 1-trans-tri-n-butylstann      yl-5-methyl- 2-[7-methoxy-7-methoxycabonyl- dl-16-hydroxy-1-(methoxymetho      xycarbonylmethyl)-1,9-dioxo-  4-trimethylsilyloxy-1-nonene 6-(trimethylsi      loxy)-6-heptenyl] 17-methyl-20-methyl-2-nor-13-trans prostene   cyclopent      -2-en-1-one 403 1-trans-tri-n-butylstannyl-4-vinyl- 2-[7-methoxy-7-methox      ycabonyl- dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-vin      yl-  4-trimethylsilyloxy-1-nonene 6-(trimethylsiloxy)-6-heptenyl]      20-methyl-2-nor-13-trans prostene   cyclopent-2-en-1-one 404 1-trans-tri-      n-butylstannyl-4-trimethylsilylethynyl- 2-[7-methoxy-7-methoxycabonyl-      dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-ethynyl-      4-trimethylsilyloxy-1-nonene 6-(trimethylsiloxy)-6-heptenyl] 20-methyl-2-      nor-13-trans prostene   cyclopent-2-en-1-one 405 1-trans-tri-n-butylstann      yl-5-methylene 2-[7-methoxy-7-methoxycabonyl- dl-16-hydroxy-1-(methoxymet      hoxycarbonylmethyl)-1,9-dioxo-  4-triethylsilyloxy-1-nonene 6-(trimethyls      iloxy)-6-heptenyl] 17-methylene-20-methyl-2-nor-13-trans prostene      cyclopent-2-en-1-one 406 1-trans-tri-n-butylstannyl-4-methyl-5-methylene      2-[7-methoxy-7-methoxycabonyl- dl-16-hydroxy-1-(methoxymethoxycarbonylmet      hyl)-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-nonene 6-(trimethylsilox      y)-6-heptenyl]   17-methylene-20-methyl-2-nor-13-trans prostene      cyclopent-2-en-1-one 407 1-trans-tri-n-butylstannyl-4-dimethoxymethyl-      2-[7-methoxy-7-methoxycabonyl- dl-16-hydroxy-1-(methoxymethoxycarbonylmet      hyl)-1,9-dioxo-16-formyl-  4-trimethylsilyloxy-1-nonene 6-(trimethylsilox      y)-6-heptenyl] 20-methyl-2-nor-13-trans prostene   cyclopent-2-en-1-one      408 1-trans-tri-n-butylstannyl-4-fluoromethyl- 2-[7-methoxy-7-methoxycabo      nyl- dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-fluorome      thyl-  4-trimethylsilyloxy-1-nonene 6-(trimethylsiloxy)-6-heptenyl]      20-methyl-2-nor-13-trans prostene   cyclopent-2-en-1-one 409 1-trans-tri-      n-butylstannyl-4-difluoromethyl- 2-[7-methoxy-7-methoxycabonyl- dl-16-hyd      roxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-difluoromethyl-      4-trimethylsilyloxy-1-nonene 6-(trimethylsiloxy)-6-heptenyl] 20-methyl-2-      nor-13-trans prostene   cyclopent-2-en-1-one 410 1-trans-tri-n-butylstann      yl-4-trifluoromethyl- 2-[7-methoxy-7-methoxycabonyl- dl-16-hydroxy-1-(met      hoxymethoxycarbonylmethyl)-1,9-dioxo-16-trifluoromethyl-  4-trimethylsily      loxy-1-nonene 6-(trimethylsiloxy)-6-heptenyl] 20-methyl-2-nor-13-trans      prostene   cyclopent-2-en-1-one 411 1-trans-tri-n-butylstannyl-4-chlorome      thyl- 2-[7-methoxy-7-methoxycabonyl- dl-16-hydroxy-1-(methoxymethoxycarbo      nylmethyl)-1,9-dioxo-16-chloromethyl-  4-trimethylsilyloxy-1-nonene      6-(trimethylsiloxy)-6-heptenyl] 20-methyl-2-nor-13-trans prostene      cyclopent-2-en-1-one 412 1-trans-tri-n-butylstannyl-4-trimethylsilyloxyme      thyl- 2-[7-methoxy-7-methoxycabonyl- dl-16-hydroxy-1-(methoxymethoxycarbo      nylmethyl)-1,9-dioxo-16-hydroxymethyl-  4-trimethylsilyloxy-1-nonene      6-(trimethylsiloxy)-6-heptenyl] 20-methyl-2-nor-13-trans prostene      cyclopent-2-en-1-one        EX- AM- PLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        413 1-trans-iodo- 2-[7-methoxy-7-methoxycabonyl- dl-15a-hydroxy-1-(meth      oxymethoxycarbonylmethyl)-1,9-dioxo-  3-triphenylmethoxy-1-decene      6-(trimethylsiloxy)-6-heptenyl] 20-ethyl-2-nor-13-trans prostene      cyclopent-2-en-1-one 414 1-trans-iodo-3-methyl- 2-[7-methoxy-7-methoxycab      onyl- dl-15a-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-15-methyl      -  3-trimethylsilyloxy-1-decene 6-(trimethylsiloxy)-6-heptenyl] 20-ethyl-      2-nor-13-trans prostene   cyclopent-2-en-1-one 415 1-trans-iodo-4,4-dimet      hyl 2-[7-methoxy-7-methoxycabonyl- dl-15a-hydroxy-1-(methoxymethoxycarbon      ylmethyl)-1,9-dioxo-  3-trimethylsilyloxy-1-decene 6-(trimethylsiloxy)-6-      heptenyl] 16,16-dimethyl-20-ethyl-2-nor-13-trans prostene   cyclopent-2-e      n-1-one 416 1-trans-iodo-4,4-trimethylene 2-[7-methoxy-7-methoxycabonyl-      dl-15a-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  3-trimethylsi      lyloxy-1-decene 6-(trimethylsiloxy)-6-heptenyl] 16,16-trimethylene-20-eth      yl-2-nor-13-trans prostene   cyclopent-2-en-1-one        EX- AM- PLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        417 1-trans-tri-n-butylstannyl-3-vinyl- 2-[7-methoxy-7-methoxycabonyl-      dl-15a-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-15-vinyl-      3-trimethylsilyloxy-1-decene 6-(trimethylsiloxy)-6-heptenyl] 20-ethyl-2-n      or-13-trans prostene   cyclopent-2-en-1-one        EX- AM- PLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        418 1-trans-iodo- 2-[7-methoxy-7-methoxycabonyl- dl-16-hydroxy-1-(metho      xymethoxycarbonylmethyl)-1,9-dioxo-  4-triphenylmethoxy-1-decene      6-(trimethylsiloxy)-6-heptenyl] 20-ethyl-2-nor-13-trans prostene      cyclopent-2-en-1-one        EX- AM- PLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        419 1-trans-tri-n-butylstannyl-4-methyl- 2-[7-methoxy-7-methoxycabonyl-       dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-methyl-      4-trimethylsilyloxy-1-decene 6-(trimethylsiloxy)-6-heptenyl] 20-ethyl-2-n      or-13-trans prostene   cyclopent-2-en-1-one 420 1-trans-tri-n-butylstanny      l-5-methyl 2-[7-methoxy-7-methoxycabonyl- dl-16-hydroxy-1-(methoxymethoxy      carbonylmethyl)-1,9-dioxo-  4-trimethylsilyloxy-1-decene 6-(trimethylsilo      xy)-6-heptenyl] 17-methyl-20-ethyl-2-nor-13-trans prostene   cyclopent-2-      en-1-one 421 1-trans-tri-n-butylstannyl-4-vinyl- 2-[7-methoxy-7-methoxyca      bonyl- dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-vinyl-        4-trimethylsilyloxy-1-decene 6-(trimethylsiloxy)-6-heptenyl] 20-ethyl-2      -nor-13-trans prostene   cyclopent-2-en-1-one 422 1-trans-tri-n-butylstan      nyl-4-trimethylsilyethynyl- 2-[7-methoxy-7-methoxycabonyl- dl-16-hydroxy-      1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-ethynyl-  4-trimethylsilylo      xy-1-decene 6-(trimethylsiloxy)-6-heptenyl] 20-ethyl-2-nor-13-trans      prostene   cyclopent-2-en-1-one 423 1-trans-tri-n-butylstannyl-5-methylen      e 2-[7-methoxy-7-methoxycabonyl- dl-16-hydroxy-1-(methoxymethoxycarbonylm      ethyl)-1,9-dioxo-  4-triethylsilyloxy-1-decene 6-(trimethylsiloxy)-6-hept      enyl] 17-methylene-20-ethyl-2-nor-13-trans prostene   cyclopent-2-en-1-on      e 424 1-trans-tri-n-butylstannyl-4-methyl-5-methylene 2-[7-methoxy-7-meth      oxycabonyl- dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-m      ethyl-  4-trimethylsilyloxy-1-decene 6-(trimethylsiloxy)-6-heptenyl]      17-methylene-20-ethyl-2-nor-13-trans prostene   cyclopent-2-en-1-one 425      1-trans-tri-n-butylstannyl-4-dimethoxymethyl- 2-[7-methoxy-7-methoxycabon      yl- dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-formyl-      4-trimethylsilyloxy-1-decene 6-(trimethylsiloxy)-6-heptenyl] 20-ethyl-2-n      or-13-trans prostene   cyclopent-2-en-1-one 426 1-trans-tri-n-butylstanny      l-4-fluoromethyl- 2-[7-methoxy-7-methoxycabonyl- dl-16-hydroxy-1-(methoxy      methoxycarbonylmethyl)-1,9-dioxo-16-fluoromethyl-  4-trimethylsilyloxy-1-      decene 6-(trimethylsiloxy)-6-heptenyl] 20-ethyl-2-nor-13-trans prostene       cyclopent-2-en-1-one 427 1-trans-tri-n-butylstannyl-4-difluoromethyl-      2-[7-methoxy-7-methoxycabonyl- dl-16-hydroxy-1-(methoxymethoxycarbonylmet      hyl)-1,9-dioxo-16-difluoromethyl-  4-trimethylsilyloxy-1-decene 6-(trimet      hylsiloxy)-6-heptenyl] 20-ethyl-2-nor-13-trans prostene   cyclopent-2-en-      1-one 428 1-trans-tri-n-butylstannyl-4-trifluoromethyl- 2-[7-methoxy-7-me      thoxycabonyl- dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16      -trifluoromethyl-  4-trimethylsilyloxy-1-decene 6-(trimethylsiloxy)-6-hep      tenyl] 20-ethyl-2-nor-13-trans prostene   cyclopent-2-en-1-one 429      1-trans-tri-n-butylstannyl-4-chloromethyl- 2-[7-methoxy-7-methoxycabonyl-       dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-chloromethyl      -  4-trimethylsilyloxy-1-decene 6-(trimethylsiloxy)-6-heptenyl] 20-ethyl-      2-nor-13-trans prostene   cyclopent-2-en-1-one 430 1-trans-tri-n-butylsta      nnyl-4-trimethylsilyloxymethyl- 2-[7-methoxy-7-methoxycabonyl- dl-16-hydr      oxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-hydroxymethyl-      4-trimethylsilyloxy-1-decene 6-(trimethylsiloxy)-6-heptenyl] 20-ethyl-2-n      or-13-trans prostene   cyclopent-2-en-1-one        EX- AM- PLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        431 1-trans-iodo- 2-[8-methoxy-8-methoxycarbonyl- dl-15a-hydroxy-1-(met      hoxymethoxycarbonylmethyl)-1,9-dioxo-  3-triphenylmethoxy-1-heptene      7-(trimethylsiloxy)-7-octenyl] 20-nor-13-trans prostene   cyclopent-2-en-      1-one 432 1-trans-iodo-3-methyl- 2-[8-methoxy-8-methoxycarbonyl-      dl-15a-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-15-methyl-      3-trimethylsilyloxy-1-heptene 7-(trimethylsiloxy)-7-octenyl] 20-nor-13-tr      ans prostene   cyclopent-2-en-1-one 433 1-trans-iodo-4,4-dimethyl      2-[8-methoxy-8-methoxycarbonyl- dl-15a-hydroxy-1-(methoxymethoxycarbonylm      ethyl)-1,9-dioxo-  3-trimethylsilyloxy-1-heptene 7-(trimethylsiloxy)-7-oc      tenyl] 16,16-dimethyl-20-nor-13-trans prostene   cyclopent-2-en-1-one      434 1-trans-iodo-5,5-dimethyl 2-[8-methoxy-8-methoxycarbonyl- dl-15a-hydr      oxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  3-triphenylmethoxy-1-oct      ene 7-(trimethylsiloxy)-7-octenyl] 17,17-dimethyl-13-trans prostene      cyclopent-2-en-1-one 435 1-trans-iodo-4-methyl 2-[8-methoxy-8-methoxycarb      onyl- dl-15a-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      3-triphenylmethoxy-1-octene 7-(trimethylsiloxy)-7-octenyl] 16-methyl-13-t      rans prostene   cyclopent-2-en-1-one 436 1-trans-iodo-4,4-trimethylene      2-[8-methoxy-8-methoxycarbonyl- dl-15a-hydroxy-1-(methoxymethoxycarbonylm      ethyl)-1,9-dioxo-  3-trimethylsilyloxy-1-heptene 7-(trimethylsiloxy)-7-oc      tenyl] 16,16-trimethylene-20-nor-13-trans prostene   cyclopent-2-en-1-one        EX- AM- PLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        437 1-trans-tri-n-butylstannyl-3-vinyl- 2-[8-methoxy-8-methoxycarbonyl-       dl-15a-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-15-vinyl-      3-trimethylsilyloxy-1-heptene 7-(trimethylsiloxy)-7-octenyl] 20-nor-13-tr      ans prostene   cyclopent-2-en-1-one 438 1-trans-tri-n-butylstannyl-4-phen      oxy 2-[8-methoxy-8-methoxycarbonyl- dl-15a-hydroxy-1-(methoxymethoxycarbo      nylmethyl)-1,9-dioxo-  3-triethylsilyloxy-1-butene 7-(trimethylsiloxy)-7-      octenyl] 16-phenoxy-17-20-tetranor-13-trans prostene   cyclopent-2-en-1-o      ne 439 1-trans-tri-n-butylstannyl-4-(p-fluorophenoxy) 2-[8-methoxy-8-meth      oxycarbonyl- dl-15a-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      3-triethylsilyloxy-1-butene 7-(trimethylsiloxy)-7-octenyl] 16-(p-fluoroph      enoxy)-17-20-tetranor-13-trans prostene   cyclopent-2-en-1-one 440      1-trans-tri-n-butylstannyl-4-(m-chlorophenoxy) 2-[8-methoxy-8-methoxycarb      onyl- dl-15a-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      3-triethylsilyloxy-1-butene 7-(trimethylsiloxy)-7-octenyl] 16-(m-chloroph      enoxy)-17-20-tetranor-13-trans prostene   cyclopent-2-en-1-one 441      1-trans-tri-n-butylstannyl-4-(m-trifluoromethylphenoxy) 2-[8-methoxy-8-me      thoxycarbonyl- dl-15a-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-        3-triethylsilyloxy-1-butene 7-(trimethylsiloxy)-7-octenyl] 16-(m-triflu      oromethylphenoxy)-17-20-tetranor-13-trans prostene   cyclopent-2-en-1-one        EX- AM- PLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        442 1-trans-iodo-5-phenyl 2-[8-methoxy-8-methoxycarbonyl- dl-15a-hydrox      y-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  3-triethylsilyloxy-1-pente      ne 7-(trimethylsiloxy)-7-octenyl] 17-phenyl-18-20-trinor-13-trans      prostene   cyclopent-2-en-1-one 443 1-trans-iodo-4,4-dimethyl-5-phenyl      2-[8-methoxy-8-methoxycarbonyl- dl-15a-hydroxy-1-(methoxymethoxycarbonylm      ethyl)-1,9-dioxo-  3-triethylsilyloxy-1-pentene 7-(trimethylsiloxy)-7-oct      enyl] 16,16-dimethyl-17-phenyl-18-20-trinor-13-trans prostene   cyclopent      -2-en-1-one444 1-trans-iodo-4-cyclopentyl 2-[8-methoxy-8-methoxycarbonyl-       dl-15a-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  3-triphenylm      ethoxy-1-butene 7-(trimethylsiloxy)-7-octenyl] 16-cyclopentyl-17-20-tetra      nor-13-trans prostene   cyclopent-2-en-1-one 445 1-trans-iodo-4-cyclohexy      l 2-[8-methoxy-8-methoxycarbonyl- dl-15a-hydroxy-1-(methoxymethoxycarbony      lmethyl)-1,9-dioxo-  3-triphenylmethoxy-1-butene 7-(trimethylsiloxy)-7-oc      tenyl] 16-cyclohexyl-17-20-tetranor-13-trans prostene   cyclopent-2-en-1-      one 446 1-trans-iodo- 2-[8-methoxy-8-methoxycarbonyl- dl-16-hydroxy-1-(me      thoxymethoxycarbonylmethyl)-1,9-dioxo-  4-triphenylmethoxy-1-heptene      7-(trimethylsiloxy)-7-octenyl] 20-nor-13-trans prostene   cyclopent-2-en-      1-one        EX- AM- PLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES         447 1-trans-tri-n-butylstannyl-4-methyl- 2-[8-methoxy-8-methoxycarbony      l- dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-methyl-      4-trimethylsilyloxy-1-heptene 7-(trimethylsiloxy)-7-octenyl] 20-nor-13-tr      ans prostene   cyclopent-2-en-1-one 448 1-trans-tri-n-butylstannyl-4-ethy      l- 2-[8-methoxy-8-methoxycarbonyl- dl-16-hydroxy-1-(methoxymethoxycarbony      lmethyl)-1,9-dioxo-16-ethyl-  4-trimethylsilyloxy-1-octene 7-(trimethylsi      loxy)-7-octenyl] 13-trans prostene   cyclopent-2-en-1-one 449 1-trans-tri      -n-butylstannyl-5-methyl- 2-[8-methoxy-8-methoxycarbonyl- dl-16-hydroxy-1      -(methoxymethoxycarbonylmethyl)-1,9-dioxo-  4-trimethylsilyloxy-1-heptene       7-(trimethylsiloxy)-7-octenyl] 17-methyl-20-nor-13-trans prostene      cyclopent-2-en-1-one        EX- AM- PLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        450 1-trans-iodo-5,5-dimethyl 2-[8-methoxy-8-methoxycarbonyl- dl-16-hyd      roxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  4-trimethylsilyloxy-1-o      ctene 7-(trimethylsiloxy)-7-octenyl] 17,17-dimethyl-13-trans prostene      cyclopent-2-en-1-one        EX- AM- PLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        451 1-trans-tri-n-butylstannyl-4-vinyl- 2-[8-methoxy-8-methoxycarbonyl-       dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-vinyl-      4-trimethylsilyloxy-1-heptene 7-(trimethylsiloxy)-7-octenyl] 20-nor-13-tr      ans prostene   cyclopent-2-en-1-one 452 1-trans-tri-n-butylstannyl-4-cycl      opropyl- 2-[8-methoxy-8-methoxycarbonyl- dl-16-hydroxy-1-(methoxymethoxyc      arbonylmethyl)-1,9-dioxo-16-cyclopropyl-  4-trimethylsilyloxy-1-octene      7-(trimethylsiloxy)-7-octenyl] 13-trans prostene   cyclopent-2-en-1-one      453 1-trans-tri-n-butylstannyl-4-trimethylsilylethynyl- 2-[8-methoxy-8-me      thoxycarbonyl- dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-1      6-ethynyl-  4-trimethylsilyloxy-1-heptene 7-(trimethylsiloxy)-7-octenyl]      20-nor-13-trans prostene   cyclopent-2-en-1-one 454 1-trans-tri-n-butylst      annyl-5-methylene 2-[8-methoxy-8-methoxycarbonyl- dl-16-hydroxy-1-(methox      ymethoxycarbonylmethyl)-1,9-dioxo-  4-triethylsilyloxy-1-heptene      7-(trimethylsiloxy)-7-octenyl] 17-methylene-20-nor-13-trans prostene      cyclopent-2-en-1-one 455 1-trans-tri-n-butylstannyl-4-methyl-5-methylene      2-[8-methoxy-8-methoxycarbonyl- dl-16-hydroxy-1-(methoxymethoxycarbonylme      thyl)-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-heptene 7-(trimethylsil      oxy)-7-octenyl] 17-methylene-20-nor-13-trans prostene   cyclopent-2-en-1-      one 456 1-trans-tri-n-butylstannyl-4-dimethoxymethyl- 2-[8-methoxy-8-meth      oxycarbonyl- dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-      formyl-  4-trimethylsilyloxy-1-heptene 7-(trimethylsiloxy)-7-octenyl]      20-nor-13-trans prostene   cyclopent-2-en-1-one 457 1-trans-tri-n-butylst      annyl-4-fluoromethyl- 2-[8-methoxy-8-methoxycarbonyl- dl-16-hydroxy-1-(me      thoxymethoxycarbonylmethyl)-1,9-dioxo-16-fluoromethyl-  4-trimethylsilylo      xy-1-heptene 7-(trimethylsiloxy)-7-octenyl] 20-nor-13-trans prostene      cyclopent-2-en-1-one 458 1-trans-tri-n-butylstannyl-4-difluoromethyl-      2-[8-methoxy-8-methoxycarbonyl- dl-16-hydroxy-1-(methoxymethoxycarbonylme      thyl)-1,9-dioxo-16-difluoromethyl-  4-trimethylsilyloxy-1-heptene      7-(trimethylsiloxy)-7-octenyl] 20-nor-13-trans prostene   cyclopent-2-en-      1-one 459 1-trans-tri-n-butylstannyl-4-trifluoromethyl- 2-[8-methoxy-8-me      thoxycarbonyl- dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-1      6-trifluoromethyl-  4-trimethylsilyloxy-1-heptene 7-(trimethylsiloxy)-7-o      ctenyl] 20-nor-13-trans prostene   cyclopent-2-en-1-one 460 1-trans-tri-n      -butylstannyl-4-chloromethyl- 2-[8-methoxy-8-methoxycarbonyl- dl-16-hydro      xy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-chloromethyl-  4-trimeth      ylsilyloxy-1-heptene 7-(trimethylsiloxy)-7-octenyl] 20-nor-13-trans      prostene   cyclopent-2-en-1-one 461 1-trans-tri-n-butylstannyl-4-trimethy      lsilyloxymethyl- 2-[8-methoxy-8-methoxycarbonyl- dl-16-hydroxy-1-(methoxy      methoxycarbonylmethyl)-1,9-dioxo-16-hydroxymethyl-  4-trimethylsilyloxy-1      -heptene 7-(trimethylsiloxy)-7-octenyl] 20-nor-13-trans prostene      cyclopent-2-en-1-one        EX- AM- PLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        462 1-trans-iodo-4-methyl-7-chloro 2-[8-methoxy-8-methoxycarbonyl-      dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-methyl-      4-trimethylsilyloxy-1-heptene 7-(trimethylsiloxy)-7-octenyl] 19-chloro-20      -nor-13-trans prostene   cyclopent-2-en-1-one 463 1-trans-iodo- 2-[8-meth      oxy-8-methoxycarbonyl- dl-15a-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,      9-dioxo-  3-triphenylmethoxy-1-octene 7-(trimethylsiloxy)-7-octenyl]      13-trans prostene   cyclopent-2-en-1-one 464 1-trans-iodo-3-methyl-      2-[8-methoxy-8-methoxycarbonyl- dl-15a-hydroxy-1-(methoxymethoxycarbonylm      ethyl)-1,9-dioxo-15-methyl-  3-trimethylsilyloxy-1-octene 7-(trimethylsil      oxy)-7-octenyl] 13-trans prostene   cyclopent-2-en-1-one 465 1-trans-iodo      -4,4-dimethyl 2-[8-methoxy-8-methoxycarbonyl- dl-15a-hydroxy-1-(methoxyme      thoxycarbonylmethyl)-1,9-dioxo-  3-trimethylsilyloxy-1-octene 7-(trimethy      lsiloxy)-7-octenyl] 16,16-dimethyl-13-trans prostene   cyclopent-2-en-1-o      ne 466 1-trans-iodo-4,4-trimethylene 2-[8-methoxy-8-methoxycarbonyl-      dl-15a-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  3-trimethylsi      lyloxy-1-octene 7-(trimethylsiloxy)-7-octenyl] 16,16-trimethylene-13-tran      s prostene   cyclopent-2-en-1-one        EX- AM- PLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        467 1-trans-tri-n-butylstannyl-3-vinyl- 2-[8-methoxy-8-methoxycarbonyl-       dl-15a-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-15-vinyl-      3-trimethylsilyloxy-1-octene 7-(trimethylsiloxy)-7-octenyl] 13-trans      prostene   cyclopent-2-en-1-one        EX- AM- PLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        468 1-trans-iodo- 2-[8-methoxy-8-methoxycarbonyl- dl-16-hydroxy-1-(meth      oxymethoxycarbonylmethyl)-1,9-dioxo-  4-triphenylmethoxy-1-octene      7-(trimethylsiloxy)-7-octenyl] 13-trans prostene   cyclopent-2-en-1-one        EX- AM- PLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        469 1-trans-tri-n-butylstannyl-4-methyl- 2-[8-methoxy-8-methoxycarbonyl      - dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-methyl-      4-trimethylsilyloxy-1-octene 7-(trimethylsiloxy)-7-octenyl] 13-trans      prostene   cyclopent-2-en-1-one 470 1-trans-tri-n-butylstannyl-5-methyl      2-[8-methoxy-8-methoxycarbonyl- dl-16-hydroxy-1-(methoxymethoxycarbonylme      thyl)-1,9-dioxo-  4-trimethylsilyloxy-1-octene 7-(trimethylsiloxy)-7-octe      nyl] 17-methyl-13-trans prostene   cyclopent-2-en-1-one 471 1-trans-tri-n      -butylstannyl-4-vinyl- 2-[8-methoxy-8-methoxycarbonyl- dl-16-hydroxy-1-(m      ethoxymethoxycarbonyl)-1,9-dioxo-16-vinyl-  4-trimethylsilyloxy-1-octene      7-(trimethylsiloxy)-7-octenyl] 13-trans prostene   cyclopent-2-en-1-one      472 1-trans-tri-n-butylstannyl-4-trimethylsilylethynyl- 2-[8-methoxy-8-me      thoxycarbonyl- dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-1      6-ethynyl-  4-trimethylsilyloxy-1-octene 7-(trimethylsiloxy)-7-octenyl]      13-trans prostene   cyclopent-2-en-1-one 473 1-trans-tri-n-butylstannyl-5      -methylene 2-[8-methoxy-8-methoxycarbonyl- dl-16-hydroxy-1-(methoxymethox      ycarbonylmethyl)-1,9-dioxo-  4-triethylsilyloxy-1-octene 7-(trimethylsilo      xy)-7-octenyl] 17-methylene-13-trans prostene   cyclopent-2-en-1-one 474      1-trans-tri-n-butylstannyl-4-methyl-5-methylene 2-[8-methoxy-8-methoxycar      bonyl- dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-methyl      -  4-trimethylsilyloxy-1-octene 7-(trimethylsiloxy)-7-octenyl] 17-methyle      ne-13-trans prostene   cyclopent-2-en-1-one 475 1-trans-tri-n-butylstanny      l-4-dimethoxymethyl- 2-[8-methoxy-8-methoxycarbonyl- dl-16-hydroxy-1-(met      hoxymethoxycarbonylmethyl)-1,9-dioxo-16-formyl-  4-trimethylsilyloxy-1-oc      tene 7-(trimethylsiloxy-7-octenyl] 13-trans prostene   cyclopent-2-en-1-o      ne 476 1-trans-tri-n-butylstannyl-4-fluoromethyl- 2-[8-methoxy-8-methoxyc      arbonyl- dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-fluo      romethyl-  4-trimethylsilyloxy-1-octene 7-(trimethylsiloxy)-7-octenyl]      13-trans prostene   cyclopent-2-en-1-one 477 1-trans-tri-n-butylstannyl-4      -difluoromethyl- 2-[8-methoxy-8-methoxycarbonyl- dl-16-hydroxy-1-(methoxy      methoxycarbonylmethyl)-1,9-dioxo-16-difluoromethyl-  4-trimethylsilyloxy-      1-octene 7-(trimethylsiloxy)-7-octenyl] 13-trans prostene   cyclopent-2-e      n-1-one 478 1-trans-tri-n-butylstannyl-4-trifluoromethyl- 2-[8-methoxy-8-      methoxycarbonyl- dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo      -16-trifluoromethyl-  4-trimethylsilyloxy-1-octene 7-(trimethylsiloxy)-7-      octenyl] 13-trans prostene   cyclopent-2-en-1-one 479 1-trans-tri-n-butyl      stannyl-4-chloromethyl- 2-[8-methoxy-8-methoxycarbonyl- dl-16-hydroxy-1-(      methoxymethoxycarbonylmethyl)-1,9-dioxo-16-chloromethyl-  4-trimethylsily      loxy-1-octene 7-(trimethylsiloxy)-7-octenyl] 13-trans prostene      cyclopent-2-en-1-one 480 1-trans-tri-n-butylstannyl-4-trimethylsilyloxyme      thyl- 2-[8-methoxy-8-methoxycarbonyl- dl-16-hydroxy-1-(methoxymethoxycarb      onylmethyl)-1,9-dioxo-16-hydroxymethyl-  4-trimethylsilyloxy-1-octene      7-(trimethylsiloxy)-7-octenyl] 13-trans prostene   cyclopent-2-en-1-one        EX- AM- PLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        481 1-trans-iodo- 2-[8-methoxy-8-methoxycarbonyl- dl-15a-hydroxy-1-(met      hoxymethoxycarbonylmethyl)-1,9-dioxo-  3-triphenylmethoxy-1-nonene      7-(trimethylsiloxy)-7-octenyl] 20-methyl-13-trans prostene   cyclopent-2-      en-1-one 482 1-trans-iodo-3-methyl- 2-[8-methoxy-8-methoxycarbonyl-      dl-15a-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-15-methyl-      3-trimethylsilyloxy-1-nonene 7-(trimethylsiloxy)-7-octenyl] 20-methyl-13-      trans prostene   cyclopent-2-en-1-one 483 1-trans-iodo-4,4-dimethyl      2-[8-methoxy-8-methoxycarbonyl- dl-15a-hydroxy-1-(methoxymethoxycarbonylm      ethyl)-1,9-dioxo-  3-trimethylsilyloxy-1-nonene 7-(trimethylsiloxy)-7-oct      enyl] 16,16-dimethyl-20-methyl-13-trans prostene   cyclopent-2-en-1-one      484 1-trans-iodo-4,4-trimethylene 2-[8-methoxy-8-methoxycarbonyl-      dl-15a-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  3-trimethylsi      lyloxy-1-nonene 7-(trimethylsiloxy)-7-octenyl] 16,16-trimethylene-20-meth      yl-13-trans prostene   cyclopent-2-en-1-one        EX- AM- PLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        485 1-trans-tri-n-butylstannyl-3-vinyl- 2-[8-methoxy-8-methoxycarbonyl-       dl-15a-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-15-vinyl-      3-trimethylsilyloxy-1-nonene 7-(trimethylsiloxy)-7-octenyl] 20-methyl-13-      trans prostene   cyclopent-2-en-1-one        EX- AM- PLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        486 1-trans-iodo- 2-[8-methoxy-8-methoxycarbonyl- dl-16-hydroxy-1-(meth      oxymethoxycarbonylmethyl)-1,9-dioxo-  4-triphenylmethoxy-1-nonene      7-(trimethylsiloxy)-7-octenyl] 20-methyl-13-trans prostene   cyclopent-2-      en-1-one        EX- AM- PLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        487 1-trans-tri-n-butylstannyl-4-methyl- 2-[8-methoxy-8-methoxycarbonyl      - dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-methyl-      4-trimethylsilyloxy-1-nonene 7-(trimethylsiloxy)-7-octenyl] 20-methyl-13-      trans prostene   cyclopent-2-en-1-one 488 1-trans-tri-n-butylstannyl-5-me      thyl 2-[8-methoxy-8-methoxycarbonyl- dl-16-hydroxy-1-(methoxymethoxycarbo      nylmethyl)-1,9-dioxo-  4-trimethylsilyloxy-1-nonene 7-(trimethylsiloxy)-7      -octenyl] 17-methyl-20-methyl-13-trans prostene   cyclopent-2-en-1-one      489 1-trans-tri-n-butylstannyl-4-vinyl- 2-[8-methoxy-8-methoxycarbonyl-      dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-vinyl-      4-trimethylsilyloxy-1-nonene 7-(trimethylsiloxy)-7-octenyl] 20-methyl-13-      trans prostene   cyclopent-2-en-1-one 490 1-trans-tri-n-butylstannyl-4-tr      imethylsilylethynyl- 2-[8-methoxy-8-methoxycarbonyl- dl-16-hydroxy-1-(met      hoxymethoxycarbonylmethyl)-1,9-dioxo-16-ethynyl-  4-trimethylsilyloxy-1-n      onene 7-(trimethylsiloxy)-7-octenyl] 20-methyl-13-trans prostene      cyclopent-2-en-1-one 491 1-trans-tri-n-butylstannyl-5-methylene 2-[8-meth      oxy-8-methoxycarbonyl- dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9      -dioxo-  4-triethylsilyloxy-1-nonene 7-(trimethylsiloxy)-7-octenyl]      17-methylene-20-methyl-13-trans prostene   cyclopent-2-en-1-one 492      1-trans-tri-n-butylstannyl-4-methyl-5-methylene 2-[8-methoxy-8-methoxycar      bonyl- dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-methyl      -  4-trimethylsilyloxy-1-nonene 7-(trimethylsiloxy)-7-octenyl] 17-methyle      ne-20-methyl-13-trans prostene   cyclopent-2-en-1-one 493 1-trans-tri-n-b      utylstannyl-4-dimethoxymethyl- 2-[8-methoxy-8-methoxycarbonyl- dl-16-hydr      oxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-formyl-  4-trimethylsil      yloxy-1-nonene 7-(trimethylsiloxy)-7-octenyl] 20-methyl-13-trans      prostene   cyclopent-2-en-1-one 494 1-trans-tri-n-butylstannyl-4-fluorome      thyl- 2-[8-methoxy-8-methoxycarbonyl- dl-16-hydroxy-1-(methoxymethoxycarb      onylmethyl)-1,9-dioxo-16-fluoromethyl-  4-trimethylsilyloxy-1-nonene      7-(trimethylsiloxy)-7-octenyl   20-methyl-13-trans prostene   cyclopent-2      -en-1-one 495 1-trans-tri-n-butylstannyl-4-difluoromethyl- 2-[8-methoxy-8      -methoxycarbonyl- dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-diox      o-16-difluoromethyl-  4-trimethylsilyloxy-1-nonene 7-(trimethylsiloxy)-7-      octenyl] 20-methyl-13-trans prostene   cyclopent-2-en-1-one 496 1-trans-t      ri-n-butylstannyl-4-trifluoromethyl- 2-[8-methoxy-8-methoxycarbonyl-      dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-trifluorometh      yl-  4-trimethylsilyloxy-1-nonene 7-(trimethylsiloxy)-7-octenyl]      20-methyl-13-trans prostene   cyclopent-2-en-1-one 497 1-trans-tri-n-buty      lstannyl-4-chloromethyl- 2-[8-methoxy-8-methoxycarbonyl- dl-16-hydroxy-1-      (methoxymethoxycarbonylmethyl)-1,9-dioxo-16-chloromethyl-  4-trimethylsil      yloxy-1-nonene 7-(trimethylsiloxy)-7-octenyl] 20-methyl-13-trans      prostene   cyclopent-2-en-1-one 498 1-trans-tri-n-butylstannyl-4-trimethy      lsilyloxymethyl- 2-[8-methoxy-8-methoxycarbonyl- dl-16-hydroxy-1-(methoxy      methoxycarbonylmethyl)-1,9-dioxo-16-hydroxymethyl-  4-trimethylsilyloxy-1      -nonene 7-(trimethylsiloxy)-7-octenyl] 20-methyl-13-trans prostene      cyclopent-2-en-1-one        EX- AM- PLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        499 1-trans-iodo- 2-[8-methoxy-8-methoxycarbonyl- dl-15a-hydroxy-1-(met      hoxymethoxycarbonylmethyl)-1,9-dioxo-  3-triphenylmethoxy-1-decene      7-(trimethylsiloxy)-7-octenyl] 20-ethyl-13-trans prostene   cyclopent-2-e      n-1-one 500 1-trans-iodo-3-methyl- 2-[8-methoxy-8-methoxycarbonyl-      dl-15a-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-15-methyl-      3-trimethylsilyloxy-1-decene 7-(trimethylsiloxy)-7-octenyl] 20-ethyl-13-t      rans prostene   cyclopent-2-en-1-one 501 1-trans-iodo-4,4-dimethyl      2-[8-methoxy-8-methoxycarbonyl- dl-15a-hydroxy-1-(methoxymethoxycarbonylm      ethyl)-1,9-dioxo-  3-trimethylsilyloxy-1-decene 7-(trimethylsiloxy)-7-oct      enyl]   16,16-dimethyl-20-ethyl-13-trans prostene   cyclopent-2-en-1-one      502 1-trans-iodo-4,4-trimethylene 2-[8-methoxy-8-methoxycarbonyl-      dl-15a-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  3-trimethylsi      lyloxy-1-decene 7-(trimethylsiloxy)-7-octenyl] 16,16-trimethylene-20-ethy      l-13-trans prostene   cyclopent-2-en-1-one        EX- AM- PLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        503 1-trans-tri-n-butylstannyl-3-vinyl- 2-[8-methoxy-8-methoxycarbonyl-       dl-15a-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-15-vinyl-      3-trimethylsilyloxy-1-decene 7-(trimethylsiloxy)-7-octenyl] 20-ethyl-13-t      rans prostene   cyclopent-2-en-1-one        EX- AM- PLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        504 1-trans-iodo- 2-[8-methoxy-8-methoxycarbonyl- dl-16-hydroxy-1-(meth      oxymethoxycarbonylmethyl)-1,9-dioxo-  4-triphenylmethoxy-1-decene      7-(trimethylsiloxy)-7-octenyl] 20-ethyl-13-trans prostene   cyclopent-2-e      n-1-one        EX- AM- PLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        505 1-trans-tri-n-butylstannyl-4-methyl- 2-[8-methoxy-8-methoxycarbonyl      - dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-methyl-      4-trimethylsilyloxy-1-decene 7-(trimethylsiloxy)-7-octenyl] 20-ethyl-13-t      rans prostene   cyclopent-2-en-1-one 506 1-trans-tri-n-butylstannyl-5-met      hyl 2-[8-methoxy-8-methoxycarbonyl- dl-16-hydroxy-1-(methoxymethoxycarbon      ylmethyl)-1,9-dioxo-  4-trimethylsilyloxy-1-decene 7-(trimethylsiloxy)-7-      octenyl] 17-methyl-20-ethyl-13-trans prostene   cyclopent-2-en-1-one 507      1-trans-tri-n-butylstannyl-4-vinyl- 2-[8-methoxy-8-methoxycarbonyl-      dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-vinyl-      4-trimethylsilyloxy-1-decene 7-(trimethylsiloxy)-7-octenyl] 20-ethyl-13-t      rans prostene   cyclopent-2-en-1-one 508 1-trans-tri-n-butylstannyl-4-tri      methylsilylethynyl- 2-[8-methoxy-8-methoxycarbonyl- dl-16-hydroxy-1-(meth      oxymethoxycarbonylmethyl)-1,9-dioxo-16-ethynyl-  4-trimethylsilyloxy-1-de      cene 7-(trimethylsiloxy)-7-octenyl] 20-ethyl-13-trans prostene      cyclopent-2-en-1-one 509 1-trans-tri-n-butylstannyl-5-methylene 2-[8-meth      oxy-8-methoxycarbonyl- dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9      -dioxo-  4-triethylsilyloxy-1-decene 7-(trimethylsiloxy)-7-octenyl]      17-methylene-20-ethyl-13-trans prostene   cyclopent-2-en-1-one 510      1-trans-tri-n-butylstannyl-4-methyl-5-methylene 2-[8-methoxy-8-methoxycar      bonyl- dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-methyl      -  4-trimethylsilyloxy-1-decene 7-(trimethylsiloxy)-7-octenyl] 17-methyle      ne-20-ethyl-13-trans prostene   cyclopent-2-en-1-one 511 1-trans-tri-n-bu      tylstannyl-4-dimethoxymethyl- 2-[8-methoxy-8-methoxycarbonyl- dl-16-hydro      xy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-formyl-  4-trimethylsily      loxy-1-decene 7-(trimethylsiloxy)-7-octenyl] 20-ethyl-13-trans prostene       cyclopent-2-en-1-one 512 1-trans-tri-n-butylstannyl-4-fluoromethyl-      2-[8-methoxy-8-methoxycarbonyl- dl-16-hydroxy-1-(methoxymethoxycarbonylme      thyl)-1,9-dioxo-16-fluoromethyl-  4-trimethylsilyloxy-1-decene 7-(trimeth      ylsiloxy)-7-octenyl] 20-ethyl-13-trans prostene   cyclopent-2-en-1-one      513 1-trans-tri-n-butylstannyl-4-difluoromethyl- 2-[8-methoxy-8-methoxyca      rbonyl- dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-diflu      oromethyl-  4-trimethylsilyloxy-1-decene 7-(trimethylsiloxy)-7-octenyl]      20-ethyl-13-trans prostene   cyclopent-2-en-1-one 514 1-trans-tri-n-butyl      stannyl-4-trifluoromethyl- 2-[8-methoxy-8-methoxycarbonyl- dl-16-hydroxy-      1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-trifluoromethyl-  4-trimeth      ylsilyloxy-1-decene 7-(trimethylsiloxy)-7-octenyl] 20-ethyl-13-trans      prostene   cyclopent-2-en-1-one 515 1-trans-tri-n-butylstannyl-4-chlorome      thyl- 2-[8-methoxy-8-methoxycarbonyl- dl-16-hydroxy-1-(methoxymethoxycarb      onylmethyl)-1,9-dioxo-16-chloromethyl-  4-trimethylsilyloxy-1-decene      7-(trimethylsiloxy)-7-octenyl] 20-ethyl-13-trans prostene   cyclopent-2-e      n-1-one 516 1-trans-tri-n-butylstannyl-4-trimethylsilyloxymethyl-      2-[8-methoxy-8-methoxycarbonyl- dl-16-hydroxy-1-(methoxymethoxycarbonylme      thyl)-1,9-dioxo-16-hydroxymethyl-  4-trimethylsilyloxy-1-decene 7-(trimet      hylsiloxy)-7-octenyl] 20-ethyl-13-trans prostene   cyclopent-2-en-1-one        EX- AM- PLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        517 1-trans-iodo- 2-[9-methoxy-9-methoxycarbonyl- dl-15a-hydroxy-1-(met      hoxymethoxycarbonylmethyl)-1,9-dioxo-  3-triphenylmethoxy-1-heptene      8-(trimethylsiloxy)-8-nonenyl] 20-nor-2-homo-13-trans prostene      cyclopent-2-en-1-one 518 1-trans-iodo-3-methyl- 2-[9-methoxy-9-methoxycar      bonyl- dl-15a-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-15-methy      l-  3-trimethylsilyloxy-1-heptene 8-(trimethylsiloxy)-8-nonenyl]      20-nor-2-homo-13-trans prostene   cyclopent-2-en-1-one 519 1-trans-iodo-4      ,4-dimethyl 2-[9-methoxy-9-methoxycarbonyl- dl-15a-hydroxy-1-(methoxymeth      oxycarbonylmethyl)-1,9-dioxo-  3-trimethylsilyloxy-1-heptene 8-(trimethyl      siloxy)-8-nonenyl] 16,16-dimethyl-20-nor-2-homo-13-trans prostene      cyclopent-2-en-1-one 520 1-trans-iodo-5,5-dimethyl 2-[9-methoxy-9-methoxy      carbonyl- dl-15a-hydroxy-1-(meythoxymethoxycarbonylmethyl)-1,9-dioxo-      3-triphenylmethoxy-1-octene 8-(trimethylsiloxy)-8-nonenyl] 17,17-dimethyl      -2-homo-13-trans prostene   cyclopent-2-en-1-one 521 1-trans-iodo-4-methy      l 2-[9-methoxy-9-methoxycarbonyl- dl-15a-hydroxy-1-(methoxymethoxycarbony      lmethyl)-1,9-dioxo-  3-triphenylmethoxy-1-octene 8-(trimethylsiloxy)-8-no      nenyl] 16-methyl-2-homo-13-trans prostene   cyclopent-2-en-1-one 522      1-trans-iodo-4,4-trimethylene 2-[9-methoxy-9-methoxycarbonyl- dl-15a-hydr      oxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  3-trimethylsilyloxy-1-he      ptene 8-(trimethylsiloxy)-8-nonenyl] 16,16-trimethylene-20-nor-2-homo-13-      trans prostene   cyclopent-2-en-1-one        EX- AM- PLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        523 1-trans-tri-n-butylstannyl-3-vinyl- 2-[9-methoxy-9-methoxycarbonyl-       dl-15a-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-15-vinyl-      3-trimethylsilyloxy-1-heptene 8-(trimethylsiloxy)-8-nonenyl] 20-nor-2-hom      o-13-trans prostene   cyclopent-2-en-1-one 524 1-trans-tri-n-butylstannyl      -4-phenoxy 2-[9-methoxy-9-methoxycarbonyl- dl-15a-hydroxy-1-(methoxymetho      xycarbonylmethyl)-1,9-dioxo-  3-triethylsilyloxy-1-butene 8-(trimethylsil      oxy)-8-nonenyl] 16-phenoxy-2-homo-17-20-tetranor-13-trans prostene      cyclopent-2-en-1-one 525 1-trans-tri-n-butylstannyl-4-(p-fluorophenoxy)      2-[9-methoxy-9-methoxycarbonyl- dl-15a-hydroxy-1-(methoxymethoxycarbonylm      ethyl)-1,9-dioxo-  3-triethylsilyloxy-1-butene 8-(trimethylsiloxy)-8-none      nyl] 16-(p-fluorophenoxy)-2-homo-17-20-tetranor-13-trans prostene      cyclopent-2-en-1-one 526 1-trans-tri-n-butylstannyl-4-(m-chlorophenoxy)      2-[9-methoxy-9-methoxycarbonyl- dl-15a-hydroxy-1-(methoxymethoxycarbonylm      ethyl)-1,9-dioxo-  3-triethylsilyloxy-1-butene 8-(trimethylsiloxy)-8-none      nyl] 16-(m-chlorophenoxy)-2-homo-17-20-tetranor-13-trans prostene      cyclopent-2-en-1-one 527 1-trans-tri-n-butylstannyl-4-(m-trifluoromethylp      henoxy) 2-[9-methoxy-9-methoxycarbonyl- dl-15a-hydroxy-1-(methoxymethoxyc      arbonylmethyl)-1,9-dioxo-  3-triethylsilyloxy-1-butene 8-(trimethylsiloxy      )-8-nonenyl] 16-(m-trifluoromethylphenoxy)-2-homo-17-20-tetranor-13-trans       prostene   cyclopent-2-en-1-one        EX- AM- PLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        528 1-trans-iodo-5-phenyl 2-[9-methoxy-9-methoxycarbonyl- dl-15a-hydrox      y-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  3-triethylsilyloxy-1-pente      ne 8-(trimethylsiloxy)-8-nonenyl] 17-phenyl-2-homo-18-20-trinor-13-trans      prostene   cyclopent-2-en-1-one 529 1-trans-iodo-4,4-dimethyl-5-phenyl      2-[9-methoxy-9-methoxycarbonyl- dl-15a-hydroxy-1-(methoxymethoxycarbonylm      ethyl)-1,9-dioxo-  3-triethylsilyloxy-1-pentene 8-(trimethylsiloxy)-8-non      enyl] 16,16-dimethyl-17-phenyl-2-homo-18-20-trinor-13-trans prostene      cyclopent-2-en-1-one 530 1-trans-iodo-4-cyclopentyl 2-[9-methoxy-9-methox      ycarbonyl- dl-15a-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      3-triphenylmethoxy-1-butene 8-(trimethylsiloxy)-8-nonenyl] 16-cyclopentyl      -2-homo-17-20-tetranor-13-trans prostene   cyclopent-2-en-1-one 531      1-trans-iodo-4-cyclohexyl 2-[9-methoxy-9-methoxycarbonyl- dl-15a-hydroxy-      1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  3-triphenylmethoxy-1-butene      8-(trimethylsiloxy)-8-nonenyl] 16-cyclohexyl-2-homo-17-20-tetranor-13-tra      ns prostene   cyclopent-2-en-1-one 532 1-trans-iodo- 2-[9-methoxy-9-metho      xycarbonyl- dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      4-triphenylmethoxy-1-heptene 8-(trimethylsiloxy)-8-nonenyl] 20-nor-2-homo      -13-trans prostene   cyclopent-2-en-1-one        EX- AM- PLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        533 1-trans-tri-n-butylstannyl-4-methyl- 2-[9-methoxy-9-methoxycarbonyl      - dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-methyl-      4-trimethylsilyloxy-1-heptene 8-(trimethylsiloxy)-8-nonenyl] 20-nor-2-hom      o-13-trans prostene   cyclopent-2-en-1-one 534 1-trans-tri-n-butylstannyl      -4-ethyl- 2-[9-methoxy-9-methoxycarbonyl- dl-16-hydroxy-1-(methoxymethoxy      carbonylmethyl)-1,9-dioxo-16-ethyl-  4-trimethylsilyloxy-1-octene      8-(trimethylsiloxy)-8-nonenyl] 2-homo-13-trans prostene   cyclopent-2-en-      1-one 535 1-trans-tri-n-butylstannyl-5-methyl 2-[9-methoxy-9-methoxycarbo      nyl- dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  4-trimeth      ylsilyloxy-1-heptene 8-(trimethylsiloxy)-8-nonenyl] 17-methyl-20-nor-2-ho      mo-13-trans prostene   cyclopent-2-en-1-one        EX- AM- PLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        536 1-trans-iodo-5,5-dimethyl 2-[9-methoxy-9-methoxycarbonyl- dl-16-hyd      roxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  4-trimethylsilyloxy-1-o      ctene 8-(trimethylsiloxy)-8-nonenyl] 17,17-dimethyl-2-homo-13-trans      prostene   cyclopent-2-en-1-one        EX- AM- PLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        537 1-trans-tri-n-butylstannyl-4-vinyl- 2-[9-methoxy-9-methoxycarbonyl-       dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-vinyl-      4-trimethylsilyloxy-1-heptene 8-(trimethylsiloxy)-8-nonenyl] 20-nor-2-hom      o-13-trans prostene   cyclopent-2-en-1-one 538 1-trans-tri-n-butylstannyl      -4-cyclopropyl- 2-[9-methoxy-9-methoxycarbonyl- dl-16-hydroxy-1-(methoxym      ethoxycarbonylmethyl)-1,9-dioxo-16-cyclopropyl-  4-trimethylsilyloxy-1-oc      tene 8-(trimethylsiloxy)-8-nonenyl] 2-homo-13-trans prostene   cyclopent-      2-en-1-one 539 1-trans-tri-n-butylstannyl-4-trimethylsilylethynyl-      2-[9-methoxy-9-methoxycarbonyl- dl-16-hydroxy-1-(methoxymethoxycarbonylme      thyl)-1,9-dioxo-16-ethynyl-  4-trimethylsilyloxy-1-heptene 8-(trimethylsi      loxy)-8-nonenyl] 20-nor-2-homo-13-trans prostene   cyclopent-2-en-1-one      540 1-trans-tri-n-butylstannyl-5-methylene 2-[9-methoxy-9-methoxycarbonyl      - dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  4-triethylsi      lyloxy-1-heptene 8-(trimethylsiloxy)-8-nonenyl] 17-methylene-20-nor-2-hom      o-13-trans prostene   cyclopent-2-en-1-one 541 1-trans-tri-n-butylstannyl      -4-methyl-5-methylene 2-[9-methoxy-9-methoxycarbonyl- dl-16-hydroxy-1-(me      thoxymethoxycarbonylmethyl)-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-h      eptene 8-(trimethylsiloxy)-8-nonenyl] 17-methylene-20-nor-2-homo-13-trans       prostene   cyclopent-2-en-1-one 542 1-trans-tri-n-butylstannyl-4-dimetho      xymethyl- 2-[9-methoxy-9-methoxycarbonyl- dl-16-hydroxy-1-(methoxymethoxy      carbonylmethyl)-1,9-dioxo-16-formyl-  4-trimethylsilyloxy-1-heptene      8-(trimethylsiloxy)-8-nonenyl] 20-nor-2-homo-13-trans prostene      cyclopent-2-en-1-one 543 1-trans-tri-n-butylstannyl-4-fluoromethyl-      2-[9-methoxy-9-methoxycarbonyl- dl-16-hydroxy-1-(methoxymethoxycarbonylme      thyl)-1,9-dioxo-16-fluoromethyl-  4-trimethylsilyloxy-1-heptene 8-(trimet      hylsiloxy)-8-nonenyl] 20-nor-2-homo-13-trans prostene   cyclopent-2-en-1-      one 544 1-trans-tri-n-butylstannyl-4-difluoromethyl- 2-[9-methoxy-9-metho      xycarbonyl- dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-d      ifluoromethyl-  4-trimethylsilyloxy-1-heptene 8-(trimethylsiloxy)-8-nonen      yl] 20-nor-2-homo-13-trans prostene   cyclopent-2-en-1-one 545 1-trans-tr      i-n-butylstannyl-4-trifluoromethyl- 2-[9-methoxy-9-methoxycarbonyl-      dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-trifluorometh      yl-  4-trimethylsilyloxy-1-heptene 8-(trimethylsiloxy)-8-nonenyl]      20-nor-2-homo-13-trans prostene   cyclopent-2-en-1-one 546 1-trans-tri-n-      butylstannyl-4-chloromethyl- 2-[9-methoxy-9-methoxycarbonyl- dl-16-hydrox      y-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-chloromethyl-  4-trimethy      lsilyloxy-1-heptene 8-(trimethylsiloxy)-8-nonenyl] 20-nor-2-homo-13-trans       prostene   cyclopent-2-en-1-one 547 1-trans-tri-n-butylstannyl-4-trimeth      ylsilyloxymethyl- 2-[9-methoxy-9-methoxycarbonyl- dl-16-hydroxy-1-(methox      ymethoxycarbonylmethyl)-1,9-dioxo-16-hydroxymethyl-  4-trimethylsilyloxy-      1-heptene 8-(trimethylsiloxy)-8-nonenyl] 20-nor-2-homo-13-trans prostene        cyclopent-2-en-1-one        EX- AM- PLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        548 1-trans-iodo-4-methyl-7-chloro 2-[9-methoxy-9-methoxycarbonyl-      dl-16-hydroxy-1-(methxoymethoxycarbonylmethyl)-1,9-dioxo-methyl-      4-trimethylsilyloxy-1-heptene 8-(trimethylsiloxy)-8-nonenyl] 19-chloro-2-      homo-20-nor-13-trans prostene   cyclopent-2-en-1-one 549 1-trans-iodo-      2-[9-methoxy-9-methoxycarbonyl- dl-15a-hydroxy-1-(methoxymethoxycarbonylm      ethyl)-1,9-dioxo-  3-triphenylmethoxy-1-octene 8-(trimethylsiloxy)-8-none      nyl] 2-homo-13-trans prostene   cyclopent-2-en-1-one 550 1-trans-iodo-3-m      ethyl- 2-[9-methoxy-9-methoxycarbonyl- dl-15a-hydroxy-1-(methoxymethoxyca      rbonylmethyl)-1,9-dioxo-15-methyl-  3-trimethylsilyloxy-1-octene      8-(trimethylsiloxy)-8-nonenyl] 2-homo-13-trans prostene   cyclopent-2-en-      1-one 551 1-trans-iodo-4,4-dimethyl 2-[9-methoxy-9-methoxycarbonyl-      dl-15a-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  3-trimethylsi      lyloxy-1-octene 8-(trimethylsiloxy)-8-nonenyl] 16,16-dimethyl-2-homo-13-t      rans prostene   cyclopent-2-en-1-one 552 1-trans-iodo-4,4-trimethylene      2-[9-methoxy-9-methoxycarbonyl- dl-15a-hydroxy-1-(methoxymethoxycarbonylm      ethyl)-1,9-dioxo-  3-trimethylsilyloxy-1-octene 8-(trimethylsiloxy)-8-non      enyl] 16,16-trimethylene-2-homo-13-trans prostene   cyclopent-2-en-1-one        EX- AM- PLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        553 1-trans-tri-n-butylstannyl-3-vinyl- 2-[9-methoxy-9-methoxycarbonyl-       dl-15a-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-15-vinyl-      3-trimethylsilyloxy-1-octene 8-(trimethylsiloxy)-8-nonenyl] 2-homo-13-tra      ns prostene   cyclopent-2-en-1-one        EX- AM- PLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        554 1-trans-iodo- 2-[9-methoxy-9-methoxycarbonyl- dl-16-hydroxy-1-(meth      oxymethoxycarbonylmethyl)-1,9-dioxo-  4-triphenylmethoxy-1-octene      8-(trimethylsiloxy)-8-nonenyl] 2-homo-13-trans prostene   cyclopent-2-en-      1-one        EX- AM- PLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        555 1-trans-tri-n-butylstannyl-4-methyl- 2-[9-methoxy-9-methoxycarbonyl      - dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-methyl-      4-trimethylsilyloxy-1-octene 8-(trimethylsiloxy)-8-nonenyl] 2-homo-13-tra      ns prostene   cyclopent-2-en-1-one 556 1-trans-tri-n-butylstannyl-5-methy      l 2-[9-methoxy-9-methoxycarbonyl- dl-16-hydroxy-1-(methoxymethoxycarbonyl      methyl)-1,9-dioxo-  4-trimethylsilyloxy-1-octene 8-(trimethylsiloxy)-8-no      nenyl] 17-methyl-2-homo-13-trans prostene   cyclopent-2-en-1-one 557      1-trans-tri-n-butylstannyl-4-vinyl- 2-[9-methoxy-9-methoxycarbonyl-      dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-vinyl-      4-trimethylsilyloxy-1-octene 8-(trimethylsiloxy)-8-nonenyl] 2-homo-13-tra      ns prostene   cyclopent-2-en-1-one 558 1-trans-tri-n-butylstannyl-4-trime      thylsilylethynyl- 2-[9-methoxy-9-methoxycarbonyl- dl-16-hydroxy-1-(methox      ymethoxycarbonylmethyl)-1,9-dioxo-16-ethynyl-  4-trimethylsilyloxy-1-octe      ne 8-(trimethylsiloxy)-8-nonenyl] 2-homo-13-trans prostene   cyclopent-2-      en-1-one 559 1-trans-tri-n-butylstannyl-5-methylene 2-[9-methoxy-9-methox      ycarbonyl- dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      4-triethylsilyloxy-1-octene 8-(trimethylsiloxy)-8-nonenyl] 17-methylene-2      -homo-13-trans prostene   cyclopent-2-en-1-one 560 1-trans-tri-n-butylsta      nnyl-4-methyl-5-methylene 2-[9-methoxy-9-methoxycarbonyl- dl-16-hydroxy-1      -(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-methyl-  4-trimethylsilyloxy      -1-octene 8-(trimethylsiloxy)-8-nonenyl] 17-methylene-2-homo-13-trans      prostene   cyclopent-2-en-1-one 561 1-trans-tri-n-butylstannyl-4-dimethox      ymethyl- 2-[9-methoxy-9-methoxycarbonyl- dl-16-hydroxy-1-(methoxymethoxyc      arbonylmethyl)-1,9-dioxo-16-formyl-  4-trimethylsilyloxy-1-octene      8-(trimethylsiloxy)-8-nonenyl]   2-homo-13-trans prostene   cyclopent-2-e      n-1-one 562 1-trans-tri-n-butylstannyl-4-fluoromethyl- 2-[9-methoxy-9-met      hoxycarbonyl- dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16      -fluoromethyl-  4-trimethylsilyloxy-1-octene 8-(trimethylsiloxy)-8-noneny      l] 2-homo-13-trans prostene   cyclopent-2-en-1-one 563 1-trans-tri-n-buty      lstannyl-4-difluoromethyl- 2-[9-methoxy-9-methoxycarbonyl- dl-16-hydroxy-      1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-difluoromethyl-  4-trimethy      lsilyloxy)-1-octene 8-(trimethylsiloxy)-8-nonenyl] 2-homo-13-trans      prostene   cyclopent-2-en-1-one 564 1-trans-tri-n-butylstannyl-4-trifluor      omethyl- 2-[9-methoxy-9-methoxycarbonyl- dl-16-hydroxy-1-(methoxymethoxyc      arbonylmethyl)-1,9-dioxo-16-trifluoromethyl-  4-trimethylsilyloxy-1-octen      e 8-(trimethylsiloxy)-8-nonenyl] 2-homo-13-trans prostene   cyclopent-2-e      n-1-one 565 1-trans-tri-n-butylstannyl-4-chloromethyl- 2-[9-methoxy-9-met      hoxycarbonyl- dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16      -chloromethyl-  4-trimethylsilyloxy-1-octene 8-(trimethylsiloxy)-8-noneny      l] 2-homo-13-trans prostene   cyclopent-2-en-1-one 566 1-trans-tri-n-buty      lstannyl-4-trimethylsilyloxymethyl- 2-[9-methoxy-9-methoxycarbonyl-      dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-hydroxymethyl      -  4-trimethylsilyloxy-1-octene 8-(trimethylsiloxy)-8-nonenyl] 2-homo-13-      trans prostene   cyclopent-2-en-1-one        EX- AM- PLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        567 1-trans-iodo- 2-[9-methoxy-9-methoxycarbonyl- dl-15a-hydroxy-1-(met      hoxymethoxycarbonylmethyl)-1,9-dioxo-  3-triphenylmethoxy-1-nonene      8-(trimethylsiloxy)-8-nonenyl] 20-methyl-2-homo-13-trans prostene      cyclopent-2-en-1-one 568 1-trans-iodo-3-methyl- 2-[9-methoxy-9-methoxycar      bonyl- dl-15a-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-15-methy      l-  3-trimethylsilyloxy-1-nonene 8-(trimethylsiloxy)-8-nonenyl] 20-methyl      -2-homo-13-trans prostene   cyclopent-2-en-1-one 569 1-trans-iodo-4,4-dim      ethyl 2-[9-methoxy-9-methoxycarbonyl- dl-15a-hydroxy-1-(methoxymethoxycar      bonylmethyl)-1,9-dioxo-  3-trimethylsilyloxy-1-nonene 8-(trimethylsiloxy)      -8-nonenyl] 16,16-dimethyl-20-methyl-2-homo-13-trans prostene   cyclopent      -2-en-1-one 570 1-trans-iodo-4,4-trimethylene 2-[9-methoxy-9-methoxycarbo      nyl- dl-15a-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-      3-trimethylsilyloxy-1-nonene 8-(trimethylsiloxy)-8-nonenyl] 16,16-trimeth      ylene-20-methyl-2-homo-13-trans prostene   cyclopent-2-en-1-one        EX- AM- PLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        571 1-trans-tri-n-butylstannyl-3-vinyl- 2-[9-methoxy-9-methoxycarbonyl-       dl-15a-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-15-vinyl-      3-trimethylsilyloxy-1-nonene 8-(trimethylsiloxy)-8-nonenyl] 20-methyl-2-h      omo-13-trans prostene   cyclopent-2-en-1-one        EX- AM- PLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        572 1-trans-iodo- 2-[9-methoxy-9-methoxycarbonyl- dl-16-hydroxy-1-(meth      oxymethoxycarbonylmethyl)-1,9-dioxo-  4-triphenylmethoxy-1-nonene      8-(trimethylsiloxy)-8-nonenyl] 20-methyl-2-homo-13-trans prostene      cyclopent-2-en-1-one        EX- AM- PLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        573 1-trans-tri-n-butylstannyl-4-methyl- 2-[9-methoxy-9-methoxycarbonyl      - dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-methyl-      4-trimethylsilyloxy-1-nonene 8-(trimethylsiloxy)-8-nonenyl] 20-methyl-2-h      omo-13-trans prostene   cyclopent-2-en-1-one 574 1-trans-tri-n-butylstann      yl-5-methyl 2-[9-methoxy-9-methoxycarbonyl- dl-16-hydroxy-1-(methoxymetho      xycarbonylmethyl)-1,9-dioxo-  4-trimethylsilyloxy-1-nonene 8-(trimethylsi      loxy)-8-nonenyl] 17-methyl-20-methyl-2-homo-13-trans prostene   cyclopent      -2-en-1-one 575 1-trans-tri-n-butylstannyl-4-vinyl- 2-[9-methoxy-9-methox      ycarbonyl- dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-vi      nyl-  4-trimethylsilyloxy-1-nonene 8-(trimethylsiloxy)-8-nonenyl]      20-methyl-2-homo-13-trans prostene   cyclopent-2-en-1-one 576 1-trans-tri      -n-butylstannyl-4-trimethysilylethynyl- 2-[9-methoxy-9-methoxycarbonyl-      dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-ethynyl-      4-trimethylsilyloxy-1-nonene 8-(trimethylsiloxy)-8-nonenyl] 20-methyl-2-h      omo-13-trans prostene   cyclopent-2-en-1-one 577 1-trans-tri-n-butylstann      yl-5-methylene 2-[9-methoxy-9-methoxycarbonyl- dl-16-hydroxy-1-(methoxyme      thoxycarbonylmethyl)-1,9-dioxo-  4-triethylsilyloxy-1-nonene 8-(trimethyl      siloxy)-8-nonenyl] 17-methylene-20-methyl-2-homo-13-trans prostene      cyclopent-2-en-1-one 578 1-trans-tri-n-butylstannyl-4-methyl-5-methylene      2-[9-methoxy-9-methoxycarbonyl- dl-16-hydroxy-1-(methoxymethoxycarbonylme      thyl)-1,9-dioxo-16-methyl-  4-trimethylsilyloxy-1-nonene 8-(trimethylsilo      xy)-8-nonenyl] 17-methylene-20-methyl-2-homo-13-trans prostene      cyclopent-2-en-1-one 579 1-trans-tri-n-butylstannyl-4-dimethoxymethyl-      2-[9-methoxy-9-methoxycarbonyl- dl-16-hydroxy-1-(methoxymethoxycarbonylme      thyl)-1,9-dioxo-16-formyl-  4-trimethylsilyloxy-1-nonene 8-(trimethylsilo      xy)-8-nonenyl] 20-methyl-2-homo-13-trans prostene   cyclopent-2-en-1-one      580 1-trans-tri-n-butylstannyl-4-fluoromethyl- 2-[9-methoxy-9-methoxycarb      onyl- dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-fluorom      ethyl-  4-trimethylsilyloxy-1-nonene 8-(trimethylsiloxy)-8-nonenyl]      20-methyl-2-homo-13-trans prostene   cyclopent-2-en-1-one 581 1-trans-tri      -n-butylstannyl-4-difluoromethyl- 2-[9-methoxy-9-methoxycarbonyl-      dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-difluoromethy      l-  4-trimethylsilyloxy-1-nonene 8-(trimethylsiloxy)-8-nonenyl] 20-methyl      -2-homo-13-trans prostene   cyclopent-2-en-1-one 582 1-trans-tri-n-butyls      tannyl-4-trifluoromethyl- 2-[9-methoxy-9-methoxycarbonyl- dl-16-hydroxy-1      -(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-trifluoromethyl-  4-trimethy      lsilyloxy-1-nonene 8-(trimethylsiloxy)-8-nonenyl] 20-methyl-2-homo-13-tra      ns prostene   cyclopent-2-en-1-one 583 1-trans-tri-n-butylstannyl-4-chlor      omethyl- 2-[9-methoxy-9-methoxycarbonyl- dl-16-hydroxy-1-(methoxymethoxym      ethyl)-1,9-dioxo-16-chloromethyl-  4-trimethylsilyloxy-1-nonene 8-(trimet      hylsiloxy)-8-nonenyl] 20-methyl-2-homo-13-trans prostene   cyclopent-2-en      -1-one 584 1-trans-tri-n-butylstannyl-4-trimethylsilyloxymethyl-      2-[9-methoxy-9-methoxycarbonyl- dl-16-hydroxy-1-(methoxymethoxycarbonylme      thyl)-1,9-dioxo-16-hydroxymethyl-  4-trimethylsilyloxy-1-nonene 8-(trimet      hylsiloxy)-8-nonenyl] 20-methyl-2-homo-13-trans prostene   cyclopent-2-en      -1-one        EX- AM- PLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        585 1-trans-iodo- 2-[9-methoxy-9-methoxycarbonyl- dl-15a-hydroxy-1-(met      hoxymethoxycarbonylmethyl)-1,9-dioxo-  3-triphenylmethoxy-1-decene      8-(trimethylsiloxy)-8-nonenyl] 20-ethyl-2-homo-13-trans prostene      cyclopent-2-en-1-one 586 1-trans-iodo-3-methyl- 2-[9-methoxy-9-methoxycar      bonyl- dl-15a-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-15-methy      l-  3-trimethylsilyloxy-1-decene 8-(trimethylsiloxy)-8-nonenyl] 20-ethyl-      2-homo-13-trans prostene   cyclopent-2-en-1-one 587 1-trans-iodo-4,4-dime      thyl 2-[9-methoxy-9-methoxycarbonyl- dl-15a-hydroxy-1-(methoxymethoxycarb      onylmethyl)-1,9-dioxo-  3-trimethylsilyloxy-1-decene 8-(trimethylsiloxy)-      8-nonenyl] 16,16-dimethyl-20-ethyl-2-homo-13-trans prostene   cyclopent-2      -en-1-one 588 1-trans-iodo-4,4-trimethylene 2-[9-methoxy-9-methoxycarbony      l- dl-15a-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-  3-trimethy      lsilyloxy-1-decene 8-(trimethylsiloxy)-8-nonenyl]   16,16-trimethylene-20      -ethyl-2-homo-13-trans prostene   cyclopent-2-en-1-one        EX- AM- PLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        589 1-trans-tri-n-butylstannyl-3-vinyl- 2-[9-methoxy-9-methoxycarbonyl-       dl-15a-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-15-vinyl-      3-trimethylsilyloxy-1-decene 8-(trimethylsiloxy)-8-nonenyl] 20-ethyl-2-ho      mo-13-trans prostene   cyclopent-2-en-1-one        EX- AM- PLE VINYL IODIDE CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        590 1-trans-iodo- 2-[9-methoxy-9-methoxycarbonyl- dl-16-hydroxy-1-(meth      oxymethoxycarbonylmethyl)-1,9-dioxo-  4-triphenylmethoxy-1-decene      8-(trimethylsiloxy)-8-nonenyl] 20-ethyl-2-homo-13-trans prostene      cyclopent-2-en-1-one        EX- AM- PLE VINYL TIN CYCLOPENTENONE PRODUCT PROSTAGLANDIN OF THE      11-DEOXY PGE1 SERIES        591 1-trans-tri-n-butylstannyl-4-methyl- 2-[9-methoxy-9-methoxycarbonyl      - dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-methyl-      4-trimethylsilyloxy-1-decene 8-(trimethylsiloxy)-8-nonenyl] 20-ethyl-2-ho      mo-13-trans prostene   cyclopent-2-en-1-one 592 1-trans-tri-n-butylstanny      l-5-methyl 2-[9-methoxy-9-methoxycarbonyl- dl-16-hydroxy-1-(methoxymethox      ycarbonylmethyl)-1,9-dioxo-  4-trimethylsilyloxy-1-decene 8-(trimethylsil      oxy)-8-nonenyl] 17-methyl-20-ethyl-2-homo-13-trans prostene   cyclopent-2      -en-1-one 593 1-trans-tri-n-butylstannyl-4-vinyl- 2-[9-methoxy-9-methoxyc      arbonyl- dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-viny      l-  4-trimethylsilyloxy-1-decene 8-(trimethylsiloxy)-8-nonenyl] 20-ethyl-      2-homo-13-trans prostene   cyclopent-2-en-1-one 594 1-trans-tri-n-butylst      annyl-4-trimethylsilylethynyl- 2-[9-methoxy-9-methoxycarbonyl- dl-16-hydr      oxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-ethynyl-  4-trimethylsi      lyloxy-1-decene 8-(trimethylsiloxy)-8-nonenyl]   20-ethyl-2-homo-13-trans       prostene   cyclopent-2-en-1-one 595 1-trans-tri-n-butylstannyl-5-methyle      ne 2-[9-methoxy-9-methoxycarbonyl- dl-16-hydroxy-1-(methoxymethoxycarbony      lmethyl)-1,9-dioxo-  4-triethylsilyloxy-1-decene 8-(trimethylsiloxy)-8-no      nenyl] 17-methylene-20-ethyl-2-homo-13-trans prostene   cyclopent-2-en-1-      one 596 1-trans-tri-n-butylstannyl-4-methyl-5-methylene 2-[9-methoxy-9-me      thoxycarbonyl- dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-1      6-methyl-  4-trimethylsilyloxy-1-decene 8-(trimethylsiloxy)-8-nonenyl]      17-methylene-20-ethyl-2-homo-13-trans prostene   cyclopent-2-en-1-one      597 1-trans-tri-n-butylstannyl-4-dimethoxymethyl- 2-[9-methoxy-9-methoxyc      arbonyl- dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-form      yl-  4-trimethylsilyloxy-1-decene 8-(trimethylsiloxy)-8-nonenyl]      20-ethyl-2-homo-13-trans prostene   cyclopent-2-en-1-one 598 1-trans-tri-      n-butylstannyl-4-fluoromethyl- 2-[9-methoxy-9-methoxycarbonyl- dl-16-hydr      oxy-1-(methoxymethoxycarbonylmethyl)-1,9-dioxo-16-fluoromethyl-      4-trimethylsilyloxy-1-decene 8-(trimethylsiloxy)-8-nonenyl] 20-ethyl-2-ho      mo-13-trans prostene   cyclopent-2-en-1-one 599 1-trans-tri-n-butylstanny      l-4-difluoromethyl- 2-[9-methoxy-9-methoxycarbonyl- dl-16-hydroxy-1-(meth      oxymethoxycarbonylmethyl)-1,9-dioxo-16-difluoromethyl-  4-trimethylsilylo      xy-1-decene 8-(trimethylsiloxy)-8-nonenyl] 20-ethyl-2-homo-13-trans      prostene   cyclopent-2-en-1-one 600 1-trans-tri-n-butylstannyl-4-trifluor      omethyl- 2-[9-methoxy-9-methoxycarbonyl- dl-16-hydroxy-1-(methoxymethoxyc      arbonylmethyl)-1,9-dioxo-16-trifluoromethyl-  4-trimethylsilyloxy-1-decen      e 8-(trimethylsiloxy)-8-nonenyl] 20-ethyl-2-homo-13-trans prostene      cyclopent-2-en-1-one 601 1-trans-tri-n-butylstannyl-4-chloromethyl-      2-[9-methoxy-9-methoxycarbonyl- dl-16-hydroxy-1-(methoxymethoxycarbonylme      thyl)-1,9-dioxo-16-chloromethyl-  4-trimethylsilyloxy-1-decene 8-(trimeth      ylsiloxy)-8-nonenyl] 20-ethyl-2-homo-13-trans prostene   cyclopent-2-en-1      -one 602 1-trans-tri-n-butylstannyl-4-trimethylsilyloxymethyl- 2-[9-metho      xy-9-methoxycarbonyl- dl-16-hydroxy-1-(methoxymethoxycarbonylmethyl)-1,9-      dioxo-16-hydroxymethyl-  4-trimethylsilyloxy-1-decene 8-(trimethylsiloxy)      -8-nonenyl] 20-ethyl-2-homo-13-trans prostene   cyclopent-2-en-1-one

    TABLE XIV       Example Cyclopentenone: Vinyliodide: Product:       1 2-[6-methylthiaacetylhexyl] -4-trimethyl- 1-trans-iodo-4-methyl-4-trim      ethylsilyloxy-1,5- 11α,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16      -  silyloxy-cyclopent-2-en-1-one. octadiene. methyl-13-trans-17-trans-pro      stadiene.       2 2-[6-methylthiaacetylhex-2-cis-enyl] -4- 1-trans-iodo-4-methyl-4-trime      thylsilyloxy-1, 11α,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-      trimethylsilyloxy-cyclopent-2-en-1-one. 5-octadiene. methyl-5-cis-13-tran      s-17-trans-prostatriene.       3 2-[6-phenoxyacetylhexyl] -4-trimethylsilyloxy- 1-trans-1-iodo-4-methyl      -4-trimethylsilyloxy-1, 11α,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-      16-  cyclopent-2-en-1-one. 5-octadiene. methyl-13-trans-17-trans-prostadi      ene.       4 2-[6-phenoxyacetylhex-2-cis-enyl] -4- 1-trans-1-iodo-4-methyl-4-trimet      hylsilyloxy-1, 11α,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-      trimethylsilyloxy-cyclopent-2-en-1-one. 5-octadiene. methyl-5-cis-13-tran      s-17-trans-prostatriene.  5 2-[8-methoxy-8-methoxycarbonyl-7-(trimethyl-      1-trans-1-iodo-4-methyl-4-trimethylsilyloxy-1, 11α,16-dihydroxy-1-m      ethoxymethoxycarbonylmethyl-1,  silyloxy)-7-octenyl]-4-trimethylsilyloxy-      cyclopent-2-en-1-one. 5-octadiene. 9-dioxo-16-methyl-13-trans-17-trans-pr      ostadiene.       6 2-[8-methoxy-8-methoxycarbonyl-7-(trimethyl- 1-trans-1-iodo-4-methyl-4      -trimethylsilyloxy-1, 11α,16-dihydroxy-1-methoxymethoxycarbonylmeth      yl-1,  silyloxy)-2-cis,7-octadienyl]-4-trimethylsilyloxy-cyclopent-      5-octadiene. 9-dioxo-16-methyl-5-cis-13-trans-17-trans-prostatriene.      2-en-1-one.        Example Cyclopentenone: Vinylstannane: Product:       7 2-[6-methylthiaacetylhexyl] -4-trimethyl- 1-trans-tri-n-butylstannyl-4      -methyl-4-trimethyl- 11α,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-      16-  silyloxy-cyclopent-2-en-1-one. silyloxy-1,7-octadiene. methyl-13-tra      ns-19-trans-prostadiene.  8 2-[6-methylthiaacetylhex-2-cis-enyl] -4-      1-trans-tri-n-butylstannyl-4-methyl-4-tri- 11α,16-dihydroxy-1-methy      lthiamethyl-1,9-dioxo-16-  trimethylsilyloxy-cyclopent-2-en-1-one.      methylsilyloxy-1,7-octadiene. methyl-5-cis-13-trans-19-trans-prostatriene      .       9 2-[6-phenoxyacetylhexyl-4-trimethyl- 1-trans-1-tri-n-butylstannyl-4-me      thyl-4- 11α,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-  silyloxy-cy      clopent-2-en-1-one. trimethylsilyloxy-1,7-octadiene. methyl-13-trans-19-t      rans-prostadiene. 10 2-[6-phenoxyacetylhex-2-cis-enyl]-4- 1-trans-1-tri-n      -butylstannyl-4-methyl-4- 11α,16-dihydroxy-1-phenoxymethyl-1,9-diox      o-16-  trimethylsilyloxy-cyclopent-2-en-1-one. trimethylsilyloxy-1,7-octa      diene. methyl-5-cis-13-trans-19-trans-prostatriene. 11 2-[8-methoxy-8-met      hoxycarbonyl-7-(trimethyl- 1-trans-1-tri-n-butylstannyl-4-methyl-4-      11α,16-dihydroxy-1-methoxymethoxycarbonylmethyl-1,  silyloxy)-7-oct      enyl]-4-trimethylsilyloxy-cyclopent-2-en-1-one. trimethylsilyloxy-1,7-oct      adiene. 9-dioxo-16-methyl-13-trans-19-trans-prostadiene. 12 2-[8-methoxy-      8-methoxycarbonyl-7-(trimethyl- 1-trans-1-tri-n-butylstannyl-4-methyl-4-      11α,16-dihydroxy-1-methoxymethoxycarbonylmethyl-1,  silyloxy)-2-cis      ,7-octadienyl]-4-trimethylsilyloxy-cyclopent- trimethylsilyloxy-1,5-octad      iene. 9-dioxo-16-methyl-5-cis-13-trans-19-trans-prostatriene.  2-en-1-one      . 13 2-[6-methylthiaacetylhexyl]-4-trimethyl- 1-trans-1-tri-n-butylstanny      l-7-chloro-4- 11α,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-      silyloxy-cyclopent-2-en-1-one. methyl-4-trimethylsilyloxy-1-heptene.      16-methyl-19-chloro-20-nor-13-trans-prostene. 14 2-[6-methylthiaacetylhex      -2-cis-enyl]-4- 1-trans-1-tri-n-butylstannyl-7-chloro-4- 11α,16-dih      ydroxy-1-methylthiamethyl-1,9-dioxo-16-  trimethylsilyloxy-cyclopent-2-en      -1-one. methyl-4-trimethylsilyloxy-1-heptene. methyl-19-chloro-20-nor-5-c      is-13-trans-prostadiene. 15 2-[6-phenoxyacetylhexyl-4-trimethyl-      1-trans-1-tri-n-butylstannyl-7-chloro-4- 11α,16-dihydroxy-1-phenoxy      methyl-1,9-dioxo-16-  silyloxy-cyclopent-2-en-1-one. methyl-4-trimethylsi      lyloxy-1-heptene. methyl-19-chloro-20-nor-13-trans-prostene. 16 2-[6-phen      oxyacetylhex-2-cis-enyl]-4- 1-trans-1-tri-n-butylstannyl-7-chloro-4-      11α,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16-  trimethylsilyloxy-c      yclopent-2-en-1-one. methyl-4-trimethylsilyloxy-1-heptene. methyl-19-chlo      ro-20-nor-5-cis-13-trans-prostadiene.        Example Cyclopentenone: Vinyliodide: Product:        17 2-[6-methoxyacetylhexyl]-4-trimethylsilyloxy- 1-trans-1-tri-n-butyls      tannyl-7-chloro-4-methyl- 11α,16-dihydroxy-1-methoxymethyl-1,9-diox      o-16-  cyclopent-2-en-1-one. 4-trimethylsilyloxy-1-heptene. methyl-19-chl      oro-20-nor-13-trans-prostene.        Example Cyclopentenone: Vinylstannane: Product:        18 2-[6-methoxyacetylhex-2-cis-enyl]-4- 1-trans-1-tri-n-butylstannyl-7-      chloro-4- 11α,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-  trimethyl      silyloxy-cyclopent-2-en-1-one. methyl-4-trimethylsilyloxy-1-heptene.      methyl-19-chloro-20-nor-5-cis-13-trans-prostadiene. 19 2-[8-methoxy-8-met      hoxycarbonyl-7-(trimethyl- 1-trans-1-tri-n-butylstannyl-7-chloro-4-      11α,16-dihydroxy-1-methoxymethoxycarbonylmethyl-1, silyloxy)-7-octe      nyl]-4-trimethylsilyloxy-cyclopent-2-en-1-one. methyl-4-trimethylsilyloxy      -1-heptene. 9-dioxo-16-methyl-19-chloro-20-nor-13-trans-prostene. 20      2-[8-methoxy-8-methoxycarbonyl-7-(trimethyl- 1-trans-1-tri-n-butylstannyl      -7-chloro-4- 11α,16-dihydroxy-1-methoxymethoxycarbonylmethyl-      silyloxy)-2-cis,7-octadienyl]-4-trimethylsilyloxy-cyclopent- methyl-4-tri      methylsilyloxy-1-heptene. 1,9-dioxo-16-methyl-19-chloro-20-nor-5-cis-13-t      rans-prosta-  2-en-1-one.  diene.        Example Cyclopentenone: Vinyliodide: Product:        21 2-[6-methylthiaacetylhexyl]-4-trimethyl- 1-trans-iodo-4-propadienyl-      4-trimethylsilyloxy- 11α,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-      16-  silyloxy-cyclopent-2-en-1-one. 1-octene. allenyl-13-trans-prostene.      22 2-[6-methylthiaacetylhexyl-2-cis-enyl]-4- 1-trans-iodo-4-propadienyl-4      -trimethylsilyloxy- 11α,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-1      6-  trimethylsilyloxy-cyclopent-2-en-1-one. 1-octene. allenyl-5-cis-13-tr      ans-prostadiene. 23 2-[6-phenoxyacetylhexyl-4-trimethylsilyloxy-      1-trans-1-iodo-4-propadienyl-4-trimethylsilyloxy- 11α,16-dihydroxy-      1-phenoxymethyl-1,9-dioxo-16-  cyclopent-2-en-1-one. 1-octene. allenyl-13      -trans-prostene. 24 2-[6-phenoxyacetylhex-2-cis-enyl]-4-tri- 1-trans-1-io      do-4-propadienyl-4-trimethylsilyloxy- 11α,16-dihydroxy-1-phenoxymet      hyl-1,9-dioxo-16-  methylsilyloxy-cyclopent-2-en-1-one. 1-octene.      allenyl-5-cis-13-trans-prostene. 25 2-[8-methoxy-8-methoxycarbonyl-7-(tri      methyl- 1-trans-1-iodo-4-propadienyl-4-trimethylsilyloxy- 11α,16-di      hydroxy-1-methoxymethoxycarbonylmethyl-1,  silyloxy-7-octenyl]-4-trimethy      lsilyloxy-cyclopent-2-en-1-one. 1-octene. 9-dioxo-16-allenyl-13-trans-pro      stene. 26 2-[8-methoxy-8-methoxycarbonyl-7-(trimethyl- 1-trans-1-iodo-4-p      ropadienyl-4-trimethylsilyloxy- 11α,16-dihydroxy-1-methoxymethoxyca      rbonylmethyl-1,  silyloxy)-2-cis,7-octadienyl]-4-trimethylsilyloxy-cyclop      ent- 1-octene. 9-dioxo-16-allenyl-5-cis-13-trans-prostadiene.  2-en-1-one      . 27 2-[6-methoxyacetylhexyl]-4-trimethylsilyloxy- 1-trans-1-iodo-4-propa      dienyl-4-trimethylsilyloxy- 11α,16-dihydroxy-1-methoxymethyl-1,9-di      oxo-16-allenyl-  cyclopent-2-en-1-one. 1-octene. 13-trans-prostene. 28      2-[6-methoxyacetylhex-2-cis-enyl]-4-tri- 1-trans-1-iodo-4-propadienyl-4-t      rimethylsilyloxy- 11α,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-      methylsilyloxy-cyclopent-2-en-1-one. 1-octene. allenyl-5-cis-13-trans-pro      stadiene.        Example Cyclopentenone: Vinylstannane: Product:        29 2-[6-methylthiaacetylhexyl]-4-trimethyl- 1-trans-1-tri-n-butylstanny      l-4-methyl-4- 11α,16-dihydroxy-1-methylthiamethyl-1,9-dioxo-16-      silyloxy-cyclopent-2-en-1-one. trimethylsilyloxy-7-oxa-1-octene.      methyl-19-oxa-13-trans-prostene. 30 2-[6-methylthiaacetylhex-2-cis-enyl]-      4- 1-trans-1-tri-n-butylstannyl-4-methyl-4- 11α,16-dihydroxy-1-meth      ylthiamethyl-1,9-dioxo-  trimethylsilyloxy-cyclopent-2-en-1-one.      trimethylsilyloxy-7-oxa-1-octene. 16-methyl-19-oxa-5-cis-13-trans-prostad      iene. 31 2-[6-phenoxyacetylhexyl-4-trimethylsilyloxy- 1-trans-1-tri-n-but      ylstannyl-4-methyl-4- 11α,16-dihydroxy-1-phenoxymethyl-1,9-dioxo-16      -  cyclopent-2-en-1-one. trimethylsilyloxy-7-oxa-1-octene. methyl-19-oxa-      13-trans-prostene. 32 2-[6-phenoxyacetylhex-2-cis-enyl]-4-tri- 1-trans-1-      tri-n-butylstannyl-4-methyl-4- 11α,16-dihydroxy-1-phenoxymethyl-1,9      -dioxo-16-  methylsilyloxy-cyclopent-2-en-1-one. trimethylsilyloxy-7-oxa-      1-octene. methyl-19-oxa-5-cis-13-trans-prostadiene. 33 2-[8-methoxy-8-met      hoxycarbonyl-7-(trimethyl- 1-trans-1-tri-n-butylstannyl-4-methyl-4-      11α,16-dihydroxy-1-methoxymethoxycarbonylmethyl-1,  silyloxy)-7-oct      enyl]-4-trimethylsilyloxy-cyclopent-2-en-1-one. trimethylsilyloxy-7-oxa-1      -octene. 9-dioxo-16-methyl-19-oxa-13-trans-prostene. 34 2-[8-methoxy-8-me      thoxycarbonyl-7-(trimethyl- 1-trans-1-tri-n-butylstannyl-4-methyl-4-      11α,16-dihydroxy-1-methoxymethoxycarbonylmethyl-1,  silyloxy)-2-cis      ,7-octadienyl]-4-trimethylsilyloxy-cyclopent- trimethylsilyloxy-7-oxa-1-o      ctene. 9-dioxo-16-methyl-19-oxa-5-cis-13-trans-prostadiene.  2-en-1-one.      35 2-[6-methoxyacetylhexyl]-4-trimethylsilyloxy- 1-trans-1-tri-n-butylsta      nnyl-4-methyl-4- 11α,16-dihydroxy-1-methoxymethyl-1,9-dioxo-16-meth      yl-  cyclopent-2-en-1-one. trimethylsilyloxy-7-oxa-1-octene. 19-oxa-13-tr      ans-prostene. 36 2-[6-methoxyacetylhex-2-cis-enyl]-4-tri- 1-trans-1-tri-n      -butylstannyl-7-chloro-4-methyl- 11α,16-dihydroxy-1-methoxymethyl-1      ,9-dioxo-16-  methylsilyloxy-cyclopent-2-en-1-one. 4-trimethylsilyloxy-7-      oxa-1-octene. methyl-19-oxa-5-cis-13-trans-prostadiene.

Example 37

In accordance with the procedure of Examples 29-36, if the vinylstannane 1-trans-1-tri-n-butylstannyl-4-methyl-4-trimethylsilyloxy-7-sulfa-1-octene is employed in place of the listed 7-oxa vinylstannane, the corresponding 19-thia prostaglandin to the listed 19-oxa prostaglandin will be produced.

This invention has been described in terms of specific embodiments set forth in detail, but it should be understood that these are by way of illustration only and that the invention is not necessarily limited thereto. Modifications and variations will be apparent from this disclosure and may be resorted to without departing from the spirit of this invention, as those skilled in the art will readily understand. Accordingly, such variations and modifications of the disclosed products are considered to be within the purview and scope of this invention and the following claims. 

I claim:
 1. An optically active compound of the formula: ##STR69## wherein Z is --(CH₂)_(g) --or ##STR70## wherein g is an integer from 5 to 7 inclusive, and f is an integer from 2 to 4, inclusive; C₁₃ -C₁₄ is ethylene or trans-vinylene; R₃ is hydrogen or hydroxyl; G is selected from the group consisting of: ##STR71## wherein R is C₁ -C₆ alkyl, phenyl or phenyl substituted with one or more substituents selected from the group consisting of C₁ -C₄ alkyl, --OR₁₅, --SR₁₅, Fl or Cl wherein R₁₅ is C₁ -C₄ alkyl; R₁₆ is C₁ to C₆ alkyl; R₂ is selected from the group consisting of: ##STR72## wherein R₄ is hydrogen or methyl; R₅ is selected from the group consisting of C₄ -C₇ alkyl; R₆ is selected from the group consisting of C₃ -C₆ alkyl; R₇ is selected from the group consisting of C₂ -C₄ alkyl; R₈ is selected from the group consisting of C₁ -C₂ alkyl; R₉ is selected from the group consisting of C₃ -C₆ alkyl; R₁₀ is selected from the group consisting of C₁ -C₄ alkyl; R₁₁ is selected from the group consisting of C₃ -C₇ alkyl; R₁₂ is selected from the group consisting of C₁ -C₄ alkyl; p is an integer from 0 to 3; q is 1 or 2; G' is --O-- or --CH₂ --; and t is hydrogen, chloro, fluoro, dichloro, trifluoremethyl or methoxy.
 2. The compound according to claim 1wherein R and R₁₆ are methyl groups.
 3. The compound according to claim 2 wherein Z is ##STR73## and C₁₃ -C₁₄ is trans-vinylene.
 4. The compound according to claim 2 wherein Z is --(CH₂)₆ -- and C₁₃ -C₁₄ is trans-vinylene.
 5. The compound according to claim 3 wherein R₃ is an hydroxyl group.
 6. The compound according to claim 3 wherein R₃ is hydrogen.
 7. The compound according to claim 4 wherein R₃ is hydroxyl.
 8. The compound according to claim 4 wherein R₃ is hydrogen.
 9. The compound according to claims 3 or 4 wherein R₂ is selected from the group consisting of ##STR74## :
 10. The compound according to claims 3 or 4 wherein R₂ is selected from the group consisting of: ##STR75##
 11. The compound according to claims 3 or 4 wherein R₂ is selected from the group consisting of: ##STR76##
 12. The compound according to claims 3 or 4 wherein R₂ is selected from the group consisting of: ##STR77##
 13. The compound according to claims 3 or 4 wherein R₂ is selected from the group consisting of: ##STR78##
 14. The compound according to claims 3 or 4 wherein R₂ is selected from the group consisting of: ##STR79##
 15. The compound according to claims 3 or 4 wherein R₂ is selected from the group consisting of: ##STR80##
 16. The compound according to claims 3 or 4 wherein R₂ is selected from the group consisting of: ##STR81##
 17. The compound according to claims 3 or 4 wherein R₂ is selected from the group consisting of: ##STR82##
 18. The compound according to claims 3 or 4 wherein R₂ is selected from the group consisting of: ##STR83##
 19. The compound according to claims 3 or 4 wherein R₂ is selected from the group consisting of: ##STR84##
 20. The compound according to claims 3 or 4 wherein R₂ is selected from the group consisting of: ##STR85##
 21. The compound according to claims 3 or 4 wherein R₂ is selected from the group consisting of: ##STR86##
 22. The compound according to claim 1 wherein G is: ##STR87## wherein R is a phenyl group.
 23. The compound according to claim 22 wherein Z is ##STR88## and C₁₃ -C₁₄ is trans-vinylene.
 24. The compound according to claim 22 wherein Z is --(CH₂)₆ -- and C₁₃ --C₁₄ is trans-vinylene.
 25. The compound according to claim 23 wherein R₃ is an hydroxyl group.
 26. The compound according to claim 23 wherein R₃ is hydrogen.
 27. The compound according to claim 24 wherein R₃ is hydroxyl.
 28. The compound according to claim 24 wherein R₃ is hydrogen.
 29. The compound according to claims 23 or 24 wherein R₂ is selected from the group consisting of: ##STR89##
 30. The compound according to claims 23 or 24 wherein R₂ is selected from the group consisting of: ##STR90##
 31. The compound according to claims 23 or 24 wherein R₂ is selected from the group consisting of: ##STR91##
 32. The compound according to claims 23 or 24 wherein R₂ is selected from the group consisting of: ##STR92##
 33. The compound according to claims 23 or 24 wherein R₂ is selected from the group consisting of: ##STR93##
 34. The compound according to claims 23 or 24 wherein R₂ is selected from the group consisting of: ##STR94##
 35. The compound according to claims 23 or 24 wherein R₂ is selected from the group consisting of: ##STR95##
 36. The compound according to claims 23 or 24 wherein R₂ is selected from the group consisting of: ##STR96##
 37. The compound according to claims 23 or 24 wherein R₂ is selected from the group consisting of: ##STR97##
 38. The compound according to claims 23 or 24 wherein R₂ is selected from the group consisting of: ##STR98##
 39. The compound according to claims 23 or 24 wherein R₂ is selected from the group consisting of: ##STR99##
 40. The compound according to claims 23 or 24 wherein R₂ is selected from the group consisting of: ##STR100##
 41. The compound according to claims 23 or 24 wherein R₂ is selected from the group consisting of: ##STR101##
 42. The racemic compound according to claim 10, 1,9-dioxo-11α,15α-dihydroxy-1-methoxymethyl-15-vinyl-13-trans-prostene, and the optically active compound of this formula.
 43. The racemic compound according to claim 30, 1,9-dioxo-11α,16-dihydroxy-1-phenoxymethyl-16-methyl-13-trans-prostene, and the optically active compound of this formula having a 16α- or 16β-hydroxy substituent.
 44. The racemic compound according to claim 10, 1,9-dioxo-11α,16-dihydroxy-1-methoxymethyl-16-vinyl-13-trans-prostene, and the optically active compound of this formula having a 16α- or 16β-hydroxy substituent.
 45. The racemic compound according to claim 10, 1,9-dioxo-11α,16-dihydroxy-1-methoxymethyl-16-methyl-13-trans-prostene, and the optically active compound of this formula having a 16α- or 16β- hydroxy substituent.
 46. The racemic compound according to claim 10, 1,9-dioxo-11α,16-dihydroxy-1-methoxymethyl-16-methyl-5-cis-13-trans-prostadiene, and the optically active compound of this formula having a 16α- or 16β- hydroxy substituent.
 47. The optically active compound according to claim 45, 1,9-dioxo-11α,16α-dihydroxy-1-(methoxymethyl)-16-methyl-13-trans-prostene. 